Apartment holiday rentals in Cook County
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Top-rated apartment rentals in Cook County
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Cook County apartment rentals
Weekly apartment rentals
Flat in Chicago
4.98 out of 5 average rating, 128 reviewsModern Apt with style & comfort in Pilsen Chicago
6–13 Jul
Flat in Chicago
4.97 out of 5 average rating, 251 reviewsSpacious 1BR apartment in a central location
23–30 Sept
Flat in Oak Park
4.88 out of 5 average rating, 128 reviewsA Little Slice of Heaven in Oak Park, IL
23 Feb – 2 Mar
Flat in Blue Island
4.93 out of 5 average rating, 264 reviewsCharming Unique 2 Bdrm Apartment in Victorian Home
26 Oct – 2 Nov
Flat in Chicago
4.96 out of 5 average rating, 237 reviewsRoscoe Village One Bed Lux Apartment Near Wrigley
3–10 Nov
Flat in Chicago
4.89 out of 5 average rating, 473 reviewsiKlektik House Chicago / Robin
27 Dec – 3 Jan
Flat in Chicago
4.97 out of 5 average rating, 117 reviewsDesigner Avondale Attic
11–18 Jul
Flat in Chicago
4.96 out of 5 average rating, 322 reviewsBright family-friendly Lincoln Square 2-bed 1-bath
10–17 Dec
Private apartment rentals
Flat in Chicago
4.96 out of 5 average rating, 255 reviewsLogan Square 2nd Floor Chicago Victorian
17–24 Dec
Flat in Oak Park
4.97 out of 5 average rating, 163 reviewsChic Retreat in Historic Victorian House-Park Free
24–31 Dec
Flat in Chicago
4.91 out of 5 average rating, 371 reviewsThe Grotto of Logan Square
1–6 Oct
Flat in Chicago
4.78 out of 5 average rating, 269 reviewsCozy Garden-Subterranean Apartment
13–20 Sept
Flat in Chicago
4.89 out of 5 average rating, 243 reviewsModern
16–23 Oct
Flat in Forest Park
4.83 out of 5 average rating, 162 reviewsCozy & Convenient Oak Park w Parking / Transit
5–12 Jun
Flat in Oak Park
4.93 out of 5 average rating, 136 reviewsWalking Distance to Everything.
8–15 Dec
Flat in Naperville
4.87 out of 5 average rating, 146 reviewsComforts of home in downtown Naperville
17–24 Jul
Apartment rentals with a hot tub
Flat in Chicago
4.88 out of 5 average rating, 393 reviewsCheckerboard Studio with Private Outdoor Hot Tub and Yard
9–16 Oct
Flat in Chicago
4.86 out of 5 average rating, 155 reviewsStunning Panoramic Chicago Views & Free Parking
4–11 Oct
Flat in Chicago
4.87 out of 5 average rating, 106 reviewsCloud9 |XL Penthouse+Movie Theater+Gym |The Harper
1–8 Mar
Flat in Chicago
4.9 out of 5 average rating, 29 reviewsLuxe Suite + Spa House Retreat! Pets Welcome
13–20 Nov
Flat in Chicago
5.0 out of 5 average rating, 17 reviewsSpacious Beautiful Condo
14–21 Oct
Flat in Chicago
5.0 out of 5 average rating, 9 reviewsLake, City, & River View Condo
9–16 Jul
Flat in Chicago
4.79 out of 5 average rating, 24 reviewsThe Professional's Playground
2–9 Jan
Flat in Chicago
5.0 out of 5 average rating, 23 reviewsBelmont Pleasures - hot tub / arcade gaming room
7–14 Nov
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