Holiday houses 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 suite in Brewster
4.95 out of 5 average rating, 156 reviewsCozy and Secluded Apartment/Seasonal garden view
Guest favourite
Tiny home in Wellfleet
4.98 out of 5 average rating, 238 reviewsWriter's Cabin in Woods near Wellfleet Bay
Guest favourite
Home in Southwick
4.99 out of 5 average rating, 184 reviewsLinny's Lakeview Cottage
Guest favourite
Apartment in Woburn
5.0 out of 5 average rating, 100 reviewsCharming 1 BR private entrance apt commuters dream
Guest favourite
Guest suite in Rockport
4.99 out of 5 average rating, 616 reviewsHalibut Point State Park. Nature Lovers Retreat
Superhost
Cabin in Plymouth
4.83 out of 5 average rating, 952 reviewsTraditional Log House Near Cape Cod/Boston
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 352 reviewsMid-Century Glass Octagon in the Berkshires
Guest favourite
Guesthouse in Framingham
4.98 out of 5 average rating, 208 reviewsPrivate guest house on beautiful country road
Destinations to explore
- Rentals with a sauna Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Bungalow rentals Massachusetts
- Cottage rentals Massachusetts
- Hotel rentals Massachusetts
- Barn rentals Massachusetts
- Monthly Rentals Massachusetts
- Family-friendly rentals Massachusetts
- Farmstay rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with lake access Massachusetts
- Waterfront rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with a patio Massachusetts
- Guesthouse rentals Massachusetts
- Resort rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Private suite rentals Massachusetts
- Rentals with a home theatre Massachusetts
- Beachfront rentals Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with pools Massachusetts
- Cabin rentals Massachusetts
- Condo rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with beach access Massachusetts
- Apartment rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Beach house rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Townhouse rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Chalet rentals Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with outdoor seating Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a washing machine and dryer Massachusetts
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