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.
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
Home in Plainfield
Unique Spanish style Home (w/heated pool)
Home in Schaumburg
Schaumburg Woodfield Pool House 4bedroom 2.5bath
Home in Chicago
Luxury Cabin in Lakeview
Home in Chicago Heights
Olympia field -matteson IL- homewood, park forest
Home in Gary
Oasis , Near Beach, Hard Rock and Dunes
Home in New Lenox
Cheerful home. Heated pool, Hot tub!
Home in Plainfield
Pool* 3 King beds* Grill & Patio* 30mi to Chicago
Home in Olympia Fields
Luxurious South Suburban Villa
Condo rentals with a pool
Condo in Chicago
Central Downtown Location-Modern 2BR Condo
Condo in Portage
Serenity on the Shores
Condo in Portage
Unsalted Stay - Waterfront Condo
Condo in Portage
Luxury Waterfront 2 Bedroom Condo by Lake Michigan
Condo in Lombard
Pond View, Washer Dryer, Non Smoking, Pet Free
Condo in Chicago
Lovely condo studio
Condo in Chicago
1 bedroom in the heart of downtown Chicago.
Condo in Evanston
"Bliss of Evanston" 180°view, 2BDR +2Bath Urbanlux
Destinations to explore
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