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 Peabody
4.98 out of 5 average rating, 179 reviewsCozy West Peabody Guest Suite
Guest favourite
Guest suite in Charlton
4.86 out of 5 average rating, 384 reviewsBaker Pond Hideaway
Guest favourite
Guest suite in Ashburnham
4.99 out of 5 average rating, 408 reviewsThe Ginger Bed King Suite
Guest favourite
Apartment in Woburn
5.0 out of 5 average rating, 102 reviewsCharming 1 BR private entrance apt commuters dream
Guest favourite
Farm stay in Southbridge
4.89 out of 5 average rating, 299 reviewsScandanavian Wigwam with Sauna and Forest Baths
Guest favourite
Apartment in Plainfield
4.95 out of 5 average rating, 241 reviewsSunny carriage house apartment
Guest favourite
Apartment in New Bedford
4.99 out of 5 average rating, 104 reviewsOne Bedroom in-law near beach with breakfast
Guest favourite
Barn in Northampton
4.96 out of 5 average rating, 502 reviewsBrookside Carriage House. Private, Great Location.
Destinations to explore
- Cottage rentals Massachusetts
- Bungalow rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Beachfront rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a home theatre Massachusetts
- Monthly Rentals Massachusetts
- Guesthouse rentals Massachusetts
- Rentals with a patio Massachusetts
- Farmstay rentals Massachusetts
- Lakehouse rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with an accessible height toilet Massachusetts
- Apartment rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with a kayak Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with breakfast Massachusetts
- Hotel rentals Massachusetts
- Rentals with a sauna Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with lake access Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with pools Massachusetts
- Waterfront rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with beach access Massachusetts
- Chalet rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Resort rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Bed and breakfasts Massachusetts
- Condo rentals Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Rentals with outdoor seating Massachusetts
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