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
4.97 out of 5 average rating, 107 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Condo in Chicago
4.91 out of 5 average rating, 124 reviewsSpacious & Modern Family Friendly North Center Apt
Condo in Chicago
4.91 out of 5 average rating, 234 reviewsModern/Spacious 2BR/2BA West Town
Condo in Chicago
4.86 out of 5 average rating, 120 reviewsQuiet, Modern, Convenient 2 bedroom condo
Condo in Chicago
4.94 out of 5 average rating, 178 reviewsCharming Chinatown Home by McCormick★Downtown
Condo in Chicago
4.9 out of 5 average rating, 158 reviewsThe Bright Retreat in Andersonville
Condo in Chicago
4.88 out of 5 average rating, 237 reviews2 King Bed Condo Easy Downtown Free Street Parking
Condo in Chicago
4.81 out of 5 average rating, 446 reviewsCozy Apartment with Free On-Site Parking
Pet-friendly condo rentals
Condo in Evanston
4.77 out of 5 average rating, 570 reviewsSpacious Evanston Unit - Walk to Northwestern U
Condo in Chicago
4.99 out of 5 average rating, 193 reviewsPets OK | Walk Score 95 | Desk | 1,750ft² |W/D
Condo in Chicago
4.83 out of 5 average rating, 312 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.93 out of 5 average rating, 113 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, 183 reviewsCan't Beat This 2min Walk to Wrigley!
Condo in Chicago
4.9 out of 5 average rating, 102 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in The Loop
4.8 out of 5 average rating, 171 reviewsMICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 150 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Evanston
4.91 out of 5 average rating, 104 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, 57 reviewsJust remodeled apartment close to airport and mall
Condo in Lombard
4.97 out of 5 average rating, 37 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Condo in Chicago
4.78 out of 5 average rating, 18 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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