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
Guesthouse in Framingham
4.98 out of 5 average rating, 212 reviewsPrivate guest house on beautiful country road
Guest favourite
Guest suite in Ashburnham
4.99 out of 5 average rating, 408 reviewsThe Ginger Bed King Suite
Guest favourite
Guest suite in Stoughton
4.99 out of 5 average rating, 174 reviewsModern private studio with outdoor hot tub!
Guest favourite
Guest suite in Warren
4.95 out of 5 average rating, 277 reviewsCraig's Cove
Guest favourite
Chalet in Otis
4.94 out of 5 average rating, 355 reviewsMid-Century Glass Octagon in the Berkshires
Guest favourite
Apartment in Woburn
5.0 out of 5 average rating, 103 reviewsCharming 1 BR private entrance apt commuters dream
Guest favourite
Farm stay in Southbridge
4.89 out of 5 average rating, 301 reviewsScandanavian Wigwam with Sauna and Forest Baths
Guest favourite
Guest suite in Medford
4.91 out of 5 average rating, 137 reviewsBeautiful 1 Bedroom, 1 Bathroom in Medford
Destinations to explore
- Rentals with an accessible height toilet Massachusetts
- Rentals with breakfast Massachusetts
- Waterfront rentals Massachusetts
- Monthly Rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Luxury rentals Massachusetts
- Rentals with lake access Massachusetts
- Cottage rentals Massachusetts
- Guesthouse rentals Massachusetts
- Beachfront rentals Massachusetts
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- Rentals with a sauna Massachusetts
- Lakehouse rentals Massachusetts
- Farmstay rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Rentals with a patio Massachusetts
- Rentals with an accessible height bed Massachusetts
- Loft rentals Massachusetts
- Pet-friendly rentals Massachusetts
- Rentals with a home theatre Massachusetts
- Bungalow rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Wheelchair accessible rentals Massachusetts
- Apartment rentals Massachusetts
- Hotel rentals Massachusetts
- Resort rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Kid-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Rentals with a fire pit Massachusetts
- Rentals with pools Massachusetts
- Condo rentals Massachusetts
- Barn rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with a hot tub Massachusetts
- Rentals with outdoor seating Massachusetts
- Smoking-friendly rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Rentals with beach access Massachusetts
- Private suite rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Bed and breakfasts Massachusetts
- Chalet rentals Massachusetts
- Rentals with a kayak Massachusetts
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