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 Winchendon
4.92 out of 5 average rating, 12 reviewsAmazing Lakefront Home with Pool- Tatum's Place
Home in Egremont
5 out of 5 average rating, 15 reviewsThe Catamount Haus w. Pool/Hot Tub
Home in Mashpee
5 out of 5 average rating, 9 reviewsPopponesset-Pool, hot tub, fire pit; 3-Bds, 4 bath
Home in Hancock
5 out of 5 average rating, 14 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 Lanesborough
5 out of 5 average rating, 7 reviewsMountain Blossom Retreat by Evergreen Home
Home in Barnstable
4.95 out of 5 average rating, 113 reviewsPrivate Pool, near beaches, 3 BR/3 BA, Central Air
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 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, 48 reviewsModern New Lux Apt/ King bed close to MIT Harvard
Condo in Dennis
4.84 out of 5 average rating, 58 reviewsStylish & Modern Studio Condo - Steps to the Beach
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
Condo in Dennis
4.95 out of 5 average rating, 44 reviewsNov discount - Fall Cape Escape -Centrally located
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