Resort holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for resort rentals in Massachusetts
Family-friendly resort rentals
Hotel room in Brewster
4.46 out of 5 average rating, 56 reviewsOcean Edge Resort One Bedroom Villa
10–17 Feb
Resort in Brewster
4.35 out of 5 average rating, 81 reviewsOcean Edge Resort One Bedroom Villa
24–31 Jan
Resort in Dennis
4.75 out of 5 average rating, 4 reviewsBeachfront 1 BR Suite, Dennis Port July 12 - 19
5–12 Aug
Resort in Brewster
4.52 out of 5 average rating, 46 reviewsOcean Edge Resort One Bedroom Condo
14–21 Oct
Resort in Dennis
4.6 out of 5 average rating, 5 reviewsOcean front 2-bedroom suite on beautiful beach
5–12 Dec
Resort rentals with a pool
Resort in Dennis
4.67 out of 5 average rating, 3 reviewsBeachside Cape Cod Resort
22–29 Jun
Resort in Dennis
4.75 out of 5 average rating, 4 reviewsBeachfront 1 BR Suite, Dennis Port July 12 - 19
5–12 Aug
Resort in Hancock
4.66 out of 5 average rating, 180 reviewsCountry Inn Suite at Jiminy Peak - No fees added
1–8 Jul
Hotel room in Wellfleet
4.87 out of 5 average rating, 38 reviewsThe Motel at Even'tide Resort - One Queen Bed
19–26 Jul
Hotel room in Wellfleet
4.82 out of 5 average rating, 11 reviewsThe Motel at Even'tide Resort - One Bedroom Suite
19–26 May
Resort in Hancock
4.62 out of 5 average rating, 68 reviewsCountry Village 3 Bedroom at Jiminy Peak- No fees!
19–26 Sept
Hotel room in Wellfleet
4.63 out of 5 average rating, 27 reviewsThe Motel at Even'tide Resort - One King Bed
9–16 Jun
Resort in Hancock
4.76 out of 5 average rating, 29 reviewsMountainside 2 Bedroom at Jiminy Peak- No fees!
4–11 Sept
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
19–26 May
Resort in Hancock
4.62 out of 5 average rating, 68 reviewsCountry Village 3 Bedroom at Jiminy Peak- No fees!
19–26 Sept
Hotel room in Wellfleet
4.63 out of 5 average rating, 27 reviewsThe Motel at Even'tide Resort - One King Bed
9–16 Jun
Resort in Hancock
4.76 out of 5 average rating, 29 reviewsMountainside 2 Bedroom at Jiminy Peak- No fees!
4–11 Sept
Hotel room in Wellfleet
The Motel at Even'tide Resort - Studio Efficiency
25 Aug – 1 Sept
Resort in Hancock
Club Wyndham Bentley Brook - One Bedroom Suite
13–20 Sept
Resort in Hancock
Large 1 Bedroom- Vacation Village in Berkshires
25 Aug – 1 Sept
Resort in Hancock
Club Wyndham Bentley Brook - Studio
12–19 May
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- Resort rentals United States
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