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
Home in Chatham
5 out of 5 average rating, 6 reviewsWalk 2Beach, Pool, Hot Tub, GameRoom, PetsOK
Home in Egremont
5 out of 5 average rating, 15 reviewsThe Catamount Haus w. Pool/Hot Tub
Home in Hancock
5 out of 5 average rating, 16 reviewsBougie B's Mountainside Getaway
Home in Sagamore Beach
4.92 out of 5 average rating, 155 reviewsSpacious Upper Cape Retreat with Private Pool
Home in Plymouth
4.91 out of 5 average rating, 90 reviewsOceanfront Estate w/ Indoor Pool & Unmatched Views
Home in Edgartown
4.78 out of 5 average rating, 111 reviewsKatama gem.
Home in Somerset
4.93 out of 5 average rating, 74 reviewsPool, Camp Fires and Porch Swings! Hot Tub. Pets!
Home in Becket
4.88 out of 5 average rating, 17 reviewsWoodland Haven w/ Heated Pool by Evergreen Home
Condo rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 207 reviewsP-Town Beach Beauty on the Bay. Water View!
Condo in Dennis
4.78 out of 5 average rating, 58 reviewsCozy Studio Just Steps Away From the Beach!
Condo in Brewster
4.97 out of 5 average rating, 177 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Condo in Dennis
4.89 out of 5 average rating, 28 reviews1BR 2nd Floor Condo with pool
Condo in Cambridge
5 out of 5 average rating, 49 reviewsModern New Lux Apt/ King bed close to MIT Harvard
Condo in West Dennis, Dennis
4.84 out of 5 average rating, 51 reviewsHidden Hideaway
Condo in Provincetown
4.93 out of 5 average rating, 100 reviewsModern, clean waterviews
Condo in Hancock
4.91 out of 5 average rating, 54 reviewsJiminy Peak Country Inn - ski in/out condo MT view
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