Chicago, Illinois, is perhaps one of the most famous cities in the United States. According to statistics, it is also the third most populous city in America. It’s no wonder why people are flocking to the “windy city”. It is a world-renowned hub for finance, culture, transport, and commerce. The city has a booming economy — do you know that the city alone has one of the highest gross domestic products (GDP) in the world? Besides a booming economy, Chicago is also home to a diverse cultural scene. Art buffs can talk for hours about the city’s numerous public installation, while music lovers have a wide genre to dive into. The city’s unforgettable attractions include the Willis Tower and the ever-famous Chicago River. Scroll down for the top 10 short term rentals in Chicago, Illinois.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and short-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Modest top-floor apartment in a residential area (from USD 151)
Looking for a simple place to crash? This modest top-floor apartment is your best bet, especially if you’re tagging along with some friends or bringing the whole family along. This unit is located in a residential area, so you can enjoy your peace while in the city. All the amenities you can ask for are here. The living room has a plush sofa with a fold-out bed and cable TV. The bedroom seems cramped, but it is actually spacious for two, all thanks to the queen-size bed. The spacious, well-stocked kitchen is located at the entrance. This unit also comes with a backyard and a garden area. When it’s time to explore, make sure to check out the chic bars and award-winning restaurants within the neighborhood.
Top guest reviews
Amenities & Room:
shower amenities and some extras were provided like coffee tea shampoo etci just wish i could have had a space heater to make it cozy during the wintervery accurate description of the apartment walkable to public transit neighborhood feels very friendlythe space was nice and quiet and very comfortablei like the large kitchen however the bedroom and bathroom are really tightCleanliness:
it was clean and had plenty of spacethe apartment was clean and niceclean simple place very communicativethe place was so clean and privatethe apartment was very clean and the neighborhood felt extremely safeHost:
hosts were very nicevery responsive hostwe enjoyed our stay and thought the host was very communicativepatrick was a very responsive & helpful hostsuper friendly and accommodating hostsRead more reviewsLocation:
location was greatgreat location and very adequate accommodationsthe location is in a great spotthis is a great locationnice place in a good locationWeekly discount: 10% off
Superhost
2. Airy and minimalistic apartment with backyard (from USD 62)
Host Marissa invites you to stay at her Airbnb rental located in the basement of her family’s abode. The entire apartment is well-ventilated and has a simple design that gives off a spacious and minimalistic vibe. Only two can fit comfortably inside though. You and your companion will have a queen-size bed all to yourselves. You’re also welcome to enjoy a varied selection of award-winning movies and Netflix shows from the comfort of the living room. You can cook a meal or two in the kitchen; however, the oven is not really functional at the moment. Still, it’s better than nothing, and what you’re getting here is a bargain, especially when you consider the fact that it is minutes away from great hangout spots and downtown Chicago.
Top guest reviews
Amenities & Room:
the house was super cozy and had everything we needed in itthe place was cute and clean they had coffee water beer for us and even some breakfast barsour stay was very comfortable and would definitely stay again if we come back to chiCleanliness:
nicely maintained and clean spaceclean stylish and funthis place was so clean the bed was extremely comfortabletheir place was sparkling clean and cozy as wellthe place is very clean and well maintainedHost:
the host is attentive and provided good local knowledgebest hosts yet both hosts were super welcoming and helpfulhosts were quick to respond and were there to helpgreat little place hosts were super consideratenathan was very helpful with his recommendations as wellRead more reviewsLocation:
great location near the airportgood location with easy parkingi'm so glad i chose this locationsuper close to the bus stop which made everything easierthe place is located in a very nice neighborhood with access to many restaurants stores etcWeekly discount: 10% off
3. Contemporary unit with a rustic feel
If the sixth listing is already booked, then choose this instead — a modern, contemporary apartment with a rustic feel. It’s unmistakably rustic, thanks to the warm tones and dark hues prevalent in the furnishings and decor. Twin bedrooms offer respite to weary travelers, with a comfy mattress on the queen-size and double-size beds, thus providing a good night’s sleep. The sofa in the living room is large enough for a single person. Speaking of entertainment, you and your companion can bond over movies and shows as the property features internet-connected smart TV. Better yet, bond over with your friends or family as you cook the most delicious meals in the kitchen. The bonding doesn’t have to stop there since downtown Chicago is just a ride away.
Chicago, Illinois, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
the apartment is spacious and beautiful with necessary amenities for making meals as well as relaxingit was a special treat that it had 2 bathroomsthe apartment was as described and is a great value for chicagobeds were comfortableCleanliness:
nice clean and really spaciouslooks just like the pictures; very clean; very spaciousthe house was really nice and cleanthe place was clean smelled great had street parking and looked as picturedvery clean and a lot of space which made our stay comfortableHost:
jay was a wonderful hostjay was a great hostthank you jay for hostingthe host communicated very well and was willing to answer any questions i may have hadhe dropped off brand new pillows and cases when requested which was very kindRead more reviewsLocation:
we were in a perfect location in chicagowe were 15 min away from our conference and we enjoyed being close to everything down towna great place in a great location for a great pricethe neighborhood was great it was quite and close to everythinglocation - residential safe and quiet
4. Newly renovated unit with minimalist decor (from USD 77)
This Airbnb unit was recently renovated to fit the sensibilities of modern times. Inside, the furnishings and the decor are kept to a bare minimum. You could very well say that it adheres to a minimalist design. The unit is designed for couples with its single queen-size bed, but it could fit one person more, thanks to the lofty sofa in the living room. Working on the go has never been easier, thanks to WiFi access and laptop-friendly workspaces. Meanwhile, preparing a meal is a breeze here as the unit has an organized and well-stocked kitchen. Transportation access is not a problem because the unit is close to the Jefferson Transit Center.
Top guest reviews
Amenities & Room:
the place had great amenities and it was nice that there was a full kitchenthe place has a touch of modern and a nice kitchen with amenitiesthe place is small & super cozywe had an amazing and comfortable stay and i would definitely book with them againin addition he had some great amenities and all of the kitchen appliances that you could needCleanliness:
everything was clean nice and comfortablevery clean and had everything we neededthis was such a clean nice spacethe apartment was clean and included everything we neededmark's place was amazing it was clean spacious and quietHost:
quick responses and super nice hostthey were super quick with their responses and were very accommodatingi received quick responses whenever i needed anything and the hosts were very helpfulthank you for hosting usmark was a great host who responded quicklyRead more reviewsLocation:
great location and amazing staygreat location for a great pricegreat location and convenient parkingthis apartment is small but cute great locationthe location was very nice and quietWeekly discount: 10% off
5. Romantic studio located near Gold Coast (from USD 63)
Couples scouring for a two-person studio have this place to call home away from home. It’s a simple studio located near the Gold Coast, but its proximity to Oak Beach and Magnificent Mile means that it is very near to some fantastic spots in the city. The studio has everything that you and your partner can ask for. It has a laptop-friendly desk, a cable TV plus WiFi access for catching up on important matters. The cushy mattress of the queen-size bed offers a well-deserved rest for the night. The kitchen is well-stocked, too. You don’t have to worry about forgetting your towels at home since linens are generously provided by the host.
Top guest reviews
Amenities & Room:
small bathroom large closet great wifi and comfortable bedcomfortable bed and good amenitiesthe apartment is small but was perfect for us on our long weekend tripCleanliness:
amazingly clean and cozyvery clean and terrific communication from the hostthe place was very cleanspace is clean and we had everything we neededthe room itself was very clean and perfect for a short tripHost:
great host and thank youhost was extremely responsive and patient with all my questionsdino was a great hostdino was very responsive to any questions we hadthe host was great and quick to respondRead more reviewsLocation:
great location for a quick trip to chicagothis location really is greatvery convenient location and comfortable placegreat central location and easy access to ctagreat location if on a budgetWeekly discount: 10% off
6. Quiet studio within Jefferson Park (from USD 86)
This studio is located within the serene Jefferson Park. A few walks from here and you will be at the Blue Line that facilitates easy access to downtown Chicago. This studio is also close to great restaurants and bars, if hanging out is your kind of jam. Since the whole house is shared between tenants, the host will be providing you keys for the bedroom, kitchen, and large closet. It may not look much, but the whole space is comfy and spacious for two people. The studio also comes with free WiFi access, so you can watch Netflix on the TV before calling it a night. The kitchen is fully equipped with utensils and appliances for a delightful meal prep time. Meanwhile, the bathroom has a shower so you can rejuvenate after a tiring day in Chicago.
Top guest reviews
Amenities & Room:
the photos make the room seem more spacious that advertised bit still had a great time in this place(oh and pillows / bed are super comfy )nice place and very conveniently located the wi-fi was pretty much non existent but everything else was greatthe mattress was comfortable and the place was cleanCleanliness:
clean nicely appointed kitchenthis place was very clean and nicethe apartment is clean and beautifulthe place was clean and offered privacyvery nice and clean small and great for a person or a coupleHost:
nora is a very kind host and happy to help us outwell taken care of and great hostthermostat is controlled by owners phone and owner is really responsive about making the temperature comfortable for youthis place is awesome great and friendly host we were welcomed very wellthey were also very quick and responsive each time i had a question or a sudden change requestRead more reviewsLocation:
it is located at a good location near to jefferson parkvery cute place in a great neighborhoodvery cute and modern place located in a nice neighborhoodgood location and felt safefood close by and easy access to rosemontWeekly discount: 10% off
7. Well-lit apartment near Montrose Beach
The first in the list is this well-lit apartment East Lakeview with enough space for three people. The apartment unit has a luxurious vibe to it, thanks to the elegant decors. The living room, dining area, and kitchen are all incorporated into one huge space. The open space is cozy enough for an afternoon get-together, thanks to the plush sofa and large flat-screen TV upfront. The bedroom, meanwhile, invites you for an invigorating rest, thanks to a comfy mattress on the queen-size bed. There’s a balcony, as well, perfect if you want a breath of fresh air. On top of it all, this unit is within walking distance to Montrose Beach and Wrigley Field.
Chicago, Illinois, United StatesAccommodates: 3
Top guest reviews
Cleanliness:
it was really clean and smelled great when we came into the apartmentgreat area and comfy + clean airbnbvery clean and unique place great neighborhoodjamie and nathan’s place was very clean and well put togetherthe apartment is clean spacious and totally worth its valueHost:
the hosts were always in contact if needed and the building owner was courteous and helpfulour hosts jamie and nathan were incredibly responsive and went the extra mile for us during our stayhosts were helpful & truly let us see the city from such a great spotjamie and nathan were terrific hosts and were very easy to communicate withjaime was very accommodating and friendlyRead more reviewsLocation:
the location was greatwell located and efficient spacewonderful location would stay againsuper nice place great locationnot super close to big tourist attractions but an easy uber/metro ride away
8. Private and cozy apartment in a quiet neighborhood
Simple, clean, and modest are three words that can aptly describe this apartment. It is the perfect place to cap off a day’s worth of exploring Chicago since you’ll be staying in a quiet, residential neighborhood. The double-size bed in the bedroom and a twin-size bed in the living room provides respite for three guests. The open-space living room and the kitchen are spacious enough and kept to a bare minimum. Thanks to the WiFi access, TV, and coffee maker, you can catch up on the latest updates while enjoying your daily cup of joe. Towels and linens are provided for, and there’s a coin-operated laundry, if you rigorously wash your clothes. On top of it all, it’s close to fantastic bars and mouth-watering restaurants.
Chicago, Illinois, United StatesTop guest reviews
Amenities & Room:
there was tea and coffee provided and the shower had great hot water and water pressureCleanliness:
very clean and convenientmaggie’s place was clean and cozyvery clean private little spacemaggie's place was exceptionally clean and comfortablethe space is clean and comfortableHost:
the host was great with fast responseshost was responsive and very helpfuleverything was perfect 5* host & apartmentlovely place great host would recommend againthe hosts kept to themselves but responded in a timely manner which was perfectRead more reviewsLocation:
nice location and cozy placeit's a cute basement placegreat airbnb great location great pricemaggie’s place is cute and cosy in a good location and in a safe neighbourhoodnice quiet apartment close to o’hare and i-90
9. Contemporary rental located in Old Town
There’s nothing old with this contemporary apartment located in the Old Town district. The decor and furnishings are well-thought-out. The design of the apartment will suit any sensibilities as it features cool, retro hues that blend well with warm tones of the wooden flooring. The open space concept means that you have all the space to relax anywhere you want. Two guests can comfortably sleep on the queen-size bed, with the large TV providing occasional entertainment. In the morning, have an energizing cup of coffee with the help of the K-cup coffee machine. The unit’s balcony provides a space where you can enjoy the view and reflect on life in general.
Chicago, Illinois, United StatesTop guest reviews
Cleanliness:
the place was clean and comfortablewas great with communication and the space was so cleanclean affordable and easy check invery clean place for a great pricesqueaky clean and good communicationHost:
she was a great host and was easy to communicate withgreat place & great hoststj was an excellent hosthost is very helpful and responds quicklyotherwise the apartment was great and the host was a quick communicatorRead more reviewsLocation:
cute apartment in a great location right in old towngreat location and prime aptthe location is perfect right in old town and very close to all the museumsgreat place location and valuestylish apartment in a great location and great value
10. Vibrant house with a vintage vibe
If you’re looking for a house with a space for a group of five, then look no further. This house is open for travelers looking to maximize their budget while traveling in Chicago. The furnishings and decor give off a vintage vibe to the whole house. On top of it all, it is very spacious for a house located in the city. Travelers who like to hit the road may park their car inside — it’s free and space is part of the house. The living room is well-lit and has large windows to let sunlight in. At night, you and your companions may stay in either one of the two bedrooms that have a queen-size bed, and double and single-size beds respectively. Nearby tourist spots include Frank Lloyd Wright’s home and studio as well as The Humboldt Park.
Accommodates: 5
Top guest reviews
Amenities & Room:
comfortable rooms and amenitieswifi tv netflix extra blankets and cool booksthe tv is easy to use wifi is included and you have free parkingcouldn't have asked for a better experience oh and the beds were very comfyluis’s house is a good size with a lovely relaxing lounge and a fully functioning kitchenCleanliness:
the unit was very clean and comfortableclean and roomy place to staya clean and spacious homeclean tidy and very relaxing spacesuper clean nice place i would highly recommendHost:
he was a great hostthe host was very nice and politegreat price and a great hostluis the host is very accommodating and goes the extra mile to help with advice and guidancegreat stay and hostRead more reviewsLocation:
good location near public transiteasy access to city by bus and trainthe location is pretty quiet and felt safeif you know your way around the city with the public transportation really good place to bookthe location is about 20-30 minutes from most chicago landmarks we used uber which worked out great
Explore the Windy City
Chicago is truly a city that you must not miss because of its diverse culture, a booming economy, and top-notch attractions. So, why not come down to the windy city and enjoy what it has to offer to travelers? One only needs to choose from the varied selection of Airbnb rentals to get started.
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