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Vacation rentals with a pool in Massachusetts
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Massachusetts
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 Massachusetts rentals with a pool
House rentals with a pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-39643186/original/a0b6d66d-cb88-47cc-9f03-1b19d0a1fd57.jpeg?im_w=720)
Home in Plymouth
4.9 out of 5 average rating, 220 reviewsOcean Side, Amazing View, close to town/beach, Spa
![](https://a0.muscache.com/im/pictures/ed5cce00-7b5b-421e-b32d-1cdc98d921c8.jpg?im_w=720)
Home in Colrain
4.88 out of 5 average rating, 113 reviewsThe 1770 House
![](https://a0.muscache.com/im/pictures/56cc9eec-fddc-4bec-b155-d8a8e93e5214.jpg?im_w=720)
Home in Plymouth
4.91 out of 5 average rating, 173 reviewsOur Secret Garden
![](https://a0.muscache.com/im/pictures/70607101/32a8f116_original.jpg?im_w=720)
Home in Sagamore Beach
4.91 out of 5 average rating, 148 reviewsSpacious Upper Cape Retreat with Private Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-21204471/original/70f88f3b-5f63-45e2-8d2a-f8b24f7a21dd.jpeg?im_w=720)
Home in Barnstable
4.94 out of 5 average rating, 101 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
![](https://a0.muscache.com/im/pictures/fa71a4d6-508a-40c0-8a45-b85d5b451864.jpg?im_w=720)
Home in Deerfield
4.81 out of 5 average rating, 191 reviewsPerfectly Polished Deerfield Home 5 min to I-91
![](https://a0.muscache.com/im/pictures/miso/Hosting-966032976368796791/original/f011dc78-3d6c-47e3-9947-d7918c3cef2a.jpeg?im_w=720)
Home in Mashpee
5 out of 5 average rating, 5 reviewsPopponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath
![](https://a0.muscache.com/im/pictures/miso/Hosting-1793297/original/7e8e633b-d96b-4f6a-9596-3dceda9e4425.jpeg?im_w=720)
Home in Cotuit
4.93 out of 5 average rating, 15 reviewsShoestringBayHouse, waterfront & pool in Cotuit
Condo rentals with a pool
![](https://a0.muscache.com/im/pictures/0a7935ee-2742-497e-bccd-e601b3220b28.jpg?im_w=720)
Condo in Mashpee
4.97 out of 5 average rating, 111 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
![](https://a0.muscache.com/im/pictures/63ed20d3-155b-45f4-8774-991dea9e321f.jpg?im_w=720)
Condo in Provincetown
4.97 out of 5 average rating, 199 reviewsP-Town Beach Beauty on the Bay. Water View!
![](https://a0.muscache.com/im/pictures/miso/Hosting-35265854/original/2dd3c826-94f1-466c-b71d-4acacaba2b01.jpeg?im_w=720)
Condo in Brewster
4.98 out of 5 average rating, 163 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
![](https://a0.muscache.com/im/pictures/miso/Hosting-21277776/original/6354ed9d-2f8d-4f27-84b3-43f4730dd34f.jpeg?im_w=720)
Condo in Hancock
4.83 out of 5 average rating, 132 reviewsCozy Condo @ Jiminy Peak
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MzU2MDYxNDU%3D/original/0e474b7f-797e-41d0-8a63-80b6866019b5.jpeg?im_w=720)
Condo in Brewster
4.92 out of 5 average rating, 103 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
![](https://a0.muscache.com/im/pictures/miso/Hosting-813757453479404832/original/926cfd93-aa24-40e9-92bd-dea26b0f58fa.jpeg?im_w=720)
Condo in Dennis
4.92 out of 5 average rating, 39 reviewsStylish & Modern Studio Condo - Steps to the Beach
![](https://a0.muscache.com/im/pictures/11def6b1-0cb2-40a3-94ab-9cf261591548.jpg?im_w=720)
Condo in Acton
5 out of 5 average rating, 3 reviewsUpdated cozy one bedroom
![](https://a0.muscache.com/im/pictures/miso/Hosting-903477004389893914/original/0be3e33f-6996-4e62-98b4-b0dc8bdb2aea.jpeg?im_w=720)
Condo in Yarmouth
5 out of 5 average rating, 8 reviewsCarolyn's Bass River Condo
Destinations to explore
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