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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
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Guest favorite
Home in Yonkers
4.89 out of 5 average rating, 44 reviewsBeautiful home w/ outdoor space + Pool/Hot tub~new
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Guest favorite
Home in Stamford
5 out of 5 average rating, 41 reviewsGameroom, backyard + pool! 7m to train + downtown
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Guest favorite
Home in Wilton
5 out of 5 average rating, 11 reviewsHistoric 3 Acre Estate | Pool+HotTub | Firepit+BBQ
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Guest favorite
Home in Ossining
5 out of 5 average rating, 11 reviewsPool/HotTub - Close to NYC
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Superhost
Home in Port Chester
5 out of 5 average rating, 8 reviewsLabrador Manor: Westchester County Home with Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-909903389918331510/original/d212b0bd-6cd2-431b-961d-bb903b05dad3.jpeg?im_w=720)
Guest favorite
Home in Philipstown
5 out of 5 average rating, 16 reviewsModern Cottage in the Woods, Garrison
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Guest favorite
Home in Highland Falls
4.96 out of 5 average rating, 51 reviewsWest Point Hudson Valley Getaway
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Guest favorite
Home in North Salem
4.89 out of 5 average rating, 19 reviewsNorth Salem Home with Pool & Great Yard
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