Condo vacation rentals in Downtown Chicago
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Top-rated condo rentals in Downtown 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 Downtown Chicago condo rentals
Weekly condo rentals
Condo in Chicago
4.86 out of 5 average rating, 119 reviewsQuiet, Modern, Convenient 2 bedroom condo
Condo in Chicago
4.99 out of 5 average rating, 215 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Condo in Chicago
4.94 out of 5 average rating, 432 reviewsThe Penthouse Gallery at OHC - No Cleaning Fee!
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Condo in Chicago
4.81 out of 5 average rating, 445 reviewsCozy Apartment with Free On-Site Parking
Condo in Chicago
4.95 out of 5 average rating, 111 reviewsCHIC DOWNTOWN PENTHOUSE w/ private roof +parking
Condo in Chicago
4.97 out of 5 average rating, 143 reviewsSunny Tri Level
Condo in Chicago
4.9 out of 5 average rating, 192 reviewsA Stones Throw from U Chicago South Campus!
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
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
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 in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.83 out of 5 average rating, 179 reviewsCan't Beat This 2min Walk to Wrigley!
Condo in The Loop
4.8 out of 5 average rating, 169 reviewsMICH AVE #5|Safe DTown Grant Park, Museums 2bd/2ba
Condo in Chicago
4.82 out of 5 average rating, 188 reviewsChicago River West 4 Bedroom / 3 Bathroom
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 147 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
4.95 out of 5 average rating, 44 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
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Room in Hillside
Lovely Guest Room W private bath rm.
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