Condo vacation rentals in Downtown Chicago
Find and book unique condos on Airbnb
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
4.94 out of 5 average rating, 439 reviewsThe Penthouse Gallery at OHC - No Cleaning Fee!
Condo in Chicago
4.87 out of 5 average rating, 137 reviewsStunning 3 BR in prime Chicago location!
Condo in Chicago
4.78 out of 5 average rating, 114 reviewsCabin 103 at 747 Lofts
Condo in Chicago
4.86 out of 5 average rating, 107 reviewsTri-Taylor/Medical Dist. near West Loop
Condo in Chicago
4.79 out of 5 average rating, 127 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Condo in Chicago
4.99 out of 5 average rating, 267 reviewsNorthside Chicago Favorite with parking!
Condo in Chicago
4.98 out of 5 average rating, 237 reviewsUrban Luxury 1BR/2BA Logan Square Condo w/Garage
Condo in Chicago
4.91 out of 5 average rating, 316 reviewsSusie's Space. 2BR easy parking & pet friendly
Pet-friendly condo rentals
Condo in Evanston
4.77 out of 5 average rating, 583 reviewsSpacious Evanston Unit - Walk to Northwestern U
Condo in Chicago
4.99 out of 5 average rating, 229 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Condo in Chicago
4.91 out of 5 average rating, 114 reviewsModern designed 2bed/2bath | Heart of Bronzeville!
Condo in Chicago
4.83 out of 5 average rating, 321 reviewsChic and Charming Vintage Condominium in Lincoln Park
Condo in Chicago
4.88 out of 5 average rating, 102 reviewsDowntown Mich Ave #7|Safe Park 2bd Penthouse|+gym
Condo in Chicago
4.89 out of 5 average rating, 105 reviews816 PLZN Luxury | Rooftop | Garage Parking-Pilsen
Condo in Chicago
4.78 out of 5 average rating, 204 reviewsModern Luxury In Old Town - Sleeps 4
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsCan't Beat This 2min Walk to Wrigley!
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 156 reviewsCentral Downtown Location-Modern 2BR Condo
Condo in Evanston
4.91 out of 5 average rating, 110 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Condo in Lisle
4.9 out of 5 average rating, 59 reviewsPeaceful Condo in Lisle, Illinois
Condo in Chicago
4.74 out of 5 average rating, 23 reviewsLovely condo studio
Condo in Elk Grove Village
4.94 out of 5 average rating, 66 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 Chicago
4.72 out of 5 average rating, 32 reviews1 bedroom in the heart of downtown Chicago.
Private room in Hillside
Lovely Guest Room W private bath rm.
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