Resort vacation rentals in Massachusetts
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Top-rated resort rentals in Massachusetts
Guests agree: these resort rentals 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 resort rentals
Family-friendly resort rentals
Hotel room in Brewster
4.46 out of 5 average rating, 56 reviewsOcean Edge Resort One Bedroom Villa
Nov 29 – Dec 6
Resort in Brewster
4.35 out of 5 average rating, 81 reviewsOcean Edge Resort One Bedroom Villa
Jan 13 – 20
Resort in Dennis
4.75 out of 5 average rating, 4 reviewsBeachfront 1 BR Suite, Dennis Port July 12 - 19
Apr 15 – 22
Resort in Brewster
4.52 out of 5 average rating, 46 reviewsOcean Edge Resort One Bedroom Condo
Jan 12 – 19
Resort in Dennis
4.6 out of 5 average rating, 5 reviewsOcean front 2-bedroom suite on beautiful beach
Dec 16 – 23
Resort rentals with a pool
Resort in Dennis
4.67 out of 5 average rating, 3 reviewsBeachside Cape Cod Resort
Jun 22 – 29
Resort in Dennis
4.75 out of 5 average rating, 4 reviewsBeachfront 1 BR Suite, Dennis Port July 12 - 19
Apr 15 – 22
Resort in Hancock
4.66 out of 5 average rating, 180 reviewsCountry Inn Suite at Jiminy Peak - No fees added
May 9 – 16
Hotel room in Wellfleet
4.87 out of 5 average rating, 38 reviewsThe Motel at Even'tide Resort - One Queen Bed
Jul 19 – 26
Hotel room in Wellfleet
4.82 out of 5 average rating, 11 reviewsThe Motel at Even'tide Resort - One Bedroom Suite
May 19 – 26
Resort in Hancock
4.62 out of 5 average rating, 68 reviewsCountry Village 3 Bedroom at Jiminy Peak- No fees!
Sep 19 – 26
Hotel room in Wellfleet
4.63 out of 5 average rating, 27 reviewsThe Motel at Even'tide Resort - One King Bed
Jun 9 – 16
Resort in Hancock
4.76 out of 5 average rating, 29 reviewsMountainside 2 Bedroom at Jiminy Peak- No fees!
Aug 18 – 25
Resort rentals with a gym
Hotel room in Wellfleet
4.82 out of 5 average rating, 11 reviewsThe Motel at Even'tide Resort - One Bedroom Suite
May 19 – 26
Resort in Hancock
4.62 out of 5 average rating, 68 reviewsCountry Village 3 Bedroom at Jiminy Peak- No fees!
Sep 19 – 26
Hotel room in Wellfleet
4.63 out of 5 average rating, 27 reviewsThe Motel at Even'tide Resort - One King Bed
Jun 9 – 16
Resort in Hancock
4.76 out of 5 average rating, 29 reviewsMountainside 2 Bedroom at Jiminy Peak- No fees!
Aug 18 – 25
Hotel room in Wellfleet
The Motel at Even'tide Resort - Studio Efficiency
Aug 25 – Sep 1
Resort in Hancock
Club Wyndham Bentley Brook - One Bedroom Suite
Sep 30 – Oct 7
Resort in Hancock
Large 1 Bedroom- Vacation Village in Berkshires
Jul 14 – 21
Resort in Hancock
Club Wyndham Bentley Brook - Studio
May 14 – 21
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