Whether you are travelling to see parks, national landmarks, museums or just craving to have a night out with a view of an amazing skyline, Chicago in Illinois is the place for you! With its beautiful landscape and scenic lakeshores, you won’t be lost. Chicago is home to many towering skyscrapers and friendly people. It even has hundreds of hotel properties and ample accommodation for a restful vacation. This third-largest city in the U.S. is proud of its diverse culture, making it very friendly to tourists and visitors alike. This place has numerous things to do for people of all ages, so whether it’s a family vacation or you’re going solo, here are some of the best Airbnb vacation rentals in downtown Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on February 06, 2024.
1. Luxury penthouse with stunning views (from USD 302)
This penthouse apartment is a luxury Airbnb in downtown Chicago that allows you to revel in breathtaking views from its oversized windows that bring in ample natural light. With 13-foot (3.96-meter) tall ceilings and stunning interiors, the space feels cozy yet bright and airy. The living room and modern kitchen have a chic open floor plan ideal for hosting or just cooking for yourselves. The host provides all the basic essentials needed for a comfortable stay.
Located in one of the most eclectic and secure neighborhoods, this home allows guests to enjoy views of the Chicago skyline and lake. Guests can also access the rooftop sky lounge adjacent to the penthouse, which has a pool, grilling station, and lounge seating. You can also take advantage of the building’s movie theater, to enjoy a perfect night in.
Chicago, Illinois, United States
271 meters (0.2 ft) from Millennium ParkSuperhost
Accommodates: 8
Top guest reviews
Amenities & Room:
great views from the roomthis is a lovely apartment we did a girls weekend with 7 people and it was the perfect spotCleanliness:
the apartment was clean and looked exactly like the picturesthe accommodations were comfortable the rooms were clean and the sleep was a+while i would not consider it "luxury " it was clean and as portrayed in the photosthe place was super clean and the location was awesomedefinitely a great place to stay very clean and close to everythingHost:
great hosts and easy to communicate withawesome place the host was super quick to respond and very helpfulthe host is a pro; the check-in process was so easy and great communication throughout the staystaywell was very responsive and helped us out with anything we neededRead more reviewsLocation:
great location right in the middle of downtowngreat location easy access near everythingfun location right in the loop near michigan avenuethe location is perfect and close to everythingthe location is great — very close to so much
2. Aloft Chicago Mag Mile
This is the perfect Airbnb in downtown Chicago along the Magnificent Mile, providing guests with a convenient and central position near the Navy Pier, the Riverfront, shops at Northbridge, the Chicago Museum of Contemporary Art, and numerous other local attractions.
These modern, tastefully designed rooms provide the perfect setting for guests to unwind after a day of exploring, either by relaxing in the building’s shared lounge and bar or watching some television in the privacy of their room. For travelers who like to stay active on vacation, there is also a fitness center on site. The host offers complimentary Wi-Fi, coffee, bed linens, and toiletries, so guests have less things to worry about.
Chicago, Illinois, United States
1.12 km (0.7 mi) from Millennium ParkAccommodates: 4
Top guest reviews
Amenities & Room:
there were great amenities bar & indoor pool etcthe pool and gym had great views were clean and not crowded at allCleanliness:
the room was clean and the gym was nice to haveroom was as described very clean and a great place to stay while visiting chicago for the weekendperfect location great size super comfy beds fun lobby clean fitness center and poolother than that excellent service great location everything was clean and everyone was friendlyhotel was cool beds were comfy and room was cleanHost:
the host was very responsive to my questionsthe hotel staff was really greathotel staff was friendly and helpfulstaff were also super nice and helpfulthe lady who checked me in was very friendly and sweetRead more reviewsLocation:
the hotel is located in a great locationgreat stay and great locationthe location was walking distance to everything overall great experienceperfectly located walking distance to everything we wanted to do and go seea short walk to all things food and shopping we will definitely stay here again
3. Stunning studio for couples at The Loop (from USD 148)
This is the best Airbnb in Chicago for couples. Nestled in the heart of Chicago’s most sought-after neighborhood, guests can begin their adventure by exploring the inspiring local architecture, catching a show at a theater, dining at one of the many gourmet restaurants, or relaxing in some beautiful parks.
With Wi-Fi and a flat-screen TV with streaming capabilities, you’ll have endless entertainment options even when you stay in. If some work needs to be done, a laptop-friendly space is also available. If you plan to whip up your own grub, the kitchen comes fully equipped and even has a coffee maker for your caffeine fix.
Chicago, Illinois, United States
380 meters (0.3 ft) from Millennium ParkAccommodates: 2
Top guest reviews
Amenities & Room:
fast wifi w/ smart tvand you can't beat the view very comfortable flat and a good valuethe apartment was fantastic exceeded all my expectationscons: the place needed a lot of tlc; it was super basic kitchen-wisegreat location extremely clean and good wi-fi i was in town for work and wanted something with a kitchenCleanliness:
the room was extremely clean and had everything we neededthe space is modern very clean and more spacious than the local hotelsthe apartment was clean and as described in the picturesapartment was very cozy clean and in a great locationthe location is fantastic and the apartment was clean and tidyHost:
the host is amazingmatthew was an excellent hostmatthew was very responsive and helpful throughouthost communicated fast and was helpfulyou rock my friend best hostRead more reviewsLocation:
location was great very conveniently located within short walking distance to millennium parkgreat location and close to the trainthe location in the loop is great and close to pretty much anythingamazing studio apartment in a great locationgreat stay very close to millennium park 3-5 minute walk not far from the nearest subway/train
4. Beautiful sky home in the heart of downtown (from USD 200)
Check out this pad if you’re looking for a centrally located two-bedroom apartment in downtown Chicago. It can sleep up to six people in total comfort thanks to its two large, fully furnished bedrooms. The living area, dining area, and kitchen have floor-to-ceiling windows that offer a panoramic view of the city. The modern condo is conveniently located within the downtown area, offering easy access to the Navy Pier, Magnificent Mile, Millennium Park, shops, restaurants, cafes, bars, and other establishments.
Chicago, Illinois, United States
1.24 km (0.8 mi) from Millennium ParkAccommodates: 6
Top guest reviews
Amenities & Room:
amazing views of the city great location close to everything and great amenities in the building (gym pool etc)Cleanliness:
the apartment is gorgeous with great views clean and spotless and the hosts were extremely welcoming and responsiveHost:
everything was great the host was very responsivethe host was very communicative and made for a peaceful and enjoyable staythe hosts are super responsive and interested in you having a great stayhonest and so easy to deal with rudy was so helpful and knowledgeablehe was extremely courteous and responsiveRead more reviewsLocation:
great location and a great spacethe best location you can find in downtown chicagothe location couldn’t get any better just steps away from michigan avethis unit was amazing the location was perfectgreat place to stay for long term
5. Modern and sleek private home
You will surely love this apartment because of its industrial look, minimal design with a lot of space. With one bedroom and a bathroom, this place is suitable for couples or small families. The building also has accessible amenities such as a fitness center and a pool. This spot was featured in travel magazines too. You can never go wrong with this place because it has everything you need – from comfortable beds, fantastic view of the city and accessibility. It has everything to make your vacation a memorable one.
Chicago, Illinois, United States
1.6 km (1.0 mi) from Millennium ParkAccommodates: 3
Top guest reviews
Amenities & Room:
the views from the apartment are greatgreat view very comfortable highly recommendedthe view is superb and the apartment has everything you needthe city view from the apartment window at both day and night are amazingthe space is very comfortableCleanliness:
very clean and comfortable apartmentclean cozy convenient communication was on pointthe space was clean cozy and relaxingthe space is very modern stylish clean and comfortableonly complaint-- a man insisted on coming inside to clean 10 minutes before check-out timeHost:
host was extremely responsivejing was very accommodating and courteousvery accommodating and welcoming hostjing answered all our questions within minutes and was very helpful with storing our luggage on checkout dayjing was a fantastic host with some really thoughtful touchesRead more reviewsLocation:
the location was greatgreat location within easy walking distance to downtown or the train stationnice location in a safe buildingtrain to/from airport is an easy 8 minute walkgreat apartment and the location is close to everything
6. Perfect resting spot for busy professionals
This is just a perfect resting or staying-in spot in Chicago. This place really holds to its value. It’s clean, cozy and near all the Chicago landmarks and hotspots. It can also be the perfect place for work trips. It’s quiet and is equipped with comfortable furniture when you are working on your laptop. Wake up and go home to this spacious and pleasant apartment located at the center of the city. Have your peace of mind while working or on vacation while staying here. Don’t forget to peek out to get an excellent view of Chicago by night.
Chicago, Illinois, United States
1.72 km (1.1 mi) from Millennium Park
7. Stylish apartment in a safe neighborhood
Be at home in this safe neighborhood, it’s perfect to get that whole Chicago living experience. This may not have breath-taking views as the others but to live in Chicago’s West Loop neighborhood can be a whole new experience. Close to transport hubs and famous spots, this place is suitable as a starting point for your Chicago exploration. A simple one bedroom one bathroom apartment with a kitchen, this place is for you if you are in for a legitimate city-living weekend or vacation. Whether you want to eat out, go shopping, have a night out or just simply stroll at the park, this place is only minutes away from all the attractions.
Chicago, Illinois, United States
1.53 km (1.0 mi) from Millennium ParkTop guest reviews
Amenities & Room:
full of amenities smart tv blue ray players coffee machines kitchenwares you name itgood bed and good acthe wifi was pretty fast and the snacks provided were a nice touchit has everything you need a king bed clean sheets heating a room finely finished and decoratedthe space itself was thoughtfully laid out with a spacious living room and full kitchenCleanliness:
clean and very comfortablethe place was immaculately cleangreat spot was clean and cozyvery clean building with friendly and quiet neighborsvery clean comfortable sleeping arrangementsHost:
jing is a great hostjing was very responsive with any questions or concernsvery kind and thoughtful hostjing was very responsive and helpfulreally good comms from our hosts and they were very helpful throughout our stayRead more reviewsLocation:
great location close to everythingits location its goodgreat location and security systemclose to the train station and a bunch of good restaurantsgreat location would definitely stay again
8. Peaceful spot for a quiet me-time
Overlooking the city, you can find peace and solitude in this 46-story high apartment. It is the perfect place if you want to be alone. And if you have decided to go out and explore the city, everything is just at a walking distance including bars, restaurants, stores, and parks. The place is also perfect for families. It is comfortable and complete with kitchen amenities. So whether you’re staying in or going outdoors, you are sure to enjoy your stay. You’d want to make this your home whenever you’re in Chicago.
Chicago, Illinois, United States
470 meters (0.3 ft) from Millennium ParkTop guest reviews
Amenities & Room:
the wifi wasn’t the best so if traveling on business it’s good to knowloved the workout room upstairs the location and the viewsCleanliness:
apartment is clean and spaciousthe rooms were clean & stocked with towelsgreat position clean and confortablethe apartment is extremely clean and they are very responsivethe place is really cleanHost:
hosts are very quick with responses and helpfulhosts communicated well and were very responsive to my questionsgreat hosts that are responsive and welcomingthe host was very helpful with my checking inthe hosts are nice and very responsiveRead more reviewsLocation:
close to lots of great shopping and millennium parkthe location was very goodreally great location for visiting chicagogreat location great rental spacegreat location will stay again
9. Chic studio apartment in the heart of downtown
Experience Chicago in style and stay in this chic accommodation in the heart of downtown. It can accommodate up to two guests, great for solo travelers and couples. It comes with one cozy queen bed, a bath, a sitting area, a dining area, and a full kitchen—all fully equipped and furnished for your comfort and convenience. Amenities include high-speed WiFi, perfect if you’re on a workation. Its convenient location means you will have quick access to many leisure and business spots.
Chicago, Illinois, United States
369 meters (0.3 ft) from Millennium ParkAccommodates: 2
Top guest reviews
Amenities & Room:
the apartment comes with a washer/dryer and included detergent which was very helpful for usthe small studio apartment was the perfect size for the two of uswe had an overall good stay at this apartmentthe actual apartment was really nice as wellbed was definitely on the firm side but would recommend to anyoneCleanliness:
very clean room and is as advertisedclean apartment with everything you needapartment was really clean and well-stockedthe space was clean and had all necessitiesthe interior of the studio apartment was clean and modernRead more reviewsLocation:
great location super cozy roomthe location was perfect near the art institute goddess and the baker cafe millennium parkabout the only positive is that the location is close to public transportgreat place and great locationgreat location near millennium park the river walk and michigan avenue
10. Studio with a mix of simplicity and convenience
Another place if you are looking for that breath-taking view of the city. Located on the 42nd floor of a luxury building in the heart of Chicago, it is the perfect spot for just sitting, sipping coffee or wine and just taking in the Chicago view. It is a simply designed one-bedroom apartment equipped with everything you need. Whether it’s a work trip or vacation, this apartment is conveniently located for all you need and want to do. Safe, comfortable and convenient.
Chicago, Illinois, United States
1.14 km (0.8 mi) from Millennium ParkAccommodates: 4
Top guest reviews
Amenities & Room:
beautiful rooms and great view of citysmall but stunning view of lake michigan and infinity pool in master bedroomdefinitely take a dip in the poolwonderful apartment view of the lake locationthe view was beautiful kitchen was well stocked and the location was fantasticCleanliness:
very clean and convenient apartmentclean new modern buildingthe apartment was very clean and modernthe apartment was sparkling cleanamazing place very clean will stay againHost:
the host was extremely responsiveall the staff were super friendly and helpfulthe staff for sonders and essex were both super responsive and very helpfulsonder on site staff were very helpfulRead more reviewsLocation:
the location was greatgreat location its close to everythingabsolutely fantastic location right across from grant parkgreat location and cute roomdefinitely recommend location is great
11. White and squeaky clean dwelling
This apartment is the perfect place to go home to after partying or sight-seeing. With its clean, almost all-white design, it is sure to make you feel relaxed after a long day. This place is worthy of good feedback for its cleanliness, security, and efficiency. Another place in the center of the city where almost everything is nearby, you can never get lost. It has two beds, one bathroom, and a kitchen. Be sure to bookmark this place for future accommodation.
Chicago, Illinois, United States
1.35 km (0.9 mi) from Millennium ParkAccommodates: 4
Top guest reviews
Amenities & Room:
the apartment had a great view and was fully stockedcons:the mattress on the sofa-bed can be improvedthe kitchen and living room is stylish and the coffee and tea were a nice touchthis apartment was everything perfect space with big bed and a pull out couchthe king bed was super comfortable and my girlfriend and i both slept deeply through the nightCleanliness:
super clean and spacioussuper clean stylish and the communication was outstandingsuper clean and decorated so cuteit was a nice modern and clean places to stayit was extremely clean stylish yet comfortingHost:
the staff were above helpful with questionsonce the host responded we had much better communication and they apologized for the delayed responsesthe customer service was top not and the sonder team was very responsivethe sonder was easy to access and the people in the office were helpful knowledgeable and welcomingRead more reviewsLocation:
amazing location close to everything we wanted to dogreat space great locationit was in the perfect location and close to everything we wanted to do downtowngreat location & loved the securityexcellent space in a convenient location
12. Sophisticated apartment with a great view
This cozy and sophisticated one-bedroom one-bathroom apartment is in one of the best and safest locations in Chicago. This place is located in the heart of the city, placing you above the clouds for it is on the top floor of a high-rise building located close to many hot spots, bars, and restaurants. Not to mention the friendly hosts and a lot of building amenities. The indoor pool, hot tub, and sauna are just a few of the offerings you can access during your stay.
Chicago, Illinois, United States
1.11 km (0.7 mi) from Millennium ParkTop 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
13. Gorgeous penthouse with private rooftop
This huge space in the heart of the city really shouts chillin’ in Chicago. This modern loft is suitable for hosting small parties because it can fit up to 10 guests in its 2 bedrooms, 2 bathrooms, and a spacious common area. The vibrant design of the apartment will make you want to stay in and just enjoy the place. The rooftop is perfect for viewing the city skyline. You can also take a quick stroll to nearby establishments. The modern and cozy feel of this place is perfect for winding down from the hustle and bustle of city life.
Chicago, Illinois, United States
2.16 km (1.4 mi) from Millennium ParkTop 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
Visit Chicago's favorite neighborhood
This city attracts millions of visitors each year because of its rising tourism, attractions, and many business opportunities. Dwellings and locations for rental have also surged because of the demand. There are many spots to choose from in Chicago whether you’re looking for a place with historic architecture or stunning rooftops. Chicago has numerous Airbnb options, including rentals with pools. Head on to the windy city, and enjoy!
Frequently asked questions about Airbnb vacation rentals in Downtown Chicago
1. Which Airbnb vacation rentals in downtown Chicago have a pool?
Having a pool in a vacation rental adds an enjoyable and refreshing dimension to any vacation. If you’re looking to relax and cool off, this luxury penthouse, this room at Aloft Chicago, this studio apartment at The Loop, and this beautiful two-bedroom apartment all have access to a pool within the property.
2. Which Airbnb vacation rentals in downtown Chicago offer nice views?
Some of the Airbnb vacation rentals in downtown Chicago with the best views include this luxury penthouse, this queen room at Aloft Chicago, this studio at The Loop, and this luxurious sky home.
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