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
4.99 out of 5 average rating, 560 reviewsUrban Comfort in the Heart of Chicago
Jun 24 – Jul 1
Condo in Chicago
4.92 out of 5 average rating, 110 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Dec 3 – 10
Condo in Chicago
4.98 out of 5 average rating, 199 reviewsNear Lake Michigan & Wrigley Field
Sep 22 – 29
Condo in Chicago
4.9 out of 5 average rating, 189 reviewsA Stones Throw from U Chicago South Campus!
Nov 26 – Dec 3
Condo in Chicago
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
May 13 – 20
Condo in Chicago
4.83 out of 5 average rating, 281 reviewsPrivate studio with free garage parking
May 4 – 11
Condo in Oak Park
4.79 out of 5 average rating, 308 reviewsPeaceful Oak Park Condo Next to Green Line Metro
Sep 21 – 28
Condo in Chicago
4.91 out of 5 average rating, 244 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Dec 28 – Jan 4
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 564 reviewsSpacious Evanston Unit - Walk to Northwestern U
Feb 21 – 28
Condo in Chicago
4.95 out of 5 average rating, 175 reviewsUpdated Designer Duplex In Fulton Market W/parking
Jun 12 – 19
Condo in Chicago
4.94 out of 5 average rating, 109 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Sep 19 – 26
Condo in Chicago
4.91 out of 5 average rating, 296 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 9 – 16
Condo in Chicago
4.99 out of 5 average rating, 210 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Jul 30 – Aug 6
Condo in Chicago
4.82 out of 5 average rating, 175 reviewsCan't Beat This 2min Walk to Wrigley!
Mar 5 – 12
Condo in Chicago
4.79 out of 5 average rating, 107 reviewsSpacious Home, Incredible Lincoln Park Location
Dec 29 – Jan 5
Condo in Lincoln Park
4.78 out of 5 average rating, 199 reviewsModern Luxury In Old Town - Sleeps 4
Aug 19 – 26
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 143 reviewsCentral Downtown Location-Modern 2BR Condo
Jul 2 – 9
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Jan 24 – 31
Condo in Lisle
4.95 out of 5 average rating, 41 reviewsPeaceful Condo in Lisle, Illinois
Mar 20 – 27
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Oct 25 – Nov 1
Condo in Lombard
4.71 out of 5 average rating, 24 reviewsSmoke Free Community, Pet Free Unit, Washer Dryer
Aug 10 – 17
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Nov 24 – Dec 1
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Jul 4 – 11
Room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Aug 26 – Sep 2
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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- Downtown Chicago Vacation rentals
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