Apartment vacation rentals in Cook County
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Top-rated apartment rentals in Cook County
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Vacation rentals for every style
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Popular amenities for Cook County apartment rentals
Weekly apartment rentals
Apartment in Chicago
4.97 out of 5 average rating, 118 reviewsDesigner Avondale Attic
Jul 22 – 29
Apartment in Chicago
4.96 out of 5 average rating, 267 reviewsCozy loft in Chicago's Uptown
Oct 16 – 23
Apartment in Chicago
4.95 out of 5 average rating, 109 reviewsComfortable, modern apartment 20 Min from Downtown
Mar 8 – 15
Apartment in Chicago
4.99 out of 5 average rating, 181 reviewsNW Chicago Apartment in Safe Neighborhood
Sep 26 – Oct 3
Apartment in Chicago
4.99 out of 5 average rating, 230 reviewsA Whimsical Fairy-tale Loft in Ravenswood Chicago
Jan 31 – Feb 7
Apartment in Chicago
4.84 out of 5 average rating, 175 reviewsThe Cottage
Oct 1 – 8
Apartment in Chicago
4.81 out of 5 average rating, 125 reviewsTranquil & Airy 1BR Apt in Lincoln Square
May 8 – 15
Apartment in Chicago
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
Oct 1 – 8
Private apartment rentals
Apartment in Chicago
4.97 out of 5 average rating, 258 reviewsLogan Square 2nd Floor Chicago Victorian
Apr 15 – 22
Apartment in Oak Park
4.88 out of 5 average rating, 128 reviewsA Little Slice of Heaven in Oak Park, IL
Dec 2 – 9
Apartment in Chicago
4.99 out of 5 average rating, 104 reviewsNewly Renovated, Spacious 2BR in Andersonville
Dec 7 – 14
Apartment in Chicago
4.96 out of 5 average rating, 238 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
Oct 15 – 22
Apartment in Forest Park
4.83 out of 5 average rating, 162 reviewsCozy & Convenient Oak Park w Parking / Transit
Jun 17 – 24
Apartment in Forest Park
4.85 out of 5 average rating, 114 reviewsHome away from home downstairs
Dec 22 – 29
Apartment in Chicago
4.86 out of 5 average rating, 102 reviews⭐️⭐️Entire Unite 2-Bdr. HORNER PARK⭐️⭐️
Apr 4 – 11
Apartment in Oak Park
4.84 out of 5 average rating, 495 reviewsSunny Jumbo Studio NO cleaning fee!
Mar 4 – 11
Apartment rentals with a hot tub
Apartment in Berwyn
4.91 out of 5 average rating, 203 reviews“Dream slice of urban homesteading.”
Oct 3 – 10
Apartment in Chicago
4.88 out of 5 average rating, 394 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
Oct 24 – 31
Apartment in Chicago
4.87 out of 5 average rating, 156 reviewsStunning Panoramic Chicago Views & Free Parking
Nov 15 – 22
Apartment in Chicago
4.91 out of 5 average rating, 32 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
Nov 25 – Dec 2
Apartment in Chicago
4.9 out of 5 average rating, 20 reviewsSpacious Beautiful Condo
Oct 22 – 29
Apartment in Chicago
5.0 out of 5 average rating, 26 reviewsBelmont Pleasures - hot tub / arcade gaming room
Feb 17 – 24
Apartment in Chicago
5.0 out of 5 average rating, 7 reviewsThe Downtown Oasis (2BD / 2BA)
Feb 10 – 17
Apartment in Chicago
4.87 out of 5 average rating, 45 reviewsSpectacular Rooftop Getaway in Heart of City
Jun 29 – Jul 6
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