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 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 July
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
7 – 14 July
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
Home in Schererville
5.0 out of 5 average rating, 5 reviewsCozy house in Schererville
5 – 12 Sept
Condo rentals with a pool
Condo in Chicago
4.74 out of 5 average rating, 147 reviewsCentral Downtown Location-Modern 2BR Condo
8 – 15 July
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
25 Oct – 1 Nov
Condo in Portage
4.94 out of 5 average rating, 68 reviewsUnsalted Stay - Waterfront Condo
25 Sept – 2 Oct
Condo in Portage
5.0 out of 5 average rating, 54 reviewsLuxury Waterfront 2 Bedroom Condo by Lake Michigan
6 – 13 Sept
Condo in Portage
4.91 out of 5 average rating, 23 reviewsSerenity on the Shores
25 Sept – 2 Oct
Condo in Portage
5.0 out of 5 average rating, 6 reviewsHarbor Haven Hideaway
24 – 31 Dec
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
17 – 24 Oct
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
23 – 30 July
Destinations to explore
- Rentals with pools United States
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