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, 125 reviewsBayless Dune Lodge at West Beach - Indiana Dunes!
21–28 Jun
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsLarge Spanish style Home (w/heated pool)
5–12 Aug
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
25 May – 1 Jun
Home in Chicago
4.86 out of 5 average rating, 36 reviewsLuxury Cabin in Lakeview
7–12 Jul
Home in Glen Ellyn
4.94 out of 5 average rating, 16 reviewsGlen Ellyn Home
23–30 Jul
Home in Schaumburg
New place to stayParadise 4BR w/ Pool & Games
5–12 Aug
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
14–21 Jul
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
19–26 Sept
Weekly house rentals
Home in Chicago
4.91 out of 5 average rating, 87 reviewsBoho Chic Coach House 30Min to downtown W/ Parking
11–18 Sept
Home in Chicago Ridge
4.9 out of 5 average rating, 50 reviewsQuiet cul-de-sac with huge fenced in backyard
24 Nov – 1 Dec
Home in Lansing
4.85 out of 5 average rating, 65 reviewsThe Walter Experience(2bd 1ba) April special
13–20 Aug
Home in Munster
4.97 out of 5 average rating, 35 reviewsEntire home: Private, Cozy Oasis in Quiet Locale
16–23 Mar
Home in Wilmette
4.98 out of 5 average rating, 92 reviewsUnique porcelain-enamel paneled "Lustron" home
23–30 Sept
Home in Munster
5.0 out of 5 average rating, 12 reviewsCozy Farmhouse in Munster
13–20 Jun
Home in Robbins
4.97 out of 5 average rating, 36 reviewsComfy Updated 3 Bdrm/2Bth -Near SXU, MVC & MDW
3–10 Oct
Home in Calumet Park
4.95 out of 5 average rating, 22 reviewsMy quaint little escape
15–22 Oct
Private house rentals
Home in Lockport
5.0 out of 5 average rating, 36 reviewsPrivate Hideaway House Apartment
12–19 Dec
Home in Chicago
4.87 out of 5 average rating, 62 reviewsChicago getaway for two!
19–26 Mar
Home in Palos Hills
4.91 out of 5 average rating, 11 reviewsCozy lower level in Palos Hills
15–22 Nov
Home in Gary
4.97 out of 5 average rating, 39 reviewsPrivate 5 Star 2 bedroom modern city farmhouse
2–9 Apr
Home in Palatine
4.85 out of 5 average rating, 39 reviewsPrivate Room with attach bath and personal kitchen
29 Sept – 6 Oct
Home in Chicago
4.96 out of 5 average rating, 27 reviewsLakeview Condo
7–14 Feb
Home in Homewood
4.92 out of 5 average rating, 36 reviewsCharming Homewood Away from Home
11–18 Oct
Home in Chicago
5.0 out of 5 average rating, 15 reviewsCozy Haven
4–11 Jun
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