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
Guest suite in Ashburnham
4.99 out of 5 average rating, 404 reviewsThe Ginger Bed King Suite
Guest favourite
Loft in Rockport
5.0 out of 5 average rating, 199 reviewsChic Downtown Loft ☆ Private Parking ☆ Ocean View
Guest favourite
Cabin in Cohasset
4.92 out of 5 average rating, 287 reviewsLionsgate at Cohasset
Guest favourite
Guest house in Westminster
4.98 out of 5 average rating, 299 reviewsGuest House - 4 miles from Wachusett Mt.
Guest favourite
Guest suite in Rockport
4.99 out of 5 average rating, 614 reviewsHalibut Point State Park. Nature Lovers Retreat
Guest favourite
Guest suite in Brewster
4.95 out of 5 average rating, 154 reviewsCozy and Secluded Apartment/Seasonal garden view
Guest favourite
Flat in Plainfield
4.95 out of 5 average rating, 238 reviewsSunny carriage house apartment
Guest favourite
Guest suite in Uxbridge
5.0 out of 5 average rating, 126 reviewsZen Inspired Private Suite with 2-mile Trail Loop
Destinations to explore
- Lakehouse rentals Massachusetts
- Rentals with breakfast Massachusetts
- Rentals with lake access Massachusetts
- Bungalow rentals Massachusetts
- Rentals with a fireplace Massachusetts
- Mansion rentals Massachusetts
- Barn rentals Massachusetts
- Rentals with an accessible-height toilet Massachusetts
- Beach house rentals Massachusetts
- Cottage rentals Massachusetts
- Rentals with an accessible-height bed Massachusetts
- Loft rentals Massachusetts
- Waterfront rentals Massachusetts
- Family-friendly rentals Massachusetts
- Family-friendly rentals Massachusetts
- Tiny house rentals Massachusetts
- Flat rentals Massachusetts
- Rentals with a cinema Massachusetts
- Rentals with outdoor seating Massachusetts
- Fitness-friendly rentals Massachusetts
- Rentals with a patio Massachusetts
- Luxury rentals Massachusetts
- Rentals with a firepit Massachusetts
- Pet-friendly rentals Massachusetts
- Chalet rentals Massachusetts
- Rentals with an EV charger Massachusetts
- Rentals with a kayak Massachusetts
- Rentals with pools Massachusetts
- Resort rentals Massachusetts
- Hotel rentals Massachusetts
- Monthly Rentals Massachusetts
- Guest house rentals Massachusetts
- Farm stay rentals Massachusetts
- Rentals with a washing machine and dryer Massachusetts
- Rentals with a sauna Massachusetts
- Apartment rentals Massachusetts
- Beachfront rentals Massachusetts
- Wheelchair-accessible rentals Massachusetts
- Rentals with beach access Massachusetts
- Ski-in/ski-out rentals Massachusetts
- Cabin rentals Massachusetts
- Townhouse rentals Massachusetts
- Private suite rentals Massachusetts
- Smoking-friendly rentals Massachusetts
- House rentals Massachusetts
- Villa rentals Massachusetts
- Rentals with a hot tub Massachusetts
- Boutique hotel rentals Massachusetts
- Bed and breakfasts Massachusetts
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