Vacation rentals with a pool in Westchester County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Westchester 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
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Popular amenities for Westchester County rentals with a pool
House rentals with a pool
Superhost
Home in Port Chester
5 out of 5 average rating, 10 reviewsLabrador Manor: Westchester County Home with Pool
Home in Rye
5 out of 5 average rating, 4 reviewsRye: Pool New modern house HOT!
Guest favorite
Home in Stamford
5 out of 5 average rating, 5 reviewsNew 4BR Private CT Estate only 1 hr from NYC
Home in Peekskill
4.66 out of 5 average rating, 58 reviewsCharming Riverview House at the Inn on the Hudson
Guest favorite
Home in Wilton
5 out of 5 average rating, 18 reviewsHistoric 3 Acre Estate | Pool+HotTub | Firepit+BBQ
Guest favorite
Home in Stamford
5 out of 5 average rating, 49 reviewsGameroom, backyard + pool! 7m to train + downtown
Guest favorite
Home in Ossining
5 out of 5 average rating, 14 reviewsPool/HotTub - Close to NYC
Guest favorite
Home in North Salem
4.93 out of 5 average rating, 30 reviewsNorth Salem Home with Pool & Great Yard
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