Chicago is one of the top-visited cities in the US and is known for its beautiful skyscrapers. The city offers plenty of unique attractions that keep tourists of all ages interested. Visit downtown Chicago and check out The Art Institute of Chicago, which features lovely art collections from around the world. Navy Pier is a great attraction for the whole family, with a Ferris wheel that offers stunning water and city views, dining establishments, and shops. Millennium Park is often visited for the sculpture called Cloud Gate. Are you looking forward to a magnificent vacation experience in Chicago? For accommodation, check out the most unique Airbnbs to stay in Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Beautiful mansion with a back garden and patio (from USD 1286)
This beautiful mansion is a lovely accommodation option for large groups of 14, boasting 7 cozy bedrooms. Three full baths have a hot shower and tub combo and complimentary toiletries, so you can conveniently clean up after a day’s adventure. You can whip up some delectable and healthy meals in the fully furnished kitchen.
The front porch is an ideal place to lounge at sunset, perfect for a cup of tea while you take in the peaceful surroundings. You can also use the back garden for hanging out with the family.
Top guest reviews
Amenities & Room:
absolutely gorgeous kitchen with all the amenities you need to cook a big dinner with friendsCleanliness:
the house is beautiful and clean with a rich historyeasy street parking clean great decor very comfortablegreat stay the place was clean and cozy and nicoll was a great hostHost:
nicoll was a great hostRead more reviewsLocation:
great location and beautiful housegreat location-my kids walked to the blue line for a visit downtowna great place to stay very close to hot spots and in a nice neighborhoodnicoll's property is in the perfect location for any group visiting chicagothe place is huge and was well suited for our large family gathering
2. Private room in a Greystone apartment with kitchen (from USD 125)
This traditional Greystone apartment has a private room that can comfortably sleep solo travelers and couples who want to explore the best of Chicago. The accommodation is appointed with creative artwork, adding charm to the space. Local coffee and tea are available here, so you can always start your day right.
The rental is air-conditioned to keep you comfortable even on warm days. With WiFi and a TV with standard cable channels, you can easily stay entertained while indoors. In your downtime, hang out in the airy living room, equipped with cozy seats.
Top guest reviews
Amenities & Room:
everything from the bed linens to the towels to the artwork were beautiful & in inspiring tasteadorable stylish apartment full of history and artCleanliness:
everything was clean and i felt very comfortable in the apartmentthe house is beautiful and cleanthe apartment was perfectly clean and easy to findit's very clean and feels light airy and peacefulyes the space is unique and clean and comfortableHost:
oliver is a fantastic hostoliver was an outstanding hostoliver goes out of his way to be a great hostoliver was hospitable and made us feel like friends (rather than guests) in his homehis place is wonderful and he is a dream hostRead more reviewsLocation:
oliver’s is close to many cool restaurants and is great to walk around the neighborhooda beautiful immaculately clean flat located a short walk from the red linewe came and went from his place to downtown easilyexcellent hospitality beautiful art comfortable accommodations fabulous location - oliver’s place has it alloliver's place is in an amazing location super clean and oliver was incredibly gracious and easy to communicate with
3. Private room in a mansion with a custom deck (from USD 168)
Enjoy a luxurious stay in this private room in an elegant mansion in Chicago. It can sleep two guests, featuring one bedroom and one-and-a-half shared baths. The custom furnished deck is sizeable, making it an ideal spot for lounging and enjoying views of the city. This property also has a pool table to keep you entertained.
There are large windows in the living room, welcoming plenty of light throughout the day. It is only a five-minute walk from downtown, so you can easily explore the prime spots in the city.
Top guest reviews
Host:
david is a great hostdavid is super friendly and responsivehe was kind enough to also provide an hdmi cord when we askedRead more reviewsLocation:
the neighborhood is very safe and there’s tons of food right around the corner of his housedavid’s place was great the house is beautiful and it’s super close to the blue linehe has a beautiful house in the heart of wicker park
4. Luxurious 3-bedroom condo with kitchen (from USD 163)
This elegant three-bedroom accommodation for seven is luxuriously appointed to suit the needs of guests. With beautiful contemporary art throughout the property, the space is great for those who appreciate aesthetics and love taking lots of photos.
There are two full bathrooms on the premises, with one having a tub and shower combo for more relaxing evenings. You can enjoy natural light throughout the day, thanks to the large windows in this place. Enjoy whipping up your favorite meals in the spacious gourmet kitchen.
Top guest reviews
Amenities & Room:
loved this apartment so much natural light cool decor and furnishings everything we needednot a bad option but more of an art gallery than a comfortable place to staycomfortable rooms and plenty of spacethe place is magical and comfortable; i would definitely come back and stay here every timesuch a cozy comfortable and beautiful spaceCleanliness:
the unit was very beautiful clean and had everything we neededthe rooms are spacious clean and nicely appointedamazing airbnb well thought out clean comfortable and cozyHost:
matthew was a great hostmatthew was an amazing hostmatthew was very easy to reach & very accommodatingthe apartment was beautiful and the host was amazingthe host was great and we would definitely stay here againRead more reviewsLocation:
the location was perfect it was right by everything we wanted to dogreat apartment in a really convenient locationbeautiful place and perfect location close to everythingvery unique place great location for exploring chicagolocation was also perfect walking distance to some great bars wicker park and fulton market
5. Private room in loft with a flowered outdoor deck (from USD 100)
This lovely private room in a loft is spacious enough to sleep up to three guests. There are plenty of colorful flowers on the outdoor deck, which also comes with comfortable seats so you can start your mornings right with a good view and a hot cup of coffee.
This place has a cozy lounging area with a plush couch and a lamp, allowing you to enjoy a quiet evening while reading a good book. You can also close the curtains to ensure privacy.
Top guest reviews
Amenities & Room:
i’m so glad earplugs were provided ha ha the linens were amazing and the bed was comfygreat location clean prepared every bathroom accoutrement cool a/c strong wifi kitchen killer rain showerthe garden is spectacular the bed is incredibly comfortable the bathroom is huge and very well equippedCleanliness:
it’s spacious clean and cozy space with gorgeous rooftop gardenthe detached bathroom was large and bright and stocked with plenty of clean towels and toiletriesmaybe all white bedding so guests can be confident that the sheets are completely cleanHost:
friendly and chill host he is readily available to help with anything he canmichael was such a great hostthat being said: michael is a very kind and thoughtful hostmichael is a great host; accommodating and genuinemichael was communicative and check-in / checkout was quick and efficientRead more reviewsLocation:
it is a great location if you want to be downtown many good restaurants in walking distanceperfect place excellent location and michael is very nicealways such a great time the location is also idealmichael’s place is a beautiful loft within walking distance of great restaurants and bars in river northgreat location eclectic loft and michael is a very engaging host
6. Cozy 2-bedroom apartment with free parking (from USD 279)
This cozy and vibrant two-bedroom, two-bathroom rental is suitable for small groups of up to six people. Rock memorabilia can be seen throughout the space, and there is a spacious living area where you can hang out while you enjoy your favorite wine in the evening.
With high ceilings and plush beds, guests will definitely feel at home. If you prefer to cook your meals while on vacation, take advantage of the modern kitchen on the property.
Top guest reviews
Amenities & Room:
comfort - we appreciated the comfy beds adjustable ac and space to spread outwe slept well and were not bothered by any noise especially with the box fans in each bedroommy girls are both big music fans and were completely delighted with the decor and the record collectioneasily gave both couples traveling room to relaxvery comfortable with everything we neededCleanliness:
everything was very cleanthe place was clean and comfortabledean’s place was spotless looked amazing and brimmed with charactervery cool decor and very cleanthe kitchen is stocked with plenty of clean pots and cooking utensilsHost:
the best host evergreat host- he was super responsivewarm friendly easy to reach host for check in and luggage dropparking was a nice bonus and the host was very easy to communicate withincluded parking was an exceptional bonus the host was incredibky thorough and attentiveRead more reviewsLocation:
excellent location very interesting and fun decorcool place in a great locationfantastic location thankful for the detailed instructions for check inlocation is perfect for exploring the river north area and close to great food shopping and barsmany great shops and restaurants within walking distance
7. bedroom loft with kitchen (from USD 175)
This unique one-bedroom loft boasts a gorgeous interior with lush plants for accents throughout. It has a trendy industrial style that will delight guests and a contemporary kitchen with stainless-steel appliances that will allow you to prepare your favorite recipes.
Up to two guests can stay here, making it ideal for solo wanderers and couples who wish to enjoy a special holiday in Chicago. With books and cozy couches in the living room, you can hang out peacefully on a quiet afternoon. Enjoy the waterfall shower in the modern bathroom after an adventurous day out.
Top guest reviews
Amenities & Room:
the bathroom heated floors heated seats and soaking tub were all extra niceamenities such as nest thermostat a chef's kitchen and heated floors were a wonderful perknice cushy sofas well appointed bar and very comfy bedthis place is gorgeous i enjoyed the heated bathroom floors and tried the japanese tubas someone with neck and back issues the bed way very comfortable and didn't leave me stiffCleanliness:
everything was very clean and organized overallit was clean quiet and comfortablethis place consistently delivers on excellent comfort cleanliness and styleHost:
the owner was nice and respond to questions quicklythe host was helpful and accommodatinghost is super nice and welcomingbrett is an excellent host and was a delight to speak withgreat place great hostRead more reviewsLocation:
located walking distance to great restaurantsgreat location as wellthe location is great toothe location was a convenient walk from local grocery stores and restaurants very satisfiedthe location was easily walking distance to a bunch of restaurants for breakfast lunch or dinner
8. bedroom home with a kitchen for families
Great for a group of friends or families of up to six people, this homey accommodation features three spacious sleeping areas with a king, a queen, and sofa beds. The living room is elegant and has large windows for lounging with your loved ones.
Outdoors, guests will find a great grassy area for relaxing strolls in the morning. Free parking for two cars is available for your convenience. There is also free WiFi on the premises, allowing you to update your socials while on vacation.
Chicago, Illinois, United States
11.3 km (7.1 mi) from Bloomingdale Trail ParkSuperhost
Accommodates: 6
Top guest reviews
Amenities & Room:
a great place to stay if you are a flw fanthe house itself is lovely and fascinating and we were particularly huge fans of the terrific backyardCleanliness:
despite the historical importance the home itself was really comfortable and clean with everything you might needRead more reviewsLocation:
(very convenient and close to northwestern university too ) an amazing experience
9. Large room in art gallery loft with a roof patio (from USD 119)
This private room for two in a warm and welcoming art gallery loft can easily sleep two guests. The one-and-a-half baths are shared and come with a hairdryer and bathing essentials. Enjoy a quiet morning on the roof patio as you soak in the city views.
Air conditioning and heating are available to keep guests comfortable in any weather. With a dedicated workstation in the room, you can conveniently get some work done. You will also have access to the fully equipped kitchen while you are here.
Top guest reviews
Amenities & Room:
plenty of space in the room and unit and easy to come/go with own set of keysthe room was very comfortableit is covered in amazing art (including the room itself)Cleanliness:
the place was clean and comfyHost:
william was a great host and took care of all our needswilliam is the perfect hosthe was attentive to any concerns i had over the phone and the area is lovely as wellwilliam was very accommodating and so kindwilliam is a really awesome person and hostRead more reviewsLocation:
it's location is greatquirky and fun awesome locationwilliam's place is in a great central location in wicker parkthe location is amazing right in the heart of a lively young creative communitythe location is great in that part of town
10. Modern duplex loft with a screening room (from USD 542)
This modern duplex loft is a wonderful accommodation that can take up to eight people. Brick and wooden elements can be found throughout the home, making it especially appealing and homey.
The kitchen is spacious, with essential stainless-steel appliances for easy meal preparation. It has a stylish screening room for fun movie nights with your loved ones after a fun-filled day out. With a TV in each bedroom, guests can also enjoy their favorite shows in private before dozing off.
Top guest reviews
Amenities & Room:
coffee machine full kitchen and comfy couches and chairs made it feel like homethe kitchen is massive with lots of natural light and is well-stocked so easy to cook etckitchen was well-equipped with a generous amount of staples around if you want to do a little cookingthe 3 bed 3 bath was great with lots of spacethere were 4 of us but this place easily accommodates 6 with plenty of room to moveCleanliness:
very clean and the pool table was a cool touchthe home was sparkling clean and perfect for our family that ranged from 4 years old to 65aaron's house is awesome very spacious clean and have an amazing projector tv screenHost:
aaron was a wonderful hostaaron was a great hostaaron is also a great hosthost is responsive and helpful with good adviceaaron is a great host very communicativeRead more reviewsLocation:
perfect location and safefantastic location in an amazing citygood location for exploring chicagofantastic city & an amazing apartment close to everythingthe location was great would definitely recommend
Have a great stay in Chicago
Chicago is a large and unique city in Illinois, known for its architectural wonders. Enjoy a memorable vacation here, and book one of our top picks of the most unique Airbnbs to stay in Chicago, Illinois.
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