
Holiday rentals in Massachusetts
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Top-rated holiday rentals in Massachusetts
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Massachusetts holiday rentals
Other great holiday rentals in Massachusetts
Top guest favourite

Guest house in Gloucester
4.94 out of 5 average rating, 80 reviewsCharming Guesthouse with Access to Private Beach
Guest favourite

Flat in Westford
4.94 out of 5 average rating, 103 reviewsLarge One Bedroom Apartment
Superhost

Tiny home in Orange
4.91 out of 5 average rating, 398 reviewsThe Writer's Retreat: A Sweetwater Stay
Top guest favourite

Guest suite in Beverly
4.99 out of 5 average rating, 82 reviewsShoreview Studio Lounge
Guest favourite

Guest house in Agawam
5 out of 5 average rating, 5 reviewsGuesthouse near Six Flags
Top guest favourite

Home in Plymouth
5 out of 5 average rating, 11 reviewsOcean view home on Cape Cod Bay
Top guest favourite

Home in New Bedford
4.99 out of 5 average rating, 249 reviewsHistoric Cobblestone Carriage House near Downtown
Top guest favourite

Flat in Hadley
4.96 out of 5 average rating, 51 reviewsHome Away From Home
Destinations to explore
- Waterfront rentals Massachusetts
- Rentals with a cinema Massachusetts
- Beach house rentals Massachusetts
- Rentals with lake access Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a hot tub Massachusetts
- Lakehouse rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with pools Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Barn rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with breakfast Massachusetts
- Farm stay rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Beachfront rentals Massachusetts
- Bungalow rentals Massachusetts
- Hotel rentals Massachusetts
- Cottage rentals Massachusetts
- Rentals with beach access Massachusetts
- Family-friendly rentals Massachusetts
- Guest house rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Bed and breakfasts Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with a sauna Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Boutique hotel rentals Massachusetts
- Flat rentals Massachusetts
- Private suite rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with a firepit Massachusetts
- Tiny house rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Chalet rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Things to do Massachusetts
- Tours Massachusetts
- Sports activities Massachusetts
- Art and culture Massachusetts
- Food and drink Massachusetts
- Sightseeing Massachusetts
- Nature and outdoors Massachusetts
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