Resort vacation rentals in Massachusetts
Find and book unique resorts on Airbnb
Top-rated resorts in Massachusetts
Guests agree: these resorts 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 resorts
Family-friendly resorts
Hotel room in Brewster
4.46 out of 5 average rating, 56 reviewsOcean Edge Resort One Bedroom Villa
Resort in Brewster
4.35 out of 5 average rating, 81 reviewsOcean Edge Resort One Bedroom Villa
Resort in Dennis
4.75 out of 5 average rating, 4 reviewsBeachfront 1 BR Suite, Dennis Port July 12 - 19
Resort in Dennis
4.6 out of 5 average rating, 5 reviewsOcean front 2-bedroom suite on beautiful beach
Resort in Brewster
4.52 out of 5 average rating, 46 reviewsOcean Edge Resort One Bedroom Condo
Resort rentals with a pool
Resort in Chatham
5.0 out of 5 average rating, 14 reviewsPleasant Bay Village Resort - Extra Deluxe Queen
Resort in Chatham
5.0 out of 5 average rating, 3 reviewsLower Deluxe Two Bedroom Cottage
Resort in Chatham
5.0 out of 5 average rating, 7 reviewsUpper Deluxe Two Bedroom Cottage
Resort in Chatham
4.88 out of 5 average rating, 16 reviewsPleasant Bay Village Resort - Rear Deluxe Studio
Resort in Chatham
Front Deluxe Efficiency Studio
Resort in Chatham
One Bedroom Cottage Suite
Resort rentals with a gym
Hotel room in Wellfleet
4.82 out of 5 average rating, 11 reviewsThe Even'tide - One Bedroom Suite
Resort in Hancock
4.77 out of 5 average rating, 30 reviewsMountainside 2 Bedroom at Jiminy Peak- No fees!
Hotel room in Wellfleet
4.63 out of 5 average rating, 27 reviewsThe Even'tide - One King Bed
Resort in Hancock
Club Wyndham Bentley Brook - One Bedroom Suite
Resort in Pittsfield
Charming 1 Bedroom - 4 Star Resort w/ pool
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