Top 28 Airbnbs In Downtown Chicago, Illinois - Updated 2021

airbnb Downtown-Chicago IL
Kate
Kate 
Updated

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.

1. Spacious home in Gold Coast (from USD 98)

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 and comfort.

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

Sophisticated & updated, walking distance to Lake!
Chicago, Illinois, United States
110 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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2. Cozy studio apartment close to everything (from USD 98)

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, Wi-Fi, 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.

Superb Apartment @TheLoop steps to MilleniumPark✭
Chicago, Illinois, United States
119 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 3 Guests 1 Bathroom

Accommodates: 3

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
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3. Simple yet stylish loft near downtown (from USD 69)

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, Wi-Fi, and a mini-fridge.

Cute Designer Touch Minimal Loft,Blue Line
Chicago, Illinois, United States
326 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
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4. Luxurious corner apartment (from USD 172)

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 Wi-Fi, 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.

Luxury Corner 2 Bedroom in the Loop | Roof Deck
Chicago, Illinois, United States
96 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
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5. Modern loft across McCormick Place (from USD 140)

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 Wi-Fi. Guests can make use of the building’s gym and swimming pool, too!

MODERN LOFT Downtown by McCormick w/KING BED WiFi
23 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
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6. A minimalist apartment with vintage furnishing (from USD 500)

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.

Two Bedroom Suite in Boutique Hotel
Chicago, Illinois, United States
117 reviews Superhost  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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7. Private bedroom in spacious bohemian loft in the heart of Chicago (from USD 101)

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.

Shared Artist Loft Own Private Room
Chicago, Illinois, United States
718 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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8. Spacious one-bedroom loft (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 Wi-Fi access in this loft make the place ideal for business travelers. So for your next Chicago trip, book this spacious property.

Spacious 1 bedroom loft at Downtown, Chicago
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
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9. A modern apartment with unobstructed downtown views

Staying in a hotel is not always a better choice. If you choose to book this modern apartment, for example, you would be able to marvel at unobstructed downtown views from the full window of the apartment. Moreover, you can enjoy facilities that include a spacious dining room and an equipped kitchen with appliances. You can also comfortably sleep in the bedroom that features a queen-size bed. The bathroom comes with toiletries. In addition, you will have access to a fitness center, an indoor pool and hot tub and sauna room, among others.

LUX 1BR/1BA Top-Floor Unobstructed Downtown Views
Chicago, Illinois, United States
285 reviews
Entire apartment 2 Beds 1 Bedroom 1 Bathroom
Top guest reviews
Amenities & Room:
beautiful view and amazing apartment
very comfortable bed & couch ( if you like softer beds)
the views from the living room/bedroom are amazing
the view is stunning great location and the bed (and couch) are super comfortable
the apartment is nice and the view is good
Cleanliness:
the apartment is very clean
well appointed and very clean
the apartmentwas very clean and felt like home
would absolutely stay here again clean
the bed was very comfortable and everything was very neat and clean
Host:
hosts had quick response time and were extremely helpful when needed
host was informative and easy to contact
they were very friendly responsive hosts and made sure all expectations were clear and questions were answered
margarita and mike were super responsive before and during our stay when we had questions
margarita was very accommodating and helpful
Location:
great location for our trip to town
great location and stylish space
amazing place in amazing location
the location was super convenient
very neat place with great location
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10. 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.

Downtown Penthouse with Private Rooftop!
Chicago, Illinois, United States
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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11. 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!

One BedRoom in Downtown with Super responsive host
Chicago, Illinois, United States
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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12. 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.

Domio | Loop | Traveler's Dream 2BR + Pool and Fitness Center
Chicago, Illinois, United States
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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13. 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.

DOWNTOWN! 7BED/2BATH! PRIVATE ROOFTOP! Sleeps 14!!
Chicago, Illinois, United States
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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14. 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.

Kasa Chicago | Contactless 2BD/2BA, Walk to Grant Park | South Loop
Chicago, Illinois, United States
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
Read more reviews

15. 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.

Stay Literally Feet from the Bean!
60 reviews
Entire apartment 1 Bed

16. 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.

ROOM WITH FREE PARKING 10 MN TO MILLENNIUM PARK
42 reviews
Private room 1 Bed

17. 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.

DOWNTOWN High Rise Apartment In Loop
336 reviews
Private room 1 Bed

18. 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.

Apartment Right by Millennium park!!!
42 reviews
Entire apartment 1 Bed

19. 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.

New! 3BR Penthouse in Loop w/ Lake Views
Chicago, Illinois, United States
62 reviews
Entire serviced apartment 3 Beds 3 Bedrooms 3 Bathrooms

20. 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.

2 SUNNY BEDROOMS & FREE PARKING, 5 MIN TO WILLIS
Chicago, Illinois, United States
147 reviews
Private room in house 2 Beds 2 Bedrooms 1 Bathroom

21. 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.

Penthouse on Michigan Avenue!
107 reviews
Private room 1 Bed

22. 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.

Private guest room at Mag Mile Boutique Hotel
86 reviews
Private room 1 Bed

23. 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.

Metropolitan En Suite with Exceptional Loop Access
Chicago, Illinois, United States
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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24. 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.

Luxury 2 Bedroom in the Heart of Chicago
Chicago, Illinois, United States
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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25. 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!

CLEAN COZY DOWNTOWN APARTMENT WITH FREE PARKING!
Chicago, Illinois, United States
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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26. 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.

CLEAN COZY DOWNTOWN APARTMENT WITH FREE PARKING!
Chicago, Illinois, United States
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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27. Apartment with a bird's-eye view

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 Wi-Fi, a 55-inch smart TV, and a full kitchen.

Great View Downtown Apartment Nice Location 3
Chicago, Illinois, United States
28 reviews
Entire apartment 1 Bed 1 Bedroom 1 Bathroom
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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28. 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.

Beautiful Studio in the Loop. Amazing Location!
Chicago, Illinois, United States
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!

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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