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
Cabin in Littleton
Private & Remote, Enjoy Outdoors, Sleep in Luxury
Guest favourite
Guest house in Framingham
Private guest house on beautiful country road
Guest favourite
Guest suite in Medford
Beautiful 1 Bedroom, 1 Bathroom in Medford
Guest favourite
Guest house in Plymouth
A peaceful retreat on Cape Cod Bay
Guest favourite
Barn in Northampton
Brookside Carriage House. Private, Great Location.
Guest favourite
Rental unit in Woburn
Charming 1 BR private entrance apt commuters dream
Guest favourite
Farm stay in Southbridge
Scandanavian Wigwam with Sauna and Forest Baths
Guest favourite
Guest suite in Gloucester
Live Like a Local, Just Steps From The Beach
Destinations to explore
- Ski-in/ski-out rentals Massachusetts
- Rentals with a firepit Massachusetts
- Bungalow rentals Massachusetts
- Bed and breakfasts Massachusetts
- Townhouse rentals Massachusetts
- Monthly Rentals Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with beach access Massachusetts
- Guest house rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Rentals with breakfast Massachusetts
- Cabin rentals Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Beachfront rentals Massachusetts
- Luxury rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with pools Massachusetts
- Rentals with a patio Massachusetts
- Boutique hotel rentals Massachusetts
- Private suite rentals Massachusetts
- Rentals with a cinema Massachusetts
- Waterfront rentals Massachusetts
- Lakehouse rentals Massachusetts
- Flat rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with lake access Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with a hot tub Massachusetts
- Beach house rentals Massachusetts
- Chalet rentals Massachusetts
- Cottage rentals Massachusetts
- Hotel rentals Massachusetts
- Apartment rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Barn rentals Massachusetts
- Resort rentals Massachusetts
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