
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

Home in Bellingham
5 out of 5 average rating, 25 reviewsPeaceful lakeside retreat
Top guest favourite

Home in Holliston
4.97 out of 5 average rating, 93 reviewsAll New Private Country Setting (2 Level-No Share)
Guest favourite

Flat in Westford
4.94 out of 5 average rating, 96 reviewsLarge One Bedroom Apartment
Superhost

Home in Great Barrington
5 out of 5 average rating, 3 reviewsBerkshires Black Abbey
Top guest favourite

Cottage in Holland
5 out of 5 average rating, 46 reviewsBlissfully Peaceful Cottage nestled on a lake
Top guest favourite

Tent in Chester
5 out of 5 average rating, 10 reviewsLuxury Glamping, Private, Wood Burning Hot Tub
Guest favourite

Tiny home in New Marlborough
4.94 out of 5 average rating, 98 reviewsCozy Tiny House • Private River & Wood Sauna
Top guest favourite

Home in Plymouth
5 out of 5 average rating, 33 reviewsCozy home near downtown
Destinations to explore
- Fitness-friendly rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Flat rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with pools Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Cabin rentals Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with beach access Massachusetts
- Chalet rentals Massachusetts
- Bungalow rentals Massachusetts
- Luxury rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Hotel rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with breakfast Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Cottage rentals Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with lake access Massachusetts
- Family-friendly rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Barn rentals Massachusetts
- Beach house rentals Massachusetts
- Beachfront rentals Massachusetts
- Rentals with a cinema Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a firepit Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Waterfront rentals Massachusetts
- Bed and breakfasts Massachusetts
- Boutique hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Apartment rentals Massachusetts
- Rentals with a sauna Massachusetts
- Smoking-friendly rentals Massachusetts
- Guest house rentals Massachusetts
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- Things to do Massachusetts
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