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
Tiny home in Wellfleet
4.98 out of 5 average rating, 238 reviewsWriter's Cabin in Woods near Wellfleet Bay
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, 297 reviewsScandanavian Wigwam with Sauna and Forest Baths
Guest favourite
Guest house in Framingham
4.98 out of 5 average rating, 208 reviewsPrivate guest house on beautiful country road
Guest favourite
Guest suite in Uxbridge
4.99 out of 5 average rating, 284 reviewsBeautiful, Unique, & Cozy Cedar Flat
Guest favourite
Guest suite in Charlton
4.86 out of 5 average rating, 384 reviewsBaker Pond Hideaway
Guest favourite
Guest suite in Stoughton
4.99 out of 5 average rating, 172 reviewsModern private studio with outdoor hot tub!
Guest favourite
Flat in Woburn
5.0 out of 5 average rating, 100 reviewsCharming 1 BR private entrance apt commuters dream
Destinations to explore
- Ski-in/ski-out rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a patio Massachusetts
- Luxury rentals Massachusetts
- Beachfront rentals Massachusetts
- Rentals with lake access Massachusetts
- Lakehouse rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a cinema Massachusetts
- Monthly Rentals Massachusetts
- Waterfront rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Barn rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Cottage rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with a sauna Massachusetts
- Resort rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Bungalow rentals Massachusetts
- Beach house rentals Massachusetts
- Rentals with a firepit Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a kayak Massachusetts
- Hotel rentals Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Flat rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Boutique hotel rentals Massachusetts
- Apartment rentals Massachusetts
- Cabin rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Guest house rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with pools Massachusetts
- Rentals with beach access Massachusetts
- Private suite rentals Massachusetts
- Chalet rentals Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with a washing machine and dryer Massachusetts
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