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. But what can it offer when it comes to vacation rentals for your next vacation in Chicago? Scroll down and check out the top Airbnb vacation rentals in Downtown Chicago, Illinois.
1. A modern apartment with unobstructed downtown views (from USD 132)
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 jacuzzi 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
2. 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 apartment 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
3. 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
4. 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, the apartment 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
5. A minimalist apartment with vintage furnishing (from USD 182)
Featuring minimalist design elements and vintage furnishing, this hip apartment is everything you need for a comfortable and relaxed stay in the city of Chicago. 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.
Two Bedroom Suite in Boutique HotelChicago, Illinois, United StatesTop 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
6. 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
7. Private bedroom in spacious bohemian loft in the heart of Chicago (from USD 93)
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 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.
Shared Artist Loft Own Private RoomChicago, Illinois, United StatesTop 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
8. Beautiful studio apartment for two (from USD 120)
This amazing studio rental 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 and shopping options 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
9. Classy modern apartment (from USD 146)
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
10. Spacious one-bedroom loft (from USD 100)
This spacious loft apartment with wooden flooring is perfect to accommodate up to four people. 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, ChicagoChicago, Illinois, United StatesTop 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
11. 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! Enjoy the easy-accessibility of the places to visit, restaurants to eat, and the transportation you need to go around Chicago, Illinois. 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!
12. 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
13. 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
14. 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!!!
15. A gorgeous penthouse with a view
Are you ready to unwind in style? Experience luxury at this gorgeous penthouse 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
16. 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
17. 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!
18. 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
19. 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
20. 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
21. 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 the 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
22. 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
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 16 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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10 Best Hotels With Rooftop Pools in Chicago, ILChia Han Keong -
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