Condo vacation rentals in Chicago
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Top-rated condo rentals in Chicago
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Chicago condo rentals
Weekly condo rentals
Condo in Uptown
4.92 out of 5 average rating, 117 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Condo in Chicago
4.9 out of 5 average rating, 140 reviewsEast Garfield Park 2 Bedroom
Condo in Oak Park
4.96 out of 5 average rating, 135 reviewsPicture Perfect 3Bed Steps from Train and FLW
Condo in West Town
4.92 out of 5 average rating, 237 reviewsModern/Spacious 2BR/2BA West Town
Condo in East Rogers Park
4.98 out of 5 average rating, 262 reviewsNorthside Chicago Favorite with parking!
Condo in West Town
4.87 out of 5 average rating, 441 reviewsHumboldt Park Traveler's Lodge
Condo in Wicker Park
4.82 out of 5 average rating, 313 reviewsLively Wicker Park 2br, Steps to Damen Blue Line
Condo in West Loop
4.96 out of 5 average rating, 181 reviewsUpdated Designer Duplex In Fulton Market W/parking
Pet-friendly condo rentals
Condo in Evanston
4.77 out of 5 average rating, 575 reviewsSpacious Evanston Unit - Walk to Northwestern U
Condo in Lincoln Park
4.99 out of 5 average rating, 223 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Condo in Lincoln Park
4.83 out of 5 average rating, 315 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Logan Square
4.91 out of 5 average rating, 305 reviewsSusie's Space. 2BR easy parking & pet friendly
Condo in Chinatown
4.94 out of 5 average rating, 178 reviewsCharming Chinatown Home by McCormick★Downtown
Condo in Wrigleyville
4.93 out of 5 average rating, 115 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Condo in Chicago
4.9 out of 5 average rating, 105 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Wrigleyville
4.82 out of 5 average rating, 185 reviewsCan't Beat This 2min Walk to Wrigley!
Condo rentals with a pool
Condo in The Loop
4.74 out of 5 average rating, 152 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Evanston
4.92 out of 5 average rating, 107 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Condo in Lisle
4.92 out of 5 average rating, 50 reviewsPeaceful Condo in Lisle, Illinois
Condo in Elk Grove Village
4.95 out of 5 average rating, 59 reviewsJust remodeled apartment close to airport and mall
Condo in Lombard
4.95 out of 5 average rating, 39 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Condo in Uptown
4.8 out of 5 average rating, 20 reviewsLovely condo studio
Condo in Near North Side
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Private room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Quick stats about condo rentals in Chicago
Total rentals
1.1K properties
Rentals with dedicated workspaces
630 properties have a dedicated workspace
Rentals with a pool
100 properties have a pool
Pet-friendly rentals
300 properties allow pets
Family-friendly rentals
640 properties are a good fit for families
Total number of reviews
61K reviews
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