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 Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Condo in Little Italy
4.96 out of 5 average rating, 123 reviewsPrivate hot tub - King bed suite - Free parking
Condo in Chicago
4.88 out of 5 average rating, 236 reviews2 King Bed Condo Easy Downtown Free Street Parking
Condo in Chicago
4.9 out of 5 average rating, 137 reviewsEast Garfield Park 2 Bedroom
Condo in Chicago
4.98 out of 5 average rating, 205 reviewsNear Lake Michigan & Wrigley Field
Condo in Chicago
4.98 out of 5 average rating, 257 reviewsNorthside Chicago Favorite with parking!
Condo in Chicago
4.83 out of 5 average rating, 309 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.86 out of 5 average rating, 127 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Condo in Chicago
4.99 out of 5 average rating, 216 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Condo in Chicago
4.96 out of 5 average rating, 178 reviewsUpdated Designer Duplex In Fulton Market W/parking
Condo in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Condo in Chicago
4.91 out of 5 average rating, 300 reviewsSusie's Space. 2BR easy parking & pet friendly
Condo in Chicago
4.82 out of 5 average rating, 118 reviewsCharming Condo near U.C./Loop/McCormick Place
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Lincoln Park
4.78 out of 5 average rating, 202 reviewsModern Luxury In Old Town - Sleeps 4
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 148 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Condo in Lisle
4.96 out of 5 average rating, 45 reviewsPeaceful Condo in Lisle, Illinois
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Condo in Chicago
4.76 out of 5 average rating, 17 reviewsLovely condo studio
Condo in Chicago
4.68 out of 5 average rating, 28 reviews1 bedroom in the heart of downtown Chicago.
Room in Hillside
Lovely Guest Room W private bath rm.
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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