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
4.97 out of 5 average rating, 101 reviewsStylish 3BR + Free Parking 10-15mins from Downtown
Sep 3 – 10
Condo in Chicago
4.91 out of 5 average rating, 233 reviewsModern/Spacious 2BR/2BA West Town
Apr 7 – 14
Condo in Oak Park
4.98 out of 5 average rating, 126 reviewsPicture Perfect 3Bed Steps from Train and FLW
Sep 5 – 12
Condo in Chicago
4.88 out of 5 average rating, 112 reviewsNEW rehab LOGAN Sq TOP FLOOR free laundry SUNNY
May 5 – 12
Condo in Chicago
4.92 out of 5 average rating, 248 reviewsOld Town Pied-à-Terre w/Pvt Terrace and Parking
Dec 6 – 13
Condo in Chicago
4.88 out of 5 average rating, 235 reviews2 King Bed Condo Easy Downtown Free Street Parking
Jan 29 – Feb 5
Condo in Chicago
4.92 out of 5 average rating, 113 reviewsStunning, Spacious, & Sun-Soaked 1br Uptown Condo
Oct 14 – 21
Condo in Chicago
4.86 out of 5 average rating, 437 reviewsHumboldt Park Traveler's Lodge
Jun 20 – 27
Pet-friendly condo rentals
Condo in Evanston
4.76 out of 5 average rating, 568 reviewsSpacious Evanston Unit - Walk to Northwestern U
Dec 2 – 9
Condo in Chicago
4.99 out of 5 average rating, 214 reviews❤︎ of Lincoln Park | 11ft Ceiling | 1,750ft² | W/D
Mar 16 – 23
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
4.91 out of 5 average rating, 298 reviewsSusie's Space. 2BR easy parking & pet friendly
Jul 19 – 26
Condo in Chicago
4.83 out of 5 average rating, 178 reviewsCan't Beat This 2min Walk to Wrigley!
Nov 26 – Dec 3
Condo in Chicago
4.83 out of 5 average rating, 308 reviewsChic and Charming Vintage Condominium in Lincoln Park
Mar 4 – 11
Condo in Chicago
4.95 out of 5 average rating, 129 reviewsThe Grand Kimball Lodge, Logan Square, Sleeps 14
Apr 1 – 8
Condo in Chicago
4.78 out of 5 average rating, 201 reviewsModern Luxury In Old Town - Sleeps 4
Dec 11 – 18
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 147 reviewsCentral Downtown Location-Modern 2BR Condo
Jul 4 – 11
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, 43 reviewsPeaceful Condo in Lisle, Illinois
Mar 25 – Apr 1
Condo in Portage
4.96 out of 5 average rating, 78 reviewsCozy 1 bedroom condo on Marina near Lake Michigan
Mar 27 – Apr 3
Condo in Portage
4.94 out of 5 average rating, 68 reviewsUnsalted Stay - Waterfront Condo
Oct 14 – 21
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Nov 23 – 30
Condo in Portage
5.0 out of 5 average rating, 54 reviewsLuxury Waterfront 2 Bedroom Condo by Lake Michigan
Sep 4 – 11
Condo in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
Dec 31 – Jan 7
Destinations to explore
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