House holiday rentals in Cook County
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Top-rated house rentals in Cook County
Guests agree: these houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for house rentals in Cook County
House rentals with a pool
Home in Gary
4.93 out of 5 average rating, 126 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
20–27 Jun
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
21–28 Nov
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsUnique Spanish style Home (w/heated pool)
8–15 Aug
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
16–23 Jan
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
21–28 Jul
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
7–14 Jul
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
23–30 Aug
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
30 Dec – 6 Jan
Weekly house rentals
Home in Des Plaines
4.78 out of 5 average rating, 308 reviewsUrban Farmhouse near O'Hare
21–28 Apr
Home in Joliet
4.9 out of 5 average rating, 144 reviewsThe Garden House - Murals and more
14–21 Jun
Home in Worth
4.87 out of 5 average rating, 103 reviewsThe Comfy King Ranch/ King Bed/Disney+ /Fast Wi-Fi
15–22 Nov
Home in Schaumburg
4.97 out of 5 average rating, 106 reviewsModern Spacious Quiet Home Near O'Hare -Deck&Yard
14–21 Nov
Home in Chicago
4.91 out of 5 average rating, 88 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
5–12 Dec
Home in Berwyn
5.0 out of 5 average rating, 78 reviewsRetro Modern Bungalow | free parking | fire pit
1–8 Dec
Home in Chicago Ridge
4.91 out of 5 average rating, 53 reviewsQuiet cul-de-sac with huge fenced in backyard
11–18 Feb
Home in Munster
4.95 out of 5 average rating, 37 reviewsEntire home: Private, Cozy Oasis in Quiet Locale
11–18 Dec
Private house rentals
Home in Palos Hills
4.92 out of 5 average rating, 12 reviewsCozy lower level in Palos Hills
13–20 Nov
Home in Chicago
4.88 out of 5 average rating, 64 reviewsChicago getaway for two!
3–10 Apr
Home in Calumet Park
4.92 out of 5 average rating, 24 reviewsMy quaint little escape
29 Oct – 5 Nov
Home in Chicago
5.0 out of 5 average rating, 12 reviewsHidden Gem on the CHI north side
14–21 Aug
Home in Lockport
5.0 out of 5 average rating, 38 reviewsPrivate Hideaway House Apartment
23–30 Jun
Home in Chicago
5.0 out of 5 average rating, 16 reviewsChicago Home by Midway near Downtown Attractions
15–22 Nov
Home in Robbins
4.97 out of 5 average rating, 37 reviewsComfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW
27 Sep – 4 Oct
Home in Downers Grove
4.94 out of 5 average rating, 54 reviewsGames, Grounds, Goodness in DG
3–10 Jul
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