45 Best Airbnb Vacation Rentals In Downtown Chicago, Illinois - Updated 2024

Kate
Kate 
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Known for its Bean in the Millennium Park, the downtown area of Chicago, Illinois surely has the glitz and glamour of the surrounding buildings and sights to see such as the Navy Pier and Art Institute. There’s plenty of things to do in downtown Chicago, including hanging out at the hippest rooftop bars in the area. But what can it offer when it comes to vacation rentals for your next vacation in Chicago? Scroll down and check out the best Airbnbs in Downtown Chicago, Illinois.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 06, 2024.

1. Premium apartment boasting panoramic views (from USD 346)

You’ll be spoiled with city skyline views when you book this premium holiday home in the Gold Coast neighborhood. The modern space features floor-to-ceiling windows that perfectly frame the urban jungle. Step into the private balcony so you can admire the city in panoramic glory.

The space is filled with modern amenities such as a TV, central air conditioning, and WiFi for a more convenient experience. Furthermore, you can be your own chef in the kitchen with stainless steel appliances if you wish to enjoy freshly cooked meals. To elevate your stay, the host provides unrestricted access to the building’s top-notch facilities, such as the fitness center, meditation rooms, and a rooftop pool.

Stayed at this property?
Chicago, Illinois, United States
1.68 km (1.1 mi) from Millennium Park
74 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
it was spacious clean and comfortable with a gorgeous view from the balcony and windows
the apartment was clean and included all the amenities we needed
Cleanliness:
it was very clean and organized
Host:
the cloud9 team was attentive and helpful
overall good i would highly suggest the owners install ceiling fans
the host is incredibly responsive and kind and we had a seamless check in experience
cloud9 teams was very helpful
the host was fantastic and they had great communication
Location:
the location is a good walking distance from most things
and a great location for all of the ammentities of the city
not far from the subway line and an easy walk over to michigan avenue in the miracle mile
walkable to magnificent mile whole foods right next door and lots to do around the area
great location with a good view
Read more reviews

2. Adorable apartment with discounts (from USD 349)

If you’re planning to have an extended stay in the downtown area, this adorable apartment can help you save some bucks. You’ll get to snag a significant discount if you plan to stay for at least a month. There is a week-long discount here too. Well-equipped for long-term bookings, the property features a chef’s kitchen, fast WiFi, and comfy bedrooms with plush mattresses. It also comes with two TVs with cable services to keep you updated with all your favorite shows.

Tucked on the higher floor of a historical building, the place has a great vantage point to take pleasure in the views of Lake Michigan. You’ll also have access to the shared rooftop deck for cookouts and al fresco dining.

Stayed at this property?
Chicago, Illinois, United States
1.88 km (1.2 mi) from Millennium Park
166 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the view from the living room is stunning
the view from the living room and bedrooms are absolutely stunning
the rooms are nice and some amenities are provided; hand towels bath towels etc
the place is spacious clean cozy and loved the view of the lake
two nice and cozy rooms to accommodate you for a nice nights sleep
Cleanliness:
well worth it clean comfortable beds and pillows
super easy check in and the apartment was very clean and spacious
the property is beautiful and very clean
this place is outstanding checking-in was a breeze it’s clean and comfortable
the place was easy to find easy to access and wonderfully clean
Host:
thank you for being such wonderful hosts :)
hosts are very responsive
wonderful hosts and even better city
they were very informative made me feel really comfortable
really nice and even a better host
Location:
the location was great
walking distance to all sorts of restaurants and magnificent mile
all of my favorite downtown chicago places are walking distance
great location exactly like the pictures
great location to walk around shop and see the city
Read more reviews

3. Lovely unit with access to superb facilities (from USD 163)

Kicking off your urban adventures in this lovely apartment is a great idea. It is situated in the vibrant district of Chicago Loop, putting you close to Michigan Avenue’s attractions, art scene, and nightlife. And when you’re not strolling in the bustling streets, you can unwind in the building’s excellent amenities, such as a glistening pool, equipped gym, barbecue facilities, lounge, and more.

Staying in is similarly appealing as the unit can keep you cozy no matter the season, thanks to its indoor fireplace, central heating, and air conditioning. Your viewing and browsing needs are also catered to here by the WiFi and flat-screen TV. Additionally, those traveling with their toddler can request a travel crib for extra convenience.

Stayed at this property?
Chicago, Illinois, United States
534 meters (0.4 ft) from Millennium Park
73 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
location was amazing beds were super comfy and the space was perfect for us
Cleanliness:
apartment was clean
the unit is clean very spacious and has great amenities
Host:
staff at the front desk were very helpful and friendly
stephanie is very helpful and communicative
stephanie was helpful and instructions clear
great apartment with a nice and responsive owner
this place worked out great for us and we so appreciated our stay stephanie is very warm and responsive
Location:
the location was superb and close to all the l lines
the location was supreme 20 second walk to michigan avenue
it is a great location
perfect location with easy check in and out
the location is perfect for seeing the sights of chicago
Read more reviews

4. Spacious retreat with furnished rooftop

Upon waking up at this spacious apartment, you will be greeted with sweeping views of Chicago’s Gold Coast area. Tucked on a higher floor of a trendy building, the place overlooks great cityscapes through its large picture windows. The views are complemented with modern conveniences such as WiFi, TV, and a nicely fitted kitchen for a hassle-free stay. Apart from the air conditioning and indoor fireplace, the large king-size bed and luxurious sofa bed will also keep you cozy during your stay.

However, your time here is incomplete without indulging in the premises’ exciting features, such as a rooftop pool, gym, grilling areas, and lounge space with fire pits.

Stayed at this property?
Chicago, Illinois, United States
1.67 km (1.1 mi) from Millennium Park
99 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the rooftop was awesome and the heated pool was great
this apt has great views & is close to everything i wanted to do in chicago
first time visiting chicago from the west coast and this apartment made me love the city
Cleanliness:
place was spotless and easy checkin
great place to stay clean and comfortable
comfy bed clean and spacious living area
space was very clean and it provided plenty of room for all of our guests
our stay was great the apartment was clean and the building was very quiet
Host:
hosts were very responsive to questions or issues
host did a good job at communicating information and resolving concerns
awesome place & quick responding hosts highly recommend for a nice getaway
super easy check in and great communication with host
amazing stay great location host was very responsive :)
Location:
the location was great here
great location remarkably quiet for being so close to michigan ave
loved the restaurants close by
terrific location with easy check in
this location is fantastic amazing location with friendly/ quiet neighbors
Read more reviews

5. Modern condo with sweeping cityscapes (from USD 132)

A great vantage point for admiring the view of the downtown area, this modern condo will have you feeling at home in no time. The wealth of natural light in the space further adds to its cozy ambiance, thanks to the large windows that frame the cityscape. You will also be delighted to use the comfy king-size bed, the WiFi, and the well-equipped kitchen. Additionally, feel free to bring your fur babies along, as this retreat is pet-friendly.

Located in a secure building with a service elevator, the unit grants you access to a rooftop deck, a business center, and a lounge. Moreover, if you wish to stay active even on the road, purchase passes to the gym attached to the building.

Stayed at this property?
Chicago, Illinois, United States
1.81 km (1.2 mi) from Millennium Park
157 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
beautiful apartment with fabulous views of the lake and the city
had a great stay plenty of space large comfortable beds and great view
this room has very nice view
the apartment was very comfortable quiet and had a beautiful view
the apartment offers a beautiful view of the lake and the grand park
Cleanliness:
the condo was clean comfortable and as advertised
great clean and convenient apartment
the apartment was clean and comfy for our family of four
very clean and great location
the place itself is very clean and smells great; unlike other pet friends locations
Host:
hosts were attentive and helpful
the hosts responded quickly and clearly to any questions i had
the hosts are so communicative and helpful
we really appreciate their kindly hosting
jer & lisa were very helpful and responsive
Location:
the location is perfect
nice condo in a great location
great location and great space
great place that is centrally located
great place in a great location very easy check in
Read more reviews

6. Cozy apartment for long-term stays (from USD 189)

If you’re on the lookout for monthly rentals in Downtown Chicago, look no further than this cozy apartment. Get to score a 15% discount when you book the place for at least 28 days. During your stay, bring your culinary masterpieces to life in the renovated kitchen and prepare an appetizing snack before the crew starts the movie marathon. With the unit’s two smart TVs and reliable WiFi, an uninterrupted viewing experience is guaranteed.

The hosts also thoughtfully supplies stickers for street parking to guests arriving by car. Although those who are commuting can take advantage of the convenient location, which is just a five-minute walk to public transport such as train station and bus stop.

Stayed at this property?
Chicago, Illinois, United States
3.05 km (1.9 mi) from Millennium Park
256 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
full kitchen and comfortable furniture
great location only complaint is that the only bathroom is an en suite
kitchen appliances were greatly appreciated as well as the washer and dryer in-unit
it was great to have a kitchen and space along with the parking permits for the street
the beds were also so comfortable i would certainly book again
Cleanliness:
nice clean well maintained space
clean and very good communication with wendy and matt
pros: this place was clean and extremely spacious
the place was comfortable and clean
towels and everything were left out for our group the place was very nice and comfy very spacious
Host:
matt & wendy were excellent hosts
matt and wendy were wonderful hosts
they were responsive and very helpful and the accommodations were exactly as described
thank you for the stay wendy and matt again very responsive and cool hosts
wendy and matt were amazing hosts for our family for our chicago trip
Location:
fabulous location and great neighborhood
train and bus stops super close
the location is awesome
great location with nice price
cannot beat the location of this cute home
Read more reviews

7. Downtown studio best for couples and solo travelers (from USD 89)

Suitable for couples and solo travelers, this vacation rental boasts a prime location in downtown Chicago. It is located close to Oak Street Beach, not to mention the many bars, shops, and restaurants surrounding the property. It is also easy to get around the neighborhood. Guests can walk, bike, or drive to nearby attractions.

The place offers one sofa bed and one private bathroom. It also comes with heating and air conditioning for guests’ comfort. For entertainment, guests are provided with Wifi and a TV. Home cooks can also prepare delicious meals in the well-equipped kitchen.

Stayed at this property?
Chicago, Illinois, United States
2.08 km (1.3 mi) from Millennium Park
114 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 0 Bedrooms 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
it hasn’t air conditioning but it has a fan
comfortable with modern cons
i am a huge stickler on cleaniness and i felt very comfortable and confident in the accommodations
Cleanliness:
it was also very clean
the bathroom was also very clean and stocked with basic essentials
ody's place was absolutely amazing spacious clean with everything we needed
it was clean and ody was there for us via textmessage
the place is clean neat right at the heart of chicago
Host:
the host was helpful and nice
the host is a great communicator and very helpful
ody was a great host and always quick to respond to any questions
he was also very responsive and helpful and quick to offer advice
ody was an absolutely excellent host
Location:
great location right next the red line station and one stop away from michigan ave
very cute small place in a great location
the location is great walking distance to the lake and desirable cultural spots in downtown
excellent location exactly what i expected
great space close to everything
Read more reviews

8. Modern accommodation in the heart of the Chicago Loop

Located in the heart of the Chicago Loop, this modern rental offers relaxing accommodation for up to three guests. It is set on the 14th floor of a building complex, just close to Riverwalk, shopping spots, and nightlife areas.

The place features one bedroom, one bathroom, and a fully equipped kitchen. Guests can enjoy en-suite amenities such as air conditioning, heating, Wifi, and a TV. Access to the building’s shared pool, hot tub, and the gym is available as well. Guests who want a place to relax can head to the property’s eco terrace and enjoy the views.

Stayed at this property?
Chicago, Illinois, United States
1.09 km (0.7 mi) from Millennium Park
98 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
very comfortable with awesome amenities and a great view
the amenities are fun -- check out the pool and ping pong
overall it was a great stay the most comfortable bed i’ve ever slept in in an air bnb
apartment is very cute has views & is supplied with everything you’ll need
the bed was super comfy
Cleanliness:
room was very clean and aesthetic
loved my stay super clean room and comfortable bed
things are clean and the apartment is spacious and the building friendly
wonderfully clean place with a great city view
clean for the most parts however the photos are not pictures of the actual apparent
Host:
staff members at the desk are friendly
the front desk is extremely helpful
the staff was super nice and helpful
everyone on staff was so friendly and helpful
building staff were extremely nice and very accommodating as well
Location:
amazing location everything we needed was within reasonable walking distance
great location walkable to so much plus close to the el
very easy walking distance to shops even with a stroller
fantastic location i loved being able to walk or catch the train so easily from this location
the place is located near a lot of tourists attractions
Read more reviews

9. Pet-friendly retreat with a balcony (from USD 216)

Bring your pet and enjoy a comfortable getaway in this vacation rental with a balcony. Luxurious and pet-friendly, this unit can accommodate up to three guests. It offers a bedroom with a king-size bed and a private bathroom with a shower/tub combination. The kitchen is also complete with cooking basics and appliances. Other amenities include heating, air conditioning, Wifi, and a TV. For a fee, guests can avail of an on-site parking spot as well.

There are plenty of places of interest found within walking distance. These include Oak Street Beach, Michigan Avenue, and Gold Coast. Excellent spots for shopping, dining, and entertainment are also found nearby.

Stayed at this property?
Chicago, Illinois, United States
1.45 km (0.9 mi) from Millennium Park
853 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the in-unit dryer and washer were super helpful and the kitchen was equipped with all we wanted
overall good stay and the apartment was as described -- centrally located spacious equipped with many amenities
Cleanliness:
clean and well maintained
the apartment is clean and spacious
place was clean convenient & beyond sufficient
it was pretty clean and a had good view
incredibly clean and modern awesome location
Host:
kasa staff is very helpful and responsive
they were responsive polite and attentive to any concerns
host communicated extremely fast as well
also very pet friendly
Location:
great location near the loop
great place to stay perfect location
the apartment is great it is centrally located and walking distance from many city landmarks
was a great experience and location
stellar location and great unit in chicago
Read more reviews

10. Light-filled apartment with city skyline views (from USD 201)

Enjoy Chicago’s beautiful skyline from this two-bedroom apartment. Featuring top-of-the-line interior design, this home offers a cozy place for you to rest after exploring the city. This is complemented by the apartment’s outdoor rooftop terrace that provides 360-degree views of the skyline. The unit itself has a smart TV with Roku and fast WiFi for your entertainment. The kitchen is stocked with cookware, a two-person bistro dining table, and a granite kitchen island. The apartment also has a swimming pool if you’re in the mood for a dip. And to top it all off, this apartment allows pets to be brought.

Located in the heart of Chicago, this home is surrounded by shops, restaurants, bars, and so much more. Millennium Park and the Magnificent Mile are only a short walk away.

Stayed at this property?
Chicago, Illinois, United States
556 meters (0.4 ft) from Millennium Park
184 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the views from the room (it is a corner unit) were gorgeous
the living room is very comfortable and the views from it are amazing
very clean place a lot of room and great views from the corner apartment
the beds were very comfortable and in a great part of town
Cleanliness:
a convenient comfortable and clean apartment
very clean and the hosts were fantastic
the location was amazing and the unit was clean and well-appointed
the apartment was clean well decorated comfortable and stocked with everything we need to enjoy our weekend away
it was a nice clean apartment in a great location
Host:
•front desk staff was polite and easy to work with
hosts were easy to get a hold of and very accommodating
communication from the hosts was excellent
the host helpfully provides ear plugs for light sleepers
great communication and clear instructions from the host
Location:
great location we were close to all desired attractions
perfect location and stylish room
the location was perfect
location was perfect for us
location is excellent very spacious great secure building
Read more reviews

11. Great accommodation in a great location (from USD 192)

Fully appreciate what Windy City is all about by booking a stay in this wonderfully located apartment. Historical landmarks and other tourist spots like Chicago Cultural Center, Millennium Park, Chicago Theatre District are mere minutes away. Stroll around and you can easily find lots of nice dining and shopping options as well.

This roomy apartment has two bedrooms and six beds to sleep up to nine guests comfortably. It also comes with two full baths, a living area, and a dining/kitchenette that are furnished with all the necessities for your convenience and comfort. The pad’s nice amenities such as central heating and cooling, a smart TV, and WiFi are like cherries on top.

Stayed at this property?
Chicago, Illinois, United States
272 meters (0.2 ft) from Millennium Park
180 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 6 Beds 10 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
the beds were super comfy
beds were comfortable with lots of blankets available
the rooms were very spacious and the beds were pretty comfy
beds were very comfortable (super important to me )
Cleanliness:
the airbnb was clean and as described
the apartment itself has large rooms and was spotless with clean linens and towels
the place was very clean there’s plenty of clean towels and the best part location was amazing
everything was clean and spotless and well stocked thank you i will 100% be staying here again
great place super clean and comfortable for 8 people
Host:
concierge at entrance was also very helpful
the building staff was also very friendly and helpful
check in was super easy and the host responded quickly and was very helpful
great place excellent location yagoda was very responsive and accommodating to our requests
the yagoda team was responsive and helpful during our entire stay
Location:
great location because everything is walking distance
the location is perfect
great location walking distance to so many great places
great location and walkable to everything
super close to millennium park where the “bean” is located and also very close to the train line
Read more reviews

12. Cozy studio with city views (from USD 250)

This downtown pad has everything you need for your trip to Chicago—whether you’re here for business or leisure. It’s a studio apartment that features a cozy queen bed with a memory foam mattress. The spacious interior is well-lit thanks to the large windows that also provide a bird’s eye view of the cityscape. The kitchen may be small but it’s fully equipped to allow easy food preparation. Heating, air-conditioning, WiFi, a smart TV, and other amenities offer total guest comfort and convenience.

The apartment is located close to Millennium Park. Convention centers, clubs, restaurants, theaters, coffee shops, and other business areas are within easy reach.

Stayed at this property?
Chicago, Illinois, United States
424 meters (0.3 ft) from Millennium Park
178 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great apartment with awesome view
i had to work throughout the days i was there and the wifi was strong and reliable
Cleanliness:
very clean upon arrival as well
clean spacious and comfortable
the place was spacious for a studio and was immaculately clean
super clean and convenient to pretty much everything will definitely stay again my next time in chicago
pristine clean space and affable service staff
Host:
matthew is really helpful
matthew was a great host and quickly answered any and all questions i had
matthew was very helpful through the check-in process and with any additional questions i had
clear directions communicative host and great location
matthew is an amazing host great communication
Location:
very nice location & studio style
it was also in a fantastic location being close to the riverwalk michigan ave
absolutely excellent location for great restaurants and main sightseeing of chicago
amazing location & great hospitality
and other great places near the north end of the loop
Read more reviews

13. Most affordable loft near downtown (from USD 89)

This cute loft is just perfect for those who want to fully explore what Chicago is all about. It is located in a neighborhood close to the downtown area, providing guests an easy way into Chicago’s bustling city life. As an added treat, guests will also have easy access to Wicker Park, Chicago’s artsy neighborhood full of trendy shops, restaurants, cafes, and more. The loft can sleep up to two and has one queen bed, a TV, WiFi, and a mini-fridge.

Stayed at this property?
Chicago, Illinois, United States
3.33 km (2.1 mi) from Millennium Park
503 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
there is a good mirror above the bathroom sink and 2 sliding closet doors with plenty of space
local coffee shop big shoulders was great also the hanging chair in the room is so comfy
there’s no kitchen but it’s super close to a few coffee shops
it has some nice skylights comfortable bed and nicely lit bathroom
Cleanliness:
clean and a cozy space
great stay it was very clean and felt very safe
cute and clean little space with everything we needed
clean quiet and spacious for a studio with super easy check in
the most perfect airbnb stay art’s place was so cute and clean we absolutely loved it
Host:
easy communication with host if we had any questions
art is a great host super responsive extremely helpful and the space was perfect for my stay
art was very accommodating with helping with our issue as much as he could
art was very responsive and said to “just give it time
Location:
great location very close to downtown
very cute spot easy check in good location
great spot central located safe and quiet
location and parking were very good
location isn’t great aesthetic wise but it’s not far to train or bus
Read more reviews

14. Luxurious corner apartment with an outdoor hot tub (from USD 153)

One of the most stylish apartments in downtown Chicago is this Staywell two-bedroom home in the heart of the Loop. Ideal for groups or families of six, this tastefully decorated place in a high-end building features a full kitchen, free WiFi, smart television, and a bistro-style dining area. Guests are most welcome to enjoy amenities such as the gym, the movie theater, and the rooftop lounge of the residential complex. There is also an outdoor hot tub available in the building.

Stayed at this property?
Chicago, Illinois, United States
505 meters (0.4 ft) from Millennium Park
200 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the room beddings were as comfortable as could be
this space is very comfortable and stylish
i’d gladly return to this apartment on my next stay in chicago
Cleanliness:
very clean hotel like experience
super clean and well decorated too
great location very clean space and excellent communication
almost too clean i’d say in fact
easy check in process clean spacious 2 bedrooms
Host:
staywell was a great host and response fast
management team very responsive
wonderful check in and lobby staff are super kind
24 hour concierge desk on hand and very friendly and helpful
Location:
fabulous location in the loop
wonderful location can walk to lots of restaurants and millennium park
the location is perfect close to everything you need
the location was great walking distance to close shops and to the river
the location is also ideal especially if you’re new to chicago and need a central location
Read more reviews

15. Modern loft across McCormick Place

Experience living in an industrial-style contemporary space when you book this one-bedroom apartment hosted by Rob. The vacation rental is located close to the famous convention center, McCormick Place. Connectivity to the rest of Chicago shouldn’t be a hard feat as the Green Line train and the Michigan Avenue bus stops are located outside the building. The home comes equipped with a full kitchen, a 55-inch LED TV, and free WiFi. Guests can make use of the building’s gym and swimming pool, too!

Stayed at this property?
Chicago, Illinois, United States
3.19 km (2.0 mi) from Millennium Park
16 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
but the air conditioning was very necessary and kept the loft really nice and cool
the most amazing restaurants cafes bars lounges galleries etc are all steps from the apartment
Cleanliness:
loft was clean well maintained and location was very convenient to plenty of great shops and eats
Host:
paul was a perfect host
paul was a fantastic host
he was friendly responsive and went out of his way to make sure i had everything i needed
the loft has good atmosphere and the host is really nice and helpful
he was extremely easy to get in contact with and was very helpful with any questions we had
Location:
place and location was nice
great host located in a great location
the location was definitely one of the best in the city
walking distance or cheap cab rides to downtown the condo was awesome and in tip top shape
great location comfortable and also they really liked the host
Read more reviews

16. Spacious loft near Buckingham Fountain (from USD 100)

This spacious loft apartment with wooden flooring is perfect to accommodate up to four people and is close to Buckingham Fountain, which is 0.9 mi (1.44 km) away. The high ceiling and the bricked walls give a very rustic feel to the rental. The accommodation also has a clean bathroom, a spacious living room with large windows, a dining area, and a kitchen. Laptop-friendly workspace and WiFi access in this loft make the place ideal for business travelers. So for your next Chicago trip, book this spacious property.

Stayed at this property?
Chicago, Illinois, United States
893 meters (0.6 ft) from Millennium Park
23 reviews   Wifi Available
Entire loft 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Location:
easy access and great location thanks
it is an easy walk to the art institute and theaters
good location and easy to communicate
spacious stylish place in a great location
the apartment was great and the location is fantastic
Read more reviews

17. Stylish apartment with views (from USD 275)

Set on the 3rd floor of a building with no elevator, this pied-a-terre features stylish furnishings with a cool industrial vibe. It also has large windows that provide nice views of the outdoors. Suitable for up to four guests, this apartment offers two bedrooms and one private bathroom. Other amenities in this rental include heating, air conditioning, Wifi, cooking basics, and a TV.

Boasting a prime location in the vibrant area of Streeterville, this property is close to shopping spots, restaurants, bars, and popular tourist attractions. Theater District, Navy Pier, and Lake Michigan are just within walking distance.

Stayed at this property?
Chicago, Illinois, United States
1.09 km (0.7 mi) from Millennium Park
212 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the apartment was stocked with amenities super clean and so cute
the apartment was so beautiful and felt comfortable it was stocked full of essentials for us to use
we had a wonderful stay at tatiana & roupen’s beautiful apartment
i can't say enough good things about this place and was so comfortable for a party of 4
Cleanliness:
it’s clean and fashionable
we found the place extremely clean and organized
this apartment was gorgeous and spotless
beautifully decorated with great amenities extremely clean and excellent communication with hosts
spotless clean and tatiana is amazing — and great location thank you tatiana
Host:
the hosts are also very friendly
our hosts tatiana & roupen were the best
they were helpful when one part of our party had a problem with the keys
hosts checked in to make sure we were happy and even offered early check-in without us asking
they are wonderful hosts
Location:
apartment was cute and great location
a lot of food options near by and great location
this is the cutest apartment in the best location close to everything
the location was perfect half a block off of magnificent mile
it’s in the middle of chicago so perfect if this is the location you need
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18. Private bedroom in spacious bohemian loft in the heart of Chicago (from USD 83)

Staying in the heart of a busy and lively city like Chicago is a great way to experience its locale. Michael’s property is situated in front of a lake and is surrounded by the best restaurants and nightlife. What makes this homestay Airbnb around downtown Chicago even more spectacular is it’s an artist’s home where guests will be staying with the artist Michael who has decked out the whole loft with plants and bohemian textiles. His art studio is also available to use upon his request, but aside from that, everything else in the spacious loft is accessible. Amenities include Wifi access, bathroom, and kitchen essentials complete with toiletries and cookware respectively. Guests of up to three people will sleep on a king-sized bed and a sofa bed in the living area. The building’s character is brought to life with its upper deck filled with plants and flowers surrounding the patio furniture for those who wish to just relax and have a glass of wine or coffee. Book this fantastic and one-of-a-kind Airbnb and experience Chicago from an artist’s perspective. Nestled right in the middle of River North neighborhood, this bohemian paradise is accessible from the Museum of Contemporary Art Chicago, which is 1.2 miles (1.9 km) away and takes about six minutes of driving.

Stayed at this property?
Chicago, Illinois, United States
1.16 km (0.8 mi) from Millennium Park
871 reviews   Superhost Wifi Available
Private room in loft 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
beds were super comfortable
the space is huge and comfortable
host was nice and have tried to make the wifi works but no luck
his apartment is really cool with a nice kitchen a cool roof deck and interesting decorations
very communicative and the most comfortable king sized bed with equally comfy pillows
Cleanliness:
the accom was clean the sheets amazing very comfortable room to sleep in
such great decor and clean space in a lively and convenient location
Host:
mike was a great host amazing place in a great area
our host was very thoughtful arranging funny and kind
micheal is a great host the rooftop oasis is wonderful
he is a very cool accommodating and friendly person
this is an creative urban rooftop oasis with an artist as host
Location:
location is very good
amazing location in the middle of the city
fantastic location and unique space
great location for the price point
wonderful location and a lot of local restaurants and bars near by
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19. Spacious condo unit with city skyline views

This condo unit is situated on the 14th floor of a secure building with an elevator. Boasting a great downtown location, this rental provides guests with easy access to airport connections, convention centers, and metro stations. It is also located close to Chicago Riverwalk, Magnificent Mila, and Michigan Avenue.

Featuring two bedrooms and one bathroom, this spacious condo is suitable for up to five guests. It also comes with air conditioning, Wifi, and a TV. On the balcony, guests can enjoy nice views of the city skyline. They can also access the building’s shared indoor pool and gym facility during their stay.

Stayed at this property?
Chicago, Illinois, United States
857 meters (0.6 ft) from Millennium Park
134 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the mattress was extremely comfortable - i slept like a baby
a very comfortable space in the center of town
there are 2 nice bedrooms on opposite sides with comfortable mattresses; great for fam's or couples
place was comfortable and spacious for the 4 of us
Cleanliness:
apartment was clean
her place was very clean and comfortable
extremely clean and comfortable will book again
lovely clean place with a beautiful view
apartment was super clean and cozy and in an amazing location
Host:
she is an outstanding host
the host is easily available for any questions or concerns
the host was helpful and gracious
allie was very communicative and helpful throughout our stay
host is amazing and super responsive
Location:
location close to key attractions
the location is great
great location close to l stations easy to get around
in walking distance to everything the apartment was perfect
wish we came in summer to use the patio and walk on the nearby riverwalk
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20. Fully furnished studio unit with pool and hot tub access

Well-furnished and centrally located, this studio unit in a high-rise building rewards guests with panoramic views of the Chicago skyline. It also offers a queen-size bed and a full bathroom. It provides enough living space for up to four guests as well. Amenities in the unit include heating, air conditioning, Wifi, laundry facilities, and a TV.

In the building complex, guests can enjoy access to the shared pool, hot tub, game room, and gym. There is also a rooftop lounge with a wraparound sun deck where they can relax and take in the surrounding views. Guests who want to explore the city’s attractions can start visiting nearby places such as the Field Museum, Shedd Aquarium, Millennium Park, and Theater District.

Stayed at this property?

1.33 km (0.9 mi) from Millennium Park
189 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 1 Bed 4 Guests 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
great studio apartment with an amazing view
the apartment has an amazing view of the chicago skyline
awesome apartment with amazing views loved the amenities and how close by everything was to the airbnb
the apartment has an amazing view definitely a good rental if thats what you're looking for
the apt’s view and location are definitely the highlights
Cleanliness:
exactly as pictured and impeccably clean great communication and swift check-in process
Host:
rod is a great host
i also found the concierge and maintenance staff to be quite helpful and friendly
rod was a great responsive host throughout our time here
rod was an amazing host very helpful and responsive
i would highly recommend this place and rod as a host
Location:
great location was close to everything
good location close to the city
good location with easy transportation good restaurants target trader joe's
location easy to get around and some really delicious food spots around
nice location just south of downtown chicago - near to grant park and lake
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21. Cozy apartment with city views

With floor-to-ceiling windows, this vacation rental provides guests with fantastic views of the city skyline. It is a studio-type rental with a queen-size bed suitable for couples and solo travelers. Amenities in this unit also include air conditioning, heating, Wifi, laundry facilities, and a TV with standard cable. It also offers a private bathroom and a fully equipped kitchen. Guests who want to take a refreshing deep can enjoy access to the building’s shared pool as well.

Nearby places of interest include Lake Michigan, Grant Park, and Rose Gardens.

Stayed at this property?
Chicago, Illinois, United States
1.34 km (0.9 mi) from Millennium Park
160 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great place great view many amenities swimming pool gaming room
the studio had nice decor and furnishings a comfy bed great kitchen and nice towels
the sonder apartment was perfect great location super clean and really amazing view
the studio i stayed in was plenty of room for two with a nice and spacious shower/bath
Cleanliness:
the apartment was super clean and nice
space was clean check-in was easy and loved having the option to store luggage after checking out
check in was easy unit was clean and all essentials were provided
the studio itself was cute and clean we loved it
great facility quiet clean and right in the mix of downtown chicago
Host:
the staff at the building were great
i loved how the security and front desk were friendly and residents were too
checking in went so smoothly the staff was very friendly and the apartment was super clean
clear instructions and helpful staff make check in and check out extremely easy and straightforward
on a positive note the communication with the host was fast and effective
Location:
the location was perfect
great place location was great close to everything
the stadium is super close
great location if you are working in grant park
beautiful location for visiting chicago
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22. Lovely rental with access to hot tub and pool

Whether you’re in town for business or for leisure, The Professional Playground provides an ideal home base for you. This rental is located in the heart of Chicago, close to tourist spots such as the Bean, Navy Pier, Millennium Park, and the iconic Chicago Riverwalk. You can enjoy easy access to areas of nightlife, arts, and entertainment as well.

Featuring two bedrooms and one bathroom, this rental can accommodate your group of up to six members. It offers modern conveniences such as heating, air conditioning, Wifi, and a TV with standard cable. Staying in this rental also means you can access the building’s shared hot tub, pool, gym, club room, and lounge.

Stayed at this property?
Chicago, Illinois, United States
1.03 km (0.7 mi) from Millennium Park
255 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the tv and couch is great
apartment overlooks the train tracks and i enjoyed hearing the train occasionally roll through
i recommend this apartment for couples and families visiting chicago
Cleanliness:
very clean nice and quiet
really clean place and great kitchen
clean cozy and super comfortable
very spacious apartment with a sparkling clean interior
nice clean and a peaceful ambiance
Host:
host was very responsive
stephanie was amazing along with the staff here
make sure host knows to communicate with the people up front
stephanie communicated with us very well and is a super awesome host
host was very responsive to work out issues
Location:
the riverwalk and many attractions are close by and within walking distance
great location we liked the building and the great location
amazing location to experience downtown chicago
what an amazing location right in the loop walking distance to nearly everything
besides that great location
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23. Spacious home in Gold Coast

This one-bedroom rental unit welcomes you to the wonderful city of Chicago. With hardwood flooring and a spacious interior, the home promises you a comfortable place to rest after a long day. The kitchenette comes with granite countertops and stainless appliances for your convenience in cooking. There is a flat-screen TV and comfy couch for your entertainment.

Built within Gold Coast, this home is only blocks away from Lake Michigan as well as being close to several restaurants, shops, and attractions like the Magnificent Mile.

Stayed at this property?
Chicago, Illinois, United States
2.39 km (1.5 mi) from Millennium Park
122 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
not much of a view but still comfortable
Cleanliness:
clean comfy and convenient
the place was clean comfy and cute
great place to stay the unit was very clean and comfortable
super clean and well set up to live in comfortably
had a great time it was very clean and any issues were easily fixed
Host:
the doorman was very nice and helpful
love the doorman he was kind and appreciated his work
lobby staff was helpful and host communication good
the building is secure and the staff is very friendly & helpful
staff is helpful and building has great amenities
Location:
perfect location - everything is in walking distance
great location and cute place
great location and cute place
great location in the middle of the city
great location to explore chicago from
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24. Family-friendly haven with a full kitchen

This vacation rental features enough living space for a total of seven guests. It offers two bedrooms as well as two bathrooms. Its kitchen, fully equipped with cooking basics and appliances, is perfect for home cooks who want to prepare their own meals. The place is also equipped with central heating and air conditioning. Amenities such as Wifi, window guards, a travel crib, and a TV with Roku are available as well.

Surrounded by stores and restaurants, this property provides guests with easy access to the best of what Chicago downtown has to offer. Attractions such as Michigan Avenue, Millennium Park, and State St. Shopping are found within close proximity.

Stayed at this property?
Chicago, Illinois, United States
272 meters (0.2 ft) from Millennium Park
101 reviews   Superhost Wifi Available
ENTIRE RENTAL UNIT 3 Beds 7 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
our family of five had a fantastic time at natasha’s apartment
natasha's apartment could not have been more perfect
the decor of the apartment is beautiful and comfortable
Cleanliness:
apartment was clean and communication was easy
really clean and comfortable space
apartment was very clean and updated
super clean easy check-in and very responsive
the apartment was clean convenient and easy to get to
Host:
natasha was an amazing host
natasha is a superb host
incredibly friendly and communicative host
host had timely communication and provided excellent recommendations for restaurants close by
natasha was a fantastic host and communication was spot on the entire trip
Location:
fantastic safe location one block from millennium park
the location was perfect being conveniently located next the l
great location to get around chicago
location is walking distance to many great attractions
cozy place with an amazing location :)
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25. Well-equipped unit with gym access

Situated close to all the action in downtown Chicago, this serviced apartment is an ideal place to stay for both leisure adventurers and business travelers. The property is located close to Magnificent Mile, Millennium Park, and the Chicago Riverwalk. The host also allows guests to borrow a nice camera during their stay so they can take Instagrammable shots while touring the city.

The unit can accommodate a total of four guests. It features a sleeping area, a full bathroom, and a fully equipped kitchen. Amenities such as central heating, air conditioning, Wifi, and TV are also provided. While there is no available parking space on the premises, guests can pay for parking in a garage located nearby. Staying in this rental also allows guests to access the penthouse, gym facility, and outdoor patio.

Stayed at this property?
Chicago, Illinois, United States
547 meters (0.4 ft) from Millennium Park
36 reviews   Superhost Wifi Available
Entire serviced apartment 2 Beds 4 Guests 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the polaroid camera is a wonderful touch and the apartment is gorgeous
a full kitchen and still an amazing amount of space
Cleanliness:
the place was very clean and inviting
everything was neat and clean
brianna was a great host and the apartment was clean and very cozy the location is also great
Host:
the building staff were great
brianna is extremely responsive professional and knows the hospitality industry well
brianna was an amazing host and replied very quickly
brianna was such a thoughtful and responsive host
brianna was extremely helpful with us on short notice due to weather situations
Location:
amazing find perfect location - walking distance to everything
the airbnb was cute and in a great location to all the top spots in chicago
brianna’s place is the perfect location
it's in a great location and excellent value
perfect place to stay right in the heart of the city
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26. Minimalist apartment with vintage furnishing

Featuring minimalist design elements and vintage furnishing, this hip apartment in downtown Chicago is everything you need for a comfortable and relaxed stay in the city. You are going to love the sleek wooden floors and stainless steel bed frames. As a guest at this apartment, you are granted access to facilities such as two bedrooms, one bathroom, a spacious shared kitchen, a TV and wireless internet. This apartment hosted by FieldHouse is a short distance from the iconic Magnificent Mile, Chicago’s premier commercial district, which is only five minutes by car.

Stayed at this property?
Chicago, Illinois, United States
2.2 km (1.4 mi) from Millennium Park
117 reviews   Wifi Available
Entire serviced apartment 5 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
great coffee and breakfast
great internet pretty comfortable beds
our kids loved playing air hockey and ping pong after eating breakfast
cool communal spaces especially basement kitchen and game room great art people great vibes
very clean and stylish loved the coffee bar and snacks downstairs and the game room
Cleanliness:
super clean family friendly
the place was clean we saw people cleaning constantly throughout the stay
clean simple super cool decor and vibe
the place was extremely clean
it was clean quiet with a sophisticated feel
Host:
staff was friendly and extremely helpful
the girl at the front desk was very attentive and tried to help us out
front desk very helpful friendly and always smiling
either way it was comfortable and the staff is very accommodating
the staff was very friendly and the food at the cafe downstairs was good
Location:
the location was awesome
this location has a really neat interior
loved this place great location
fun spot in river north very close to the brown line
nice place with unique character
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27. A downtown penthouse with a private rooftop deck

Do you want to marvel at the stunning views of Chicago’s skyline all day long? Book this Airbnb close to downtown Chicago and you get to have access to a private rooftop deck where you can admire the views and do whatever it is you like to do without anyone bothering you. Moreover, the penthouse is superb for a big group of travelers as it features five beds and two bathrooms for ten people. Other facilities offered include a spacious living area, a kitchen and wireless internet.

Stayed at this property?
Chicago, Illinois, United States
2.16 km (1.4 mi) from Millennium Park
103 reviews  
Entire apartment 5 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
nice modern apartment with all the amenities
it might be beneficial to provide an additional deluxe air mattress so sleeping 10 would be more comfortable
huge living space and kitchen
would have liked a/c to be a little colder
the beds were super comfortable and the decor super chic
Cleanliness:
the unit was very clean
the space was very clean and exactly what was presented
nice clean place on inside of penthouse
perfect loved the place & it was impeccably clean and awesome deal
place was very clean and spacious perfect for a big group
Host:
despite us checking in late the host was helpful and accommodating
he was super friendly and a wonderful host highly recommend staying here
everyone in the building is friendly and the host (dan) gave some terrific recommendations
dan was a great host and the apartment was super easy to check in and out
dan is an excellent host
Location:
great place great location
good value close to downtown
nice place in a great location
beautiful place great location
beautiful place in an excellent location
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28. Stylish and cozy pad with stunning views

This prime rental is ideal for couples looking for a great place to stay in. It also offers the easy accessibility of things you need to do and visit in Chicago, Illinois on your next vacation! Get this rental and enjoy the exquisite ambiance of this single bedroom pad with a queen size bed, a dining room and well-equipped kitchen, a spacious living room with comfortable couches, access to wireless internet, an LED television, bath essentials, and a myriad of windows overlooking the downtown Chicago hustle and bustle!

Stayed at this property?
Chicago, Illinois, United States
1.56 km (1.0 mi) from Millennium Park
258 reviews  
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
it was gorgeous modern had amazing views a comfy bed great closet space and even a keurig
nice small apartment with great views
great apartment with a great view
views were amazing super comfortable space with thoughtful touches like coffee pods and filtered water comfortable bed
wifi worked great and the bed was comfy
Cleanliness:
really clean place and really nice area
this is a cozy clean and convenient place to stay
kelly’s place was very clean and comfortable and met all my needs
the apartment was very clean and kelly provided bathroom towels shampoo conditioner and body wash
nice clean quiet place kelly very easy to deal with thanks
Host:
host was very helpful
kelly was a wonderful host
kelly was a great host
kelly is a perfect host
host was super accommodating
Location:
location was perfect for our needs and was close to everything
a fantastic spot close to public transportation made this a quick and easy get away
great place in a great location
this place was great amazing location walking distance from everything downtown
conveniently located close to the loop ideal for my business trip
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29. A traveler's dream apartment

Situated in one of the finest buildings in Chicago, this spectacular apartment is every traveler’s dream apartment. Other than the strategic location in the Loop, this apartment for rent in downtown Chicago offers modern facilities and amenities to make you feel comfortable. You can enjoy two spacious bedrooms with cozy queen-size mattresses, two bathrooms with toiletries, a fully stocked kitchen as well as access to a roof deck (seasonal) where you can relax and enjoy the sun and to the gym, sauna and steam room (24 hours). Make sure to drop by Millennium Park and Buckingham Fountain, the two closest attractions to the apartment.

Stayed at this property?
Chicago, Illinois, United States
445 meters (0.3 ft) from Millennium Park
72 reviews  
Entire serviced apartment 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the place is beautifully decorated furniture had style yet extremely comfortable
let me start by saying the apartment is just as nice as it looks in the photos
the apartment is amazing location extra-convenient amenities outstanding
great big modern apartment space lovely communal areas great location
fabulous stay great apartment in the center of everything and the building has outstanding amenities
Cleanliness:
very clean and easy communication
clean spacious and stylish home
the apartment was amazingly clean
stylish comfortable clean and very quiet
place was as described & clean
Host:
property manager was responsive
the front desk staff was really nice
really helpful and attentive staff
staff were super friendly and helpful
extremely polite and responsive host
Location:
the location is ideal
great location
excellent location in the heart of the city
great location right in downtown chicago
we walked to the art institute and the magnificent mile and it is right near three major theaters
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30. A spacious apartment in downtown Chicago

Situated in one of the best neighborhoods in downtown Chicago, the apartment provides easy and convenient access to major attractions of the metropolitan city. Whether you come with your friends, loved ones or colleagues and business partners, this apartment can surely accommodate your need. Providing seven cozy beds and two bathrooms, the apartment is perfect for fourteen people. Other facilities provided include an equipped kitchen, a TV, wireless internet and a private rooftop deck.

Stayed at this property?
Chicago, Illinois, United States
2.32 km (1.5 mi) from Millennium Park
135 reviews  
Entire apartment 7 Beds 3 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
big living space and cozy sleeping spots (a little bed sharing and floor-sleeping required)
there is enough room for everyone and the private roof deck is great
great quick communication relaxing roof top deck and plenty of room for large families
value and suggestions: please fix the master suite bathroom door before someone is not able to come out
large apartment that can easily host a large party and the amenities are very nice
Cleanliness:
communication was fast house was clean
it was clean and comfy
clean apartment and enough plates etc
this apartment was clean modern and spacious
the place was very clean and well maintained
Host:
dan was a great host
dan was a fantastic host
what a wonderful place very communicative host
dan was super quic with any questions and was very accommodating
host is very responsive and we had a great team trip thank you
Location:
the location is great
great location in chicago
the location is perfect
great location and convenient to everything
the location is absolutely perfect
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31. Classy modern apartment

Located at Dearborn Park in Downtown Chicago, this property can sleep up to six guests. It has two bedrooms; one with a luxurious king bed and the second room with two single beds. The spacious living room has a comfortable sofa bed that can sleep two guests as well. The big floor to ceiling windows in the living room and the bedrooms offer a spectacular view of the Chicago skyline. The kitchen has all modern equipment, allowing guests to prepare meals with ease.

Stayed at this property?
Chicago, Illinois, United States
1.57 km (1.0 mi) from Millennium Park
63 reviews  
Entire apartment 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the view from the apartment is awesome
the view was spectacular and the apartment is spacious and clean
the facility is brand new and the amenities in a great condition
the beds were super comfortable
the apartment was very spacious with fantastic views of the chicago skyline and the lake
Cleanliness:
very clean and very safe
clean i would definitely stay here again
beds were comfortable and the apartment clean
everything was sparkling clean
and it’s very clean
Location:
great location and great place
great location to check out chicago
perfect location - unbelievable space
great apartment in a perfect location
easy walking distance to grant park and many other attractions
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32. Cozy apartment in the heart of downtown Chicago

Ideal for a solo-backpacker wanting to explore more of the city, this apartment rental surely is one of the most convenient places to stay over in Chicago, Illinois! Places to visit, restaurants to dine in, and the transportation you need to go around Chicago, Illinois are easily accessible. Get the entire apartment and enjoy amenities such as access to the kitchen, a single bed, a private bath, reliable access to wireless internet, a laptop-friendly workspace, an air conditioning unit and a heating system.

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303 meters (0.2 ft) from Millennium Park
60 reviews  
Entire apartment 1 Bed 1 Guests

33. Relaxing, private room in a house

Looking for a place to stay for a night or two as you explore deeper into the city? Then this private room is for you! Explore the restaurants around the area or navigate your way to the landmarks downtown Chicago is known for! Aside from the free parking on the premises this rental boasts, you get a queen-sized bed, a shared kitchen and bath, a laptop friendly workspace, and access to the wireless internet.

Stayed at this property?

1.8 km (1.2 mi) from Millennium Park
42 reviews  
Private room 1 Bed 2 Guests

34. Private room in a high-rise apartment

Situated in the center of downtown Chicago, this shared apartment gives you a great view of the Millennium Park in this high-rise apartment. Enjoy the sunset and food in Navy Pier just a few blocks away or entice your eyes with pieces of art in Art Institute, just two blocks away from this rental! Ideal for two guests, this rental also provides you one queen bed, a shared bath, a kitchen, an LCD television with access to a premium streaming website, a reliable internet connection, access to the fitness center, and an indoor pool in the building.

Stayed at this property?

557 meters (0.4 ft) from Millennium Park
336 reviews  
Private room 1 Bed 2 Guests

35. Spacious apartment near Millennium Park

Near the coveted Millennium Park, this apartment rental will surely provide you the relaxation and coziness you need on your next vacation! Get this rental for a week or two and enjoy living the fast-paced life in downtown Chicago with the sights to see and places to visit! Aside from easy access to public transportation, the single-bedroom apartment also comes with one bath, a double bed, access to elevator, wireless internet connection, a well-equipped kitchen, and a comfortable couch in the common space.

Stayed at this property?

251 meters (0.2 ft) from Millennium Park
42 reviews  
Entire apartment 1 Bed 3 Guests

36. A gorgeous penthouse with a view

Are you ready to unwind in style? Experience luxury at this gorgeous Airbnb near downtown Chicago that comes with three bedrooms for up to ten guests. You can marvel at the view of the lake from the floor-to-ceiling windows all day long by curling up in the armchair. Other facilities offered include a fully equipped kitchen, three bathrooms, high-speed wireless internet and full access to the gym and swimming pool.

Stayed at this property?
Chicago, Illinois, United States
614 meters (0.4 ft) from Millennium Park
62 reviews  
Entire serviced apartment 3 Beds 3 Bedrooms 3 Bathrooms

37. Sunny, private bedroom in a shared apartment

Looking for a studio type-apartment a short walk away from the renowned sights of downtown Chicago, a private room with a nice bed, and a cozy ambiance? Then this apartment rental is for you! Get this rental and enjoy access to a shared bath, your own private bedroom with a twin bed, access to a kitchen, unlimited access to wireless internet connection, and free parking on the premises.

Stayed at this property?
Chicago, Illinois, United States
1.77 km (1.1 mi) from Millennium Park
147 reviews  
Private room in house 2 Beds 2 Bedrooms 1 Bathroom

38. Cozy room in a penthouse along Michigan Avenue

Feel the luxury and class with the fixtures this spacious penthouse has to offer its guests. Aside from its prime location, this rental also offers a massive patio that gives stunning views of downtown Chicago. With the recommended places to visit almost all just a few blocks away, we certainly encourage you to avail this rental, where you’ll have access to wireless internet, a kitchen, a laptop-friendly workspace, cable television, a private bath and a queen-sized bed in the bedroom. There are also plenty of restaurants to eat in as well as fast food chains to fill your hunger for something familiar.

Stayed at this property?

2.34 km (1.5 mi) from Millennium Park
107 reviews  
Private room 1 Bed 2 Guests

39. Private guest room in a boutique hotel

Modernly designed, this boutique hotel offers guests a studio-type guest room with high-end services and fixtures. Need something for your room or have a concern that cannot wait? You may contact the front desk agent available 24/7! A seasonal outdoor bar on the 16th floor is also available as well as an off-site fitness center! Aside from these services, this listing also boasts its accessibility to everything you need just a walking distance from the hotel. Get this studio-type rental and enjoy unlimited access to wireless internet, a cable television, a laptop friendly workspace, central heating and air conditioning system, bath essentials and a private bathroom, and a single bed.

Stayed at this property?

1.06 km (0.7 mi) from Millennium Park
86 reviews  
Private room 1 Bed 2 Guests

40. Cozy, private room in an apartment

A shared space is available for rent for your next vacation in the modern and exquisite downtown Chicago, Illinois! If you are looking for accessibility and relaxation without hurting your budget, then this rental is for you! The shared apartment boasts its easy access to downtown Chicago’s must-see attractions and gives you the privacy you need. Avail this rental and enjoy the amenities such as a queen-size bed, reliable access to fast wireless internet connection, a private bath, access to the kitchen, and cable television.

Stayed at this property?
Chicago, Illinois, United States
1.12 km (0.7 mi) from Millennium Park
223 reviews  
Private room in apartment 1 Bed 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
i wish the bathroom had a fan for us shy folks
loved having a private bathroom and the view was beautiful from the living room
comfortable bed fantastic location great wifi & communication
most comfortable full size bed ever
cozy room that is super convenient to many chicago landmarks
Cleanliness:
very clean and cozy place
very clean and safe
great clean and spacious apartment
it’s clean and comfortable
clean private bathroom quiet at nights
Host:
host was very quick to respond with hints and help throughout my stay
anne was a great host
anne was a wonderful host
the host is very kind caring and easy to communicate with
the value is great and anne was a great host
Location:
location is excellent
the location is great
great location close to public transportation and highway
the location was awesome
safe and close to everything
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41. Luxury two-bedroom apartment in the heart of Chicago

If you want to stay in the lap of luxury in Downtown Chicago, this is the place to be. Its spacious stature can sleep up to six people. This Airbnb vacation home has two bedrooms, each with a queen bed, two bathrooms, a spacious living room with stylish furnishing and decor, a well-equipped kitchen and a dining area. You also have access to a shared pool and a gym in the apartment complex. Travelers can also book this Airbnb vacation home for a long-term stay.

Stayed at this property?
Chicago, Illinois, United States
758 meters (0.5 ft) from Millennium Park
149 reviews  
Entire apartment 4 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
great place great views great pool
fabulous roof top deck and pool
loved the pool rooftop views and common areas
the pool hot tub and outdoor space are perfect for relaxing with friends
jill's apartment has amazing views from the floor to ceiling windows
Cleanliness:
everything was spotless clean and great appliances
the apartment was clean beautiful and spacious
the unit was very clean — especially the bathrooms
everything was in great shape and the place was very clean (and not all airbnb’s are that clean)
apt was very clean and only used as an airbnb
Host:
staywell was very responsive
host was very responsive and helpful
the host and her guest services assistants are pleasant helpful and responsive to questions and issues
responsive and professional hosts
thanks for being a great host
Location:
the location is excellent
great central location in chicago
literally the best located airbnb in chicago walking distance from everything
great location with amazing shopping and restaurants
great location in the middle of bustling chicago
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42. Sunny, private room in an apartment

Found in a safe and quiet neighborhood, this private room gives you the luxury of a hotel room with the amenities it provides! Rent this room and get access to wireless internet, a central air conditioning unit, queen-size bed, access to a well-equipped kitchen, bathroom with bathtub, free parking on premises, and a coded lock in the apartment. Maximize your stay and visit Millennium Park and Art Institute, which are both just a few minutes away from this rental! After a long day, you may opt to eat at nearby restaurants—both upscale and casual—available for you to choose from!

Stayed at this property?
Chicago, Illinois, United States
2.87 km (1.8 mi) from Millennium Park
358 reviews  
Private room in condominium 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
nice place to stay wifi could be better if you have to work
everything was nice except parking and wifi
i would recommend staying in the apartment as i would rent it out again
the room was nice and had everything we needed
the room was nice and tidy
Cleanliness:
clean & quiet space
natalia's place was clean and convenient
the apartment is extremely clean and pleasant
natalia's place was very clean
a comfortable bed and clean bathroom
Host:
the host communicated in a timely fashion and provided great directions
the host was nice and gave great instructions
didn’t look like the host lived there or checked in much and the conditions reflected that
thank you natalia for being a great host
quick and helpful communication
Location:
good location near metro line
great location and close to the downtown area
close to public transportation and pleasant neighborhood
great location with lots of restaurants within walking distance
location was perfect and super easy to access downtown chicago
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43. Affordable private room for two in classic midcentury flat in the heart of Chicago

There’s a lot to do in downtown Chicago, several restaurants and cafes to check out, which is best when you live near the city hub. Consider booking a homestay at a local Chicagoan’s flat complete with basic amenities from Wifi access, free parking, airconditioning, heating to bathroom essentials and a full kitchen. Guests will be walking distance from the University of Illinois, a six-minute car ride from Willis Tower, and just five minutes from the downtown hub. Natalia’s lovely home welcomes two guests and can also avail of the luggage drop off service if they arrive or leave early. Guests will have a queen-bed with a laptop-friendly working space for those who have some work to do. Whether you’re traveling for business or pleasure, stay at a local’s home and experience Chicago the right way.

Stayed at this property?
Chicago, Illinois, United States
2.87 km (1.8 mi) from Millennium Park
358 reviews  
Private room in condominium 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
nice place to stay wifi could be better if you have to work
everything was nice except parking and wifi
i would recommend staying in the apartment as i would rent it out again
the room was nice and had everything we needed
the room was nice and tidy
Cleanliness:
clean & quiet space
natalia's place was clean and convenient
the apartment is extremely clean and pleasant
natalia's place was very clean
a comfortable bed and clean bathroom
Host:
the host communicated in a timely fashion and provided great directions
the host was nice and gave great instructions
didn’t look like the host lived there or checked in much and the conditions reflected that
thank you natalia for being a great host
quick and helpful communication
Location:
good location near metro line
great location and close to the downtown area
close to public transportation and pleasant neighborhood
great location with lots of restaurants within walking distance
location was perfect and super easy to access downtown chicago
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44. Apartment with a bird's-eye view (from USD 145)

One of the best places to rent in downtown Chicago if you’re all about that spectacular view of the skyline is this three-person apartment hosted by Jing. The cozy unit is on a high floor in a building that is within walking distance to Union Station, Millennium Park, Michigan Avenue, Chicago River, and many other major attractions in the city. This one-bedroom home in Chicago’s West Loop neighborhood features free fiber WiFi, a 55-inch smart TV, and a full kitchen.

Stayed at this property?
Chicago, Illinois, United States
1.49 km (1.0 mi) from Millennium Park
46 reviews   Wifi Available
ENTIRE RENTAL UNIT 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
got to use a free netflix account on the tv
Cleanliness:
apartment was clean and cozy
the place is smaller than we had thought but very clean and definitely enough space for two people
Host:
the host is very responsive and helpful
Location:
good location; short drive to many of the city’s attractions
perfect place to get away while over looking chicago
all in alll i do recommend jings place for the value and location
jings place is amazing and a great location
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45. Beautiful studio apartment for two

This amazing studio vacation rental in downtown Chicago for two people is located just across Millennium Park. It has a queen bed, a bathroom, and a well-equipped kitchen where you can prepare your meals. The apartment has a TV with Netflix that will keep you entertained while indoors. The thermostat in the rental is very user-friendly, which can be used to adjust the temperature as per your preference. Restaurants, shopping spots, and the renowned Art Institute of Chicago (0.2 mi/0.32 km) are within walking distance from here.

Stayed at this property?
Chicago, Illinois, United States
290 meters (0.2 ft) from Millennium Park
303 reviews  
Entire apartment 1 Bed 0 Bedrooms 1 Bathroom
Top guest reviews
Amenities & Room:
the wifi was also very good and fast
nice studio apartment with lots of amenities for a short- or long-term stay
great amenities for the kitchen area and a very comfortable bed
like the other reviews it’s a lot smaller than the pictures portray and the a/c is fairly loud
we had a great stay in chicago and feel very lucky to have found this awesome studio apartment
Cleanliness:
clean and stylish apartment
nice clean compact studio apartment room
clean great value amazing
the place was clean
the place was extra clean and the bed very comfortable
Host:
luis is an awesome host he is accommodating and very quick to respond
about the host luis: although we didn't meet with him i think he makes a great host
the bean is like 5 minutes away the bed was very comfy and the front desk was friendly
accessing the building was easy and the staff was friendly
luis responded asap whenever i sent him a message and he was also very helpful with his answers
Location:
the best location just a block away from millennium park
the location is excellent
the location is amazing
the location is great and very central/walkable
nice location with close proximity to many theaters
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Everything's smooth downtown

Downtown Chicago, Illinois surely has a lot to offer its guests from its sights to see and visit, as well as the rentals available on this list. We covered the top rentals in Downtown Chicago, Illinois to help you decide on where to stay. Make your stay remarkable and notable and stay comfy and relaxed with this list we created for you!

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Kate currently resides in the Philippines and has previously lived in Singapore and Thailand. She has also traveled in a few other countries with her family. She has also traveled by herself to...Read more

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