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 Plymouth
4.92 out of 5 average rating, 172 reviewsOur Secret Garden
Home in North Truro
4.93 out of 5 average rating, 102 reviewsHeated Pool all year, Beach, Pets, ADA, EV Charge
Home in Oak Bluffs
4.94 out of 5 average rating, 173 reviewsSpectacular beach & pool combo; beautiful sunsets!
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Home in Hopkinton
4.95 out of 5 average rating, 138 reviewsHopkinton Mass 3+ Bedrooms - Great location!
Home in Sagamore Beach
4.91 out of 5 average rating, 147 reviewsSpacious Upper Cape Retreat with Private Pool
Home in Deerfield
4.81 out of 5 average rating, 189 reviewsPerfectly Polished Deerfield Home 5 min to I-91
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Condo rentals with a pool
Condo in Provincetown
4.97 out of 5 average rating, 194 reviewsP-Town Beach Beauty on the Bay. Water View!
Condo in Brewster
4.97 out of 5 average rating, 158 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Condo in Brewster
4.92 out of 5 average rating, 103 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Condo in West Dennis, Dennis
4.78 out of 5 average rating, 32 reviewsHidden Hideaway
Condo in Dennis
4.94 out of 5 average rating, 33 reviewsStylish & Modern Studio Condo - Steps to the Beach
Condo in Dennis
4.91 out of 5 average rating, 74 reviewsThe Sea Salt Studio - Steps to the Beach!
Condo in Yarmouth
5.0 out of 5 average rating, 5 reviewsCarolyn's Bass River Condo
Destinations to explore
- Rentals with pools United States
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- Rentals with pools Cape Cod
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