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. Cozy apartment with top-of-the-line interior design (from USD 263)
Enjoy Chicago’s beautiful skyline from this two-bedroom apartment. Featuring a 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 Wi-Fi for your entertainment. The kitchen is stocked with cookware, a two-person bistro dining table, and a granite kitchen island for your cooking and dining needs. 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 for pets to be brought in.
Located at 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.
Stylish Corner 2 Bedroom in the Heart of Chicago | Roof DeckChicago, Illinois, United StatesSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
the views from the room (it is a corner unit) were gorgeousthe living room is very comfortable and the views from it are amazingvery clean place a lot of room and great views from the corner apartmentthe beds were very comfortable and in a great part of townCleanliness:
a convenient comfortable and clean apartmentvery clean and the hosts were fantasticthe location was amazing and the unit was clean and well-appointedthe apartment was clean well decorated comfortable and stocked with everything we need to enjoy our weekend awayit was a nice clean apartment in a great locationHost:
•front desk staff was polite and easy to work withhosts were easy to get a hold of and very accommodatingcommunication from the hosts was excellentthe host helpfully provides ear plugs for light sleepersgreat communication and clear instructions from the hostRead more reviewsLocation:
great location we were close to all desired attractionsperfect location and stylish roomthe location was perfectlocation was perfect for uslocation is excellent very spacious great secure building
2. Great accommodation in a great location (from USD 331)
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 Wi-Fi are like cherries on top.
FREE PARKING Large 2BR2BA by Millenium ParkAccommodates: 9
Top guest reviews
Amenities & Room:
the beds were super comfybeds were comfortable with lots of blankets availablethe rooms were very spacious and the beds were pretty comfybeds were very comfortable (super important to me )Cleanliness:
the airbnb was clean and as describedthe apartment itself has large rooms and was spotless with clean linens and towelsthe place was very clean there’s plenty of clean towels and the best part location was amazingeverything was clean and spotless and well stocked thank you i will 100% be staying here againgreat place super clean and comfortable for 8 peopleHost:
concierge at entrance was also very helpfulthe building staff was also very friendly and helpfulcheck in was super easy and the host responded quickly and was very helpfulgreat place excellent location yagoda was very responsive and accommodating to our requeststhe yagoda team was responsive and helpful during our entire stayRead more reviewsLocation:
great location because everything is walking distancethe location is perfectgreat location walking distance to so many great placesgreat location and walkable to everythingsuper close to millennium park where the “bean” is located and also very close to the train line
3. Cozy studio apartment close to everything (from USD 171)
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 StatesAccommodates: 3
Top guest reviews
Amenities & Room:
great apartment with awesome viewi had to work throughout the days i was there and the wifi was strong and reliableCleanliness:
very clean upon arrival as wellclean spacious and comfortablethe place was spacious for a studio and was immaculately cleansuper clean and convenient to pretty much everything will definitely stay again my next time in chicagopristine clean space and affable service staffHost:
matthew is really helpfulmatthew was a great host and quickly answered any and all questions i hadmatthew was very helpful through the check-in process and with any additional questions i hadclear directions communicative host and great locationmatthew is an amazing host great communicationRead more reviewsLocation:
very nice location & studio styleit was also in a fantastic location being close to the riverwalk michigan aveabsolutely excellent location for great restaurants and main sightseeing of chicagoamazing location & great hospitalityand other great places near the north end of the loop
4. Simple yet stylish loft near downtown (from USD 78)
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 LineChicago, Illinois, United StatesAccommodates: 2
Top guest reviews
Amenities & Room:
there is a good mirror above the bathroom sink and 2 sliding closet doors with plenty of spacelocal coffee shop big shoulders was great also the hanging chair in the room is so comfythere’s no kitchen but it’s super close to a few coffee shopsit has some nice skylights comfortable bed and nicely lit bathroomCleanliness:
clean and a cozy spacegreat stay it was very clean and felt very safecute and clean little space with everything we neededclean quiet and spacious for a studio with super easy check inthe most perfect airbnb stay art’s place was so cute and clean we absolutely loved itHost:
easy communication with host if we had any questionsart is a great host super responsive extremely helpful and the space was perfect for my stayart was very accommodating with helping with our issue as much as he couldart was very responsive and said to “just give it timeRead more reviewsLocation:
great location very close to downtownvery cute spot easy check in good locationgreat spot central located safe and quietlocation and parking were very goodlocation isn’t great aesthetic wise but it’s not far to train or bus
5. Luxurious corner apartment (from USD 265)
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 DeckChicago, Illinois, United StatesAccommodates: 6
Top guest reviews
Amenities & Room:
the room beddings were as comfortable as could bethis space is very comfortable and stylishi’d gladly return to this apartment on my next stay in chicagoCleanliness:
very clean hotel like experiencesuper clean and well decorated toogreat location very clean space and excellent communicationalmost too clean i’d say in facteasy check in process clean spacious 2 bedroomsHost:
staywell was a great host and response fastmanagement team very responsivewonderful check in and lobby staff are super kind24 hour concierge desk on hand and very friendly and helpfulRead more reviewsLocation:
fabulous location in the loopwonderful location can walk to lots of restaurants and millennium parkthe location is perfect close to everything you needthe location was great walking distance to close shops and to the riverthe location is also ideal especially if you’re new to chicago and need a central location
6. 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 WiFiAccommodates: 3
Top guest reviews
Amenities & Room:
but the air conditioning was very necessary and kept the loft really nice and coolthe most amazing restaurants cafes bars lounges galleries etc are all steps from the apartmentCleanliness:
loft was clean well maintained and location was very convenient to plenty of great shops and eatsHost:
paul was a perfect hostpaul was a fantastic hosthe was friendly responsive and went out of his way to make sure i had everything i neededthe loft has good atmosphere and the host is really nice and helpfulhe was extremely easy to get in contact with and was very helpful with any questions we hadRead more reviewsLocation:
place and location was nicegreat host located in a great locationthe location was definitely one of the best in the citywalking distance or cheap cab rides to downtown the condo was awesome and in tip top shapegreat location comfortable and also they really liked the host
7. 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 HotelChicago, Illinois, United StatesAccommodates: 6
Top guest reviews
Amenities & Room:
great coffee and breakfastgreat internet pretty comfortable bedsour kids loved playing air hockey and ping pong after eating breakfastcool communal spaces especially basement kitchen and game room great art people great vibesvery clean and stylish loved the coffee bar and snacks downstairs and the game roomCleanliness:
super clean family friendlythe place was clean we saw people cleaning constantly throughout the stayclean simple super cool decor and vibethe place was extremely cleanit was clean quiet with a sophisticated feelHost:
staff was friendly and extremely helpfulthe girl at the front desk was very attentive and tried to help us outfront desk very helpful friendly and always smilingeither way it was comfortable and the staff is very accommodatingthe staff was very friendly and the food at the cafe downstairs was goodRead more reviewsLocation:
the location was awesomethis location has a really neat interiorloved this place great locationfun spot in river north very close to the brown linenice place with unique character
8. 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 RoomChicago, Illinois, United StatesAccommodates: 3
Top guest reviews
Amenities & Room:
beds were super comfortablethe space is huge and comfortablehost was nice and have tried to make the wifi works but no luckhis apartment is really cool with a nice kitchen a cool roof deck and interesting decorationsvery communicative and the most comfortable king sized bed with equally comfy pillowsCleanliness:
the accom was clean the sheets amazing very comfortable room to sleep insuch great decor and clean space in a lively and convenient locationHost:
mike was a great host amazing place in a great areaour host was very thoughtful arranging funny and kindmicheal is a great host the rooftop oasis is wonderfulhe is a very cool accommodating and friendly personthis is an creative urban rooftop oasis with an artist as hostRead more reviewsLocation:
location is very goodamazing location in the middle of the cityfantastic location and unique spacegreat location for the price pointwonderful location and a lot of local restaurants and bars near by
9. 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, ChicagoAccommodates: 4
Top guest reviews
Read more reviewsLocation:
easy access and great location thanksit is an easy walk to the art institute and theatersgood location and easy to communicatespacious stylish place in a great locationthe apartment was great and the location is fantastic
10. 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 ViewsChicago, Illinois, United StatesTop guest reviews
Amenities & Room:
beautiful view and amazing apartmentvery comfortable bed & couch ( if you like softer beds)the views from the living room/bedroom are amazingthe view is stunning great location and the bed (and couch) are super comfortablethe apartment is nice and the view is goodCleanliness:
the apartment is very cleanwell appointed and very cleanthe apartmentwas very clean and felt like homewould absolutely stay here again cleanthe bed was very comfortable and everything was very neat and cleanHost:
hosts had quick response time and were extremely helpful when neededhost was informative and easy to contactthey were very friendly responsive hosts and made sure all expectations were clear and questions were answeredmargarita and mike were super responsive before and during our stay when we had questionsmargarita was very accommodating and helpfulRead more reviewsLocation:
great location for our trip to towngreat location and stylish spaceamazing place in amazing locationthe location was super convenientvery neat place with great location
11. 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 StatesTop guest reviews
Amenities & Room:
nice modern apartment with all the amenitiesit might be beneficial to provide an additional deluxe air mattress so sleeping 10 would be more comfortablehuge living space and kitchenwould have liked a/c to be a little colderthe beds were super comfortable and the decor super chicCleanliness:
the unit was very cleanthe space was very clean and exactly what was presentednice clean place on inside of penthouseperfect loved the place & it was impeccably clean and awesome dealplace was very clean and spacious perfect for a big groupHost:
despite us checking in late the host was helpful and accommodatinghe was super friendly and a wonderful host highly recommend staying hereeveryone in the building is friendly and the host (dan) gave some terrific recommendationsdan was a great host and the apartment was super easy to check in and outdan is an excellent hostRead more reviewsLocation:
great place great locationgood value close to downtownnice place in a great locationbeautiful place great locationbeautiful place in an excellent location
12. 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 hostChicago, Illinois, United StatesTop guest reviews
Amenities & Room:
it was gorgeous modern had amazing views a comfy bed great closet space and even a keurignice small apartment with great viewsgreat apartment with a great viewviews were amazing super comfortable space with thoughtful touches like coffee pods and filtered water comfortable bedwifi worked great and the bed was comfyCleanliness:
really clean place and really nice areathis is a cozy clean and convenient place to staykelly’s place was very clean and comfortable and met all my needsthe apartment was very clean and kelly provided bathroom towels shampoo conditioner and body washnice clean quiet place kelly very easy to deal with thanksHost:
host was very helpfulkelly was a wonderful hostkelly was a great hostkelly is a perfect hosthost was super accommodatingRead more reviewsLocation:
location was perfect for our needs and was close to everythinga fantastic spot close to public transportation made this a quick and easy get awaygreat place in a great locationthis place was great amazing location walking distance from everything downtownconveniently located close to the loop ideal for my business trip
13. 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 CenterChicago, Illinois, United StatesTop guest reviews
Amenities & Room:
the place is beautifully decorated furniture had style yet extremely comfortablelet me start by saying the apartment is just as nice as it looks in the photosthe apartment is amazing location extra-convenient amenities outstandinggreat big modern apartment space lovely communal areas great locationfabulous stay great apartment in the center of everything and the building has outstanding amenitiesCleanliness:
very clean and easy communicationclean spacious and stylish homethe apartment was amazingly cleanstylish comfortable clean and very quietplace was as described & cleanHost:
property manager was responsivethe front desk staff was really nicereally helpful and attentive staffstaff were super friendly and helpfulextremely polite and responsive hostRead more reviewsLocation:
the location is idealgreat locationexcellent location in the heart of the citygreat location right in downtown chicagowe walked to the art institute and the magnificent mile and it is right near three major theaters
14. 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 StatesTop 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 greatgreat quick communication relaxing roof top deck and plenty of room for large familiesvalue and suggestions: please fix the master suite bathroom door before someone is not able to come outlarge apartment that can easily host a large party and the amenities are very niceCleanliness:
communication was fast house was cleanit was clean and comfyclean apartment and enough plates etcthis apartment was clean modern and spaciousthe place was very clean and well maintainedHost:
dan was a great hostdan was a fantastic hostwhat a wonderful place very communicative hostdan was super quic with any questions and was very accommodatinghost is very responsive and we had a great team trip thank youRead more reviewsLocation:
the location is greatgreat location in chicagothe location is perfectgreat location and convenient to everythingthe location is absolutely perfect
15. 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 LoopChicago, Illinois, United StatesTop guest reviews
Amenities & Room:
the view from the apartment is awesomethe view was spectacular and the apartment is spacious and cleanthe facility is brand new and the amenities in a great conditionthe beds were super comfortablethe apartment was very spacious with fantastic views of the chicago skyline and the lakeCleanliness:
very clean and very safeclean i would definitely stay here againbeds were comfortable and the apartment cleaneverything was sparkling cleanand it’s very cleanRead more reviewsLocation:
great location and great placegreat location to check out chicagoperfect location - unbelievable spacegreat apartment in a perfect locationeasy walking distance to grant park and many other attractions
16. 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!
17. 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
18. 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
19. 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!!!
20. 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 ViewsChicago, Illinois, United States
21. 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 WILLISChicago, Illinois, United States
22. 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!
23. 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
24. 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 AccessChicago, Illinois, United StatesTop guest reviews
Amenities & Room:
i wish the bathroom had a fan for us shy folksloved having a private bathroom and the view was beautiful from the living roomcomfortable bed fantastic location great wifi & communicationmost comfortable full size bed evercozy room that is super convenient to many chicago landmarksCleanliness:
very clean and cozy placevery clean and safegreat clean and spacious apartmentit’s clean and comfortableclean private bathroom quiet at nightsHost:
host was very quick to respond with hints and help throughout my stayanne was a great hostanne was a wonderful hostthe host is very kind caring and easy to communicate withthe value is great and anne was a great hostRead more reviewsLocation:
location is excellentthe location is greatgreat location close to public transportation and highwaythe location was awesomesafe and close to everything
25. 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 ChicagoChicago, Illinois, United StatesTop guest reviews
Amenities & Room:
great place great views great poolfabulous roof top deck and poolloved the pool rooftop views and common areasthe pool hot tub and outdoor space are perfect for relaxing with friendsjill's apartment has amazing views from the floor to ceiling windowsCleanliness:
everything was spotless clean and great appliancesthe apartment was clean beautiful and spaciousthe unit was very clean — especially the bathroomseverything 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 airbnbHost:
staywell was very responsivehost was very responsive and helpfulthe host and her guest services assistants are pleasant helpful and responsive to questions and issuesresponsive and professional hoststhanks for being a great hostRead more reviewsLocation:
the location is excellentgreat central location in chicagoliterally the best located airbnb in chicago walking distance from everythinggreat location with amazing shopping and restaurantsgreat location in the middle of bustling chicago
26. 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 StatesTop guest reviews
Amenities & Room:
nice place to stay wifi could be better if you have to workeverything was nice except parking and wifii would recommend staying in the apartment as i would rent it out againthe room was nice and had everything we neededthe room was nice and tidyCleanliness:
clean & quiet spacenatalia's place was clean and convenientthe apartment is extremely clean and pleasantnatalia's place was very cleana comfortable bed and clean bathroomHost:
the host communicated in a timely fashion and provided great directionsthe host was nice and gave great instructionsdidn’t look like the host lived there or checked in much and the conditions reflected thatthank you natalia for being a great hostquick and helpful communicationRead more reviewsLocation:
good location near metro linegreat location and close to the downtown areaclose to public transportation and pleasant neighborhoodgreat location with lots of restaurants within walking distancelocation was perfect and super easy to access downtown chicago
27. 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 StatesTop guest reviews
Amenities & Room:
nice place to stay wifi could be better if you have to workeverything was nice except parking and wifii would recommend staying in the apartment as i would rent it out againthe room was nice and had everything we neededthe room was nice and tidyCleanliness:
clean & quiet spacenatalia's place was clean and convenientthe apartment is extremely clean and pleasantnatalia's place was very cleana comfortable bed and clean bathroomHost:
the host communicated in a timely fashion and provided great directionsthe host was nice and gave great instructionsdidn’t look like the host lived there or checked in much and the conditions reflected thatthank you natalia for being a great hostquick and helpful communicationRead more reviewsLocation:
good location near metro linegreat location and close to the downtown areaclose to public transportation and pleasant neighborhoodgreat location with lots of restaurants within walking distancelocation was perfect and super easy to access downtown chicago
28. 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 3Chicago, Illinois, United StatesTop guest reviews
Amenities & Room:
got to use a free netflix account on the tvCleanliness:
apartment was clean and cozythe place is smaller than we had thought but very clean and definitely enough space for two peopleHost:
the host is very responsive and helpfulRead more reviewsLocation:
good location; short drive to many of the city’s attractionsperfect place to get away while over looking chicagoall in alll i do recommend jings place for the value and locationjings place is amazing and a great location
29. 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 StatesTop guest reviews
Amenities & Room:
the wifi was also very good and fastnice studio apartment with lots of amenities for a short- or long-term staygreat amenities for the kitchen area and a very comfortable bedlike the other reviews it’s a lot smaller than the pictures portray and the a/c is fairly loudwe had a great stay in chicago and feel very lucky to have found this awesome studio apartmentCleanliness:
clean and stylish apartmentnice clean compact studio apartment roomclean great value amazingthe place was cleanthe place was extra clean and the bed very comfortableHost:
luis is an awesome host he is accommodating and very quick to respondabout the host luis: although we didn't meet with him i think he makes a great hostthe bean is like 5 minutes away the bed was very comfy and the front desk was friendlyaccessing the building was easy and the staff was friendlyluis responded asap whenever i sent him a message and he was also very helpful with his answersRead more reviewsLocation:
the best location just a block away from millennium parkthe location is excellentthe location is amazingthe location is great and very central/walkablenice location with close proximity to many theaters
30. 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.
Sophisticated & updated, walking distance to Lake!Chicago, Illinois, United StatesAccommodates: 3
Top guest reviews
Amenities & Room:
not much of a view but still comfortableCleanliness:
clean comfy and convenientthe place was clean comfy and cutegreat place to stay the unit was very clean and comfortablesuper clean and well set up to live in comfortablyhad a great time it was very clean and any issues were easily fixedHost:
the doorman was very nice and helpfullove the doorman he was kind and appreciated his worklobby staff was helpful and host communication goodthe building is secure and the staff is very friendly & helpfulstaff is helpful and building has great amenitiesRead more reviewsLocation:
perfect location - everything is in walking distancegreat location and cute placegreat location and cute placegreat location in the middle of the citygreat location to explore chicago from
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!
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