Vacation 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.
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Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cook County rentals with a pool
House rentals with a pool
Superhost
Home in Schaumburg
5.0 out of 5 average rating, 3 reviewsParadise 4BR w/ Pool & Games
Guest favorite
Home in Plainfield
4.95 out of 5 average rating, 62 reviewsUnique Spanish style Home (w/heated pool)
Guest favorite
Home in Schaumburg
4.93 out of 5 average rating, 14 reviewsSchaumburg Woodfield Pool House 4bedroom 2.5bath
Guest favorite
Home in Glen Ellyn
4.94 out of 5 average rating, 17 reviewsGlen Ellyn Home
Guest favorite
Home in Chicago
4.86 out of 5 average rating, 37 reviewsLuxury Cabin in Lakeview
Superhost
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Home in Gary
4.82 out of 5 average rating, 213 reviewsOasis , Near Beach, Hard Rock and Dunes
Guest favorite
Home in Schererville
5.0 out of 5 average rating, 5 reviewsCozy house in Schererville
Condo rentals with a pool
Superhost
Condo in Chicago
4.74 out of 5 average rating, 147 reviewsCentral Downtown Location-Modern 2BR Condo
Guest favorite
Condo in Elk Grove Village
4.95 out of 5 average rating, 56 reviewsJust remodeled apartment close to airport and mall
Guest favorite
Condo in Portage
4.92 out of 5 average rating, 24 reviewsSerenity on the Shores
Guest favorite
Condo in Portage
5.0 out of 5 average rating, 6 reviewsHarbor Haven Hideaway
Condo in Chicago
4.75 out of 5 average rating, 16 reviewsLovely condo studio
Condo in Chicago
4.7 out of 5 average rating, 27 reviews1 bedroom in the heart of downtown Chicago.
Condo in Portage
New place to stayDuneside Haven
Guest favorite
Condo in Evanston
4.95 out of 5 average rating, 79 reviews"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Destinations to explore
- Rentals with pools United States
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