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Vacation rentals with a pool in Hampshire County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hampshire 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 Hampshire County rentals with a pool
House rentals with a pool
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Home in South Hadley
Pool, Pickleball, 3 bed/2 bath
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6NjE2NzI5NDg4NTYzNTgzMzkx/original/1987a929-5921-48b6-8c83-d5eb0e1985b2.jpeg?im_w=720)
Superhost
Home in Williamsburg
5 out of 5 average rating, 4 reviewsValley View Farms Home Pool Hot Tub EV Charger
![](https://a0.muscache.com/im/pictures/a6a330cd-ee01-495f-99e5-302d4a7e8638.jpg?im_w=720)
Superhost
Home in Worthington
Morning Side
![](https://a0.muscache.com/im/pictures/fa71a4d6-508a-40c0-8a45-b85d5b451864.jpg?im_w=720)
Superhost
Home in Deerfield
4.8 out of 5 average rating, 196 reviewsPerfectly Polished Deerfield Home 5 min to I-91
![](https://a0.muscache.com/im/pictures/miso/Hosting-812353630139434779/original/48380701-bb4d-4333-a94a-913eab93131e.jpeg?im_w=720)
Guest favorite
Home in Amherst
5 out of 5 average rating, 29 reviewsCalm Post+Beam Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-50616692/original/8840debd-e168-49bb-b40b-304a19cfc665.jpeg?im_w=720)
Guest favorite
Home in Chesterfield
4.98 out of 5 average rating, 50 reviewsHigh Field Farm
![](https://a0.muscache.com/im/pictures/miso/Hosting-583476823976077097/original/bfecec1f-b28a-4718-b021-4c92854f0722.jpeg?im_w=720)
Home in Amherst
5 out of 5 average rating, 8 reviewsStay in Robert Frost's beautiful house
![](https://a0.muscache.com/im/pictures/miso/Hosting-1090731548755667185/original/4777f6bf-f336-487a-8781-fdcbb20afa32.png?im_w=720)
Home in Granby
4.69 out of 5 average rating, 13 reviewsSerene Rustic Hideaway w/ Pool in Granby!
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