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Holiday 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.
Holiday 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/prohost-api/Hosting-1071166639033574033/original/5c4c294e-a0b4-4b08-8d77-364684221771.jpeg?im_w=720)
Home in Falmouth
4.86 out of 5 average rating, 14 reviewsSerene 3BR Dog Friendly | Pool | Fireplace
![](https://a0.muscache.com/im/pictures/miso/Hosting-45921080/original/1683d5d2-fc74-4518-b1a9-ea965d30a3fe.jpeg?im_w=720)
Home in Sandwich
4.99 out of 5 average rating, 74 reviews"Cape Escape" luxury home w/pool & beach access.
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1111490872001543469/original/6e435f2d-386a-4ed6-a68e-aa71f2a76aa9.jpeg?im_w=720)
Home in Lanesborough
5 out of 5 average rating, 6 reviewsMountain Blossom Retreat by Evergreen Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-811541702284466072/original/3a91c146-a131-4c37-a554-63b7e0fd7ca4.jpeg?im_w=720)
Home in Plymouth
4.91 out of 5 average rating, 69 reviews5Br | Ocean View | Indoor Pool | Steps From Beach!
![](https://a0.muscache.com/im/pictures/13939bd8-8400-4be9-9043-b4ee6fb35b7f.jpg?im_w=720)
Home in Nahant
4.96 out of 5 average rating, 72 reviewsHouse by the Sea - Glocca Morra
![](https://a0.muscache.com/im/pictures/prohost-api/Hosting-1132461308023351490/original/0eecaa54-923c-4c15-8f8a-93ff9bd0ff63.jpeg?im_w=720)
Home in Great Barrington
Berkshires Tranquil Retreat With Pool
![](https://a0.muscache.com/im/pictures/miso/Hosting-769681564716798737/original/7d638f90-7e8f-4e9b-a637-dba135377c8e.jpeg?im_w=720)
Home in Bourne
5 out of 5 average rating, 22 reviewsCape House with Pool by Canal
![](https://a0.muscache.com/im/pictures/miso/Hosting-44656279/original/07a7a2b0-9a03-4e9b-8ce4-e87748703d7e.jpeg?im_w=720)
Home in Wareham
4.94 out of 5 average rating, 64 reviewsEdgewater Coastal Retreat with Heated Pool
Condo rentals with a pool
![](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, 166 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
4.84 out of 5 average rating, 134 reviewsCozy Condo @ Jiminy Peak
![](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/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MzU2MDYxNDU%3D/original/0e474b7f-797e-41d0-8a63-80b6866019b5.jpeg?im_w=720)
Condo in Brewster
4.92 out of 5 average rating, 108 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
![](https://a0.muscache.com/im/pictures/97395e3d-cae2-46ba-9c10-046ee6153c39.jpg?im_w=720)
Condo in Provincetown
4.93 out of 5 average rating, 100 reviewsModern, clean peaceful water view
![](https://a0.muscache.com/im/pictures/miso/Hosting-37320495/original/72034ae1-3753-49ad-a05d-85eb8c6cd5f0.jpeg?im_w=720)
Condo in Provincetown
4.92 out of 5 average rating, 48 reviewsSeagrass Inn a Provincetown Beach Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-51351363/original/89955164-d338-450e-8460-95d1497bac2e.jpeg?im_w=720)
Condo in West Dennis, Dennis
4.83 out of 5 average rating, 40 reviewsHidden Hideaway
![](https://a0.muscache.com/im/pictures/9bfaf4d6-0374-4c92-a79d-b8003fff9d23.jpg?im_w=720)
Condo in Dennis
4.9 out of 5 average rating, 83 reviewsThe Sea Salt Studio - Steps to the Beach!
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