Condo vacation rentals in Cook County
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Top-rated condo rentals in Cook County
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Cook County condo rentals
Weekly condo rentals
Condo in Chicago
4.95 out of 5 average rating, 439 reviewsUnique Lincoln Park Duplex Apt
Sep 26 – Oct 3
Condo in Oak Park
4.98 out of 5 average rating, 126 reviewsPicture Perfect 3Bed Steps from Train and FLW
Mar 1 – 8
Condo in Chicago
4.9 out of 5 average rating, 190 reviewsA Stones Throw from U Chicago South Campus!
Sep 13 – 20
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
Sep 16 – 23
Condo in Chicago
4.98 out of 5 average rating, 201 reviewsNear Lake Michigan & Wrigley Field
Sep 22 – 29
Condo in Mount Prospect
4.88 out of 5 average rating, 138 reviewsLovely 3-bedroom condo, free parking on site
Oct 17 – 24
Condo in Chicago
4.91 out of 5 average rating, 247 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Mar 26 – Apr 2
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 567 reviewsSpacious Evanston Unit - Walk to Northwestern U
Apr 24 – May 1
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, 212 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Mar 16 – 23
Condo in Chicago
4.91 out of 5 average rating, 296 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 16 – 23
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, 117 reviewsCharming Condo near U.C./Loop/McCormick Place
Oct 2 – 9
Condo in Chicago
4.95 out of 5 average rating, 129 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Apr 5 – 12
Condo in Chicago
4.82 out of 5 average rating, 177 reviewsCan't Beat This 2min Walk to Wrigley!
Apr 10 – 17
Condo rentals with a pool
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 Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
Jul 3 – 10
Condo in Lisle
4.95 out of 5 average rating, 42 reviewsPeaceful Condo in Lisle, Illinois
Feb 18 – 25
Condo in Portage
4.96 out of 5 average rating, 78 reviewsCozy 1 bedroom condo on Marina near Lake Michigan
Mar 18 – 25
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Nov 8 – 15
Condo in Portage
4.94 out of 5 average rating, 68 reviewsUnsalted Stay - Waterfront Condo
Sep 9 – 16
Condo in Portage
5.0 out of 5 average rating, 53 reviewsLuxury Waterfront 2 Bedroom Condo by Lake Michigan
Sep 15 – 22
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Oct 26 – Nov 2
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