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
Get the amount of space that is right for you
Popular amenities for Chicago condo rentals
Weekly condo rentals
Condo in Chicago
4.87 out of 5 average rating, 439 reviewsHumboldt Park Traveler's Lodge
Condo in Chicago
4.96 out of 5 average rating, 127 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Condo in Chicago
4.98 out of 5 average rating, 205 reviewsNear Lake Michigan & Wrigley Field
Condo in Wrigleyville
4.97 out of 5 average rating, 120 reviewsWrigleyville Inn. Historic Greystone. Parking pass
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Condo in Chicago
4.9 out of 5 average rating, 137 reviewsEast Garfield Park 2 Bedroom
Condo in Chicago
4.91 out of 5 average rating, 123 reviewsSpacious & Modern Family Friendly North Center Apt
Condo in Chicago
4.98 out of 5 average rating, 257 reviewsNorthside Chicago Favorite with 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
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Condo in Chicago
4.78 out of 5 average rating, 202 reviewsModern Luxury In Old Town - Sleeps 4
Condo in Chicago
4.83 out of 5 average rating, 309 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.91 out of 5 average rating, 300 reviewsSusie's Space. 2BR easy parking & pet friendly
Condo in Chicago
4.92 out of 5 average rating, 100 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Chicago
4.83 out of 5 average rating, 180 reviewsCan't Beat This 2min Walk to Wrigley!
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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