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
Home in Plymouth
4.92 out of 5 average rating, 171 reviewsOur Secret Garden
Home in Oak Bluffs
4.94 out of 5 average rating, 170 reviewsSpectacular beach & pool combo; beautiful sunsets!
Home in Colrain
4.88 out of 5 average rating, 112 reviewsThe 1770 House
Home in Deerfield
4.81 out of 5 average rating, 187 reviewsPerfectly Polished Deerfield Home 5 min to I-91
Home in Sheffield
4.85 out of 5 average rating, 114 reviewsRace Mountain House
Home in Lawrence
4.95 out of 5 average rating, 63 reviewsCozy single family ranch style main floor
Home in Nahant
4.96 out of 5 average rating, 68 reviewsHouse by the Sea - Glocca Morra
Home in Somerset
5.0 out of 5 average rating, 67 reviewsBeachfront NEW Pool&HotTub/ Sauna & Panoramic view
Condo rentals with a pool
Condo in Mashpee
4.97 out of 5 average rating, 103 reviewsSleep 6 @ New Seabury w/ Pool Access, All Seasons!
Condo in Brewster
4.97 out of 5 average rating, 158 reviewsOcean Edge Resort-Pool Access-End Unit-2 bdr/2 bth
Condo in Provincetown
4.97 out of 5 average rating, 192 reviewsP-Town Beach Beauty on the Bay. Water View!
Condo in Hancock
4.83 out of 5 average rating, 131 reviewsCozy Condo @ Jiminy Peak
Condo in Brewster
4.92 out of 5 average rating, 103 reviews🌊Cape Escape Nestled in an Amenity Rich Resort🏖
Condo in Dennis
4.93 out of 5 average rating, 30 reviewsStylish & Modern Studio Condo - Steps to the Beach
Condo in Dennis
4.9 out of 5 average rating, 72 reviewsThe Sea Salt Studio - Steps to the Beach!
Condo in Acton
5.0 out of 5 average rating, 3 reviewsUpdated cozy one bedroom
Destinations to explore
- Rentals with pools United States
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