Holiday rentals with a pool in Cook County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Cook County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Cook County rentals with a pool
House rentals with a pool
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
Home in Schererville
5.0 out of 5 average rating, 3 reviewsCozy house in Schererville
25 Nov – 2 Dec
Apartment rentals with a pool
Apartment in Chicago
4.75 out of 5 average rating, 145 reviewsCentral Downtown Location-Modern 2BR Condo
3–10 Jul
Apartment in Portage
5.0 out of 5 average rating, 53 reviewsLuxury Waterfront 2 Bedroom Condo by Lake Michigan
15–22 Sept
Apartment in Lombard
4.97 out of 5 average rating, 36 reviewsPond View, Washer Dryer, Non Smoking, Pet Free
27 Sept – 4 Oct
Apartment in Portage
4.91 out of 5 average rating, 23 reviewsSerenity on the Shores
14–21 Mar
Apartment in Portage
5.0 out of 5 average rating, 6 reviewsHarbor Haven Hideaway
3–10 Dec
Apartment in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
29 Jan – 5 Feb
Apartment in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
7–14 Jul
Apartment in Portage
New place to stayDuneside Haven
15–22 Nov
Destinations to explore
- Rentals with pools United States
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