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
Get the amount of space that is right for you
Popular amenities for Massachusetts holiday rentals
Other great holiday rentals in Massachusetts
Guest favourite
Guest house in Westminster
4.98 out of 5 average rating, 301 reviewsGuest House - 4 miles from Wachusett Mt.
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 351 reviewsMid-Century Glass Octagon in the Berkshires
Guest favourite
Guest suite in Uxbridge
5.0 out of 5 average rating, 126 reviewsZen Inspired Private Suite with 2-mile Trail Loop
Guest favourite
Guest suite in Peabody
4.98 out of 5 average rating, 177 reviewsCozy West Peabody Guest Suite
Guest favourite
Farm stay in Southbridge
4.89 out of 5 average rating, 295 reviewsScandanavian Wigwam with Sauna and Forest Baths
Guest favourite
Guest suite in Littleton
4.91 out of 5 average rating, 317 reviewsHistoric Loft with bathroom & kitchenette
Guest favourite
Flat in New Bedford
4.99 out of 5 average rating, 102 reviewsOne Bedroom in-law near beach with breakfast
Guest favourite
Guest house in Framingham
4.98 out of 5 average rating, 203 reviewsPrivate guest house on beautiful country road
Destinations to explore
- Family-friendly rentals Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with a cinema Massachusetts
- Rentals with breakfast Massachusetts
- Hotel rentals Massachusetts
- Resort rentals Massachusetts
- Cottage rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with lake access Massachusetts
- Monthly Rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Cabin rentals Massachusetts
- Barn rentals Massachusetts
- Beach house rentals Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Beachfront rentals Massachusetts
- Farm stay rentals Massachusetts
- Bungalow rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Guest house rentals Massachusetts
- Apartment rentals Massachusetts
- Flat rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with a firepit Massachusetts
- Luxury rentals Massachusetts
- Rentals with beach access Massachusetts
- Private suite rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with pools Massachusetts
- Rentals with a kayak Massachusetts
- Smoking-friendly rentals Massachusetts
- Townhouse rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a hot tub Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with outdoor seating Massachusetts
- Waterfront rentals Massachusetts
- Chalet rentals Massachusetts
- Boutique hotel rentals Massachusetts
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