
Luxury rentals in Massachusetts
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Top-rated luxury 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
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Popular amenities for Massachusetts luxury holiday rentals
Other great luxury holiday rentals in Massachusetts
Luxe

Place to stay in Lenox
The Kemble Berkshires
Luxe

Home in Barnstable
Life takes you down many paths,but my favorite one
Luxe

Home in Barnstable
Luxury home with 2 pools on the water. RPMS081
Luxe

Home in Nantucket
5 out of 5 average rating, 10 reviewsThe Dunes
Luxe

Home in Harwich
4.71 out of 5 average rating, 24 reviewsLuxurious Estate, Private Heated pool!
Luxe

Place to stay in Historic district, Nantucket
Morning Dew
Luxe

Home in Harwich
Exclusive Harwich Haven: Pool, Spa and More
Luxe

Home in Chatham
Elevate Your Chatham Stay: Luxury w/ Pool & Beach
Destinations to explore
- Waterfront rentals Massachusetts
- Rentals with beach access Massachusetts
- Beachfront rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with a kayak Massachusetts
- Beach house rentals Massachusetts
- Bed and breakfasts Massachusetts
- Rentals with a patio Massachusetts
- Pet-friendly rentals Massachusetts
- Boutique hotel rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Townhouse rentals Massachusetts
- Cabin rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a sauna Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Chalet rentals Massachusetts
- Hotel rentals Massachusetts
- Rentals with outdoor seating Massachusetts
- Cottage rentals Massachusetts
- Rentals with a cinema Massachusetts
- Rentals with pools Massachusetts
- Flat rentals Massachusetts
- Serviced apartment rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with lake access Massachusetts
- Lakehouse rentals Massachusetts
- Tiny house rentals Massachusetts
- Private suite rentals Massachusetts
- Bungalow rentals Massachusetts
- Fitness-friendly rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Barn rentals Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Family-friendly rentals Massachusetts
- Rentals with a firepit Massachusetts
- Apartment rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Guest house rentals Massachusetts
- Luxury rentals United States
- Things to do Massachusetts
- Sightseeing Massachusetts
- Food and drink Massachusetts
- Tours Massachusetts
- Art and culture Massachusetts
- Nature and outdoors Massachusetts
- Sports activities Massachusetts
- Things to do United States
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