Condo vacation rentals in Chicago
Find and book unique condos on Airbnb
Top-rated condo rentals in Chicago
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chicago condo rentals
Condo rentals with a hot tub
Condo in Wicker Park
4.94 out of 5 average rating, 32 reviewsLuxury Duplex w/ HOT TUB and Amazing Roof Top Deck
Condo in Lincoln Square
4.92 out of 5 average rating, 100 reviewsThe Fox Den
Condo in Wicker Park
4.93 out of 5 average rating, 29 reviewsLuxury Duplex w/ HOT TUB and Amazing Roof Deck!
Condo in West Town
4.96 out of 5 average rating, 106 reviewsDowntown Chicago - Spa Bath, Patio, 3 blocks to L
Condo in Near West Side
4.96 out of 5 average rating, 47 reviewsModern Gem Near United Center with Free Parking
Condo in Lincoln Square
5 out of 5 average rating, 6 reviewsLincoln Square Retreat
Condo in Chicago
4.97 out of 5 average rating, 31 reviewsStylish & Cozy 2 Bedroom Near the United Center
Condo in Near West Side
4.96 out of 5 average rating, 54 reviewsStylish Condo Near United Center with Free Parking
Weekly condo rentals
Condo in Woodlawn
4.9 out of 5 average rating, 220 reviewsA Stones Throw from U Chicago South Campus!
Condo in Evergreen Park
4.8 out of 5 average rating, 110 reviewsEvergreen Park Condo with balcony and Jacuzzi tub
Condo in Lake View
4.98 out of 5 average rating, 133 reviewsHoIiday Decorated Designer’s Duplex 2bd 2bat
Condo in Andersonville
4.9 out of 5 average rating, 186 reviewsThe Bright Retreat in Andersonville
Condo in Humboldt Park
4.96 out of 5 average rating, 143 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Condo in Edgewater
4.97 out of 5 average rating, 101 reviewsSteps from the Lake, Lovely 3-Bedroom Condo
Condo in Ukrainian Village
4.82 out of 5 average rating, 295 reviewsWelcoming 2BR in Chicago's Best Neighborhood!
Condo in Uptown
4.92 out of 5 average rating, 134 reviewsStunning, Spacious, & Sun-Soaked 2bed Uptown Condo
Pet-friendly condo rentals
Condo in Lincoln Park
4.84 out of 5 average rating, 341 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Pilsen Historic District
4.86 out of 5 average rating, 118 reviews816 PLZ-N Lux Apt | Rooftop | Garage Parking
Condo in Bridgeport
4.95 out of 5 average rating, 119 reviewsEntire 3Bed/2Bath Condo Near McCormick & Metro
Condo in Bridgeport
4.89 out of 5 average rating, 104 reviewsConvenient & Spacious 3BR Condo w/Free Parking
Condo in West Town
4.92 out of 5 average rating, 102 reviewsLuxuriously bright 3-bedroom condo: The Treehouse
Condo in Chicago
4.92 out of 5 average rating, 135 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Little Italy
4.95 out of 5 average rating, 21 reviewsLittle Italy Casa
Condo in Lincoln Park
4.79 out of 5 average rating, 209 reviewsModern Luxury In Old Town - Sleeps 4
Quick stats about condo rentals in Chicago
Total rentals
1.1K properties
Total number of reviews
65K reviews
Family-friendly rentals
640 properties are a good fit for families
Pet-friendly rentals
300 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
640 properties have a dedicated workspace
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