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 Oak Park
4.98 out of 5 average rating, 126 reviewsPicture Perfect 3Bed Steps from Train and FLW
Feb 1 – 8
Condo in Chicago
4.86 out of 5 average rating, 126 reviewsMcCormick 2B/2Ba for up to 6 guests w Opt Parking
Jan 15 – 22
Condo in Chicago
4.82 out of 5 average rating, 125 reviews-CHICAGO STUDIO IN JEFFERSON PARK O'HARE ROSEMONT-
Jun 15 – 22
Condo in Little Italy
4.96 out of 5 average rating, 119 reviewsPrivate hot tub - King bed suite - Free parking
Aug 25 – Sep 1
Condo in Chicago
4.87 out of 5 average rating, 117 reviewsQuiet, Modern, Convenient 2 bedroom condo
Sep 7 – 14
Condo in Chicago
4.98 out of 5 average rating, 201 reviewsNear Lake Michigan & Wrigley Field
Sep 21 – 28
Condo in Chicago
4.96 out of 5 average rating, 126 reviewsEast Lakeview Designer Condo with 2 Bd, 2 Bath
Oct 2 – 9
Condo in Chicago
4.91 out of 5 average rating, 247 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
May 5 – 12
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 567 reviewsSpacious Evanston Unit - Walk to Northwestern U
Dec 3 – 10
Condo in Chicago
4.94 out of 5 average rating, 111 reviewsClifton Garden Oasis 1 Min Walk to Wrigley
Sep 17 – 24
Condo in Chicago
4.99 out of 5 average rating, 213 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Mar 16 – 23
Condo in Chicago
4.91 out of 5 average rating, 297 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 13 – 20
Condo in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Mar 11 – 18
Condo in Chicago
4.83 out of 5 average rating, 178 reviewsCan't Beat This 2min Walk to Wrigley!
Apr 11 – 18
Condo in Lincoln Park
4.78 out of 5 average rating, 199 reviewsModern Luxury In Old Town - Sleeps 4
Feb 22 – Mar 1
Condo in Chicago
4.82 out of 5 average rating, 187 reviewsChicago River West 4 Bedroom / 3 Bathroom
Dec 31 – Jan 7
Condo rentals with a pool
Condo in Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
Jul 14 – 21
Condo in Evanston
4.91 out of 5 average rating, 102 reviewsChicago's Treasure "Heart of Evanston" 2bdr +1 Ba
Dec 2 – 9
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
Dec 24 – 31
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Nov 28 – Dec 5
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Oct 26 – Nov 2
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Mar 13 – 20
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Jul 21 – 28
Room in Naperville
4.5 out of 5 average rating, 6 reviewsPrivate Bedroom with Private Bath - 2nd floor
Dec 23 – 30
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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