Holiday rentals in Western Massachusetts
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Top-rated holiday rentals in Western Massachusetts
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Western Massachusetts holiday rentals
Other great holiday rentals in Western Massachusetts
Guest favourite
Barn in Marlboro
The Studio With a View. Bring your dog, too!
Guest favourite
Guest house in Williamstown
Perfect Base for Your Berkshire Adventure
Guest favourite
Treehouse in Tyringham
Gingerbread House Tower in the Berkshire Hills
Guest favourite
Home in Williamsburg
Hilltown Studio
Guest favourite
Guest house in North Adams
Netherwood - North Adams Guest House with Views
Guest favourite
Rental unit in Northampton
Bike Path Hideaway Near Smith, Cooley, Northampton
Guest favourite
Guest house in Amherst
Cozy get-away!
Guest favourite
Cabin in Savoy
The Camp - 20 Minutes to Berkshire East!
Destinations to explore
- Cambridge Holiday rentals
- New Haven Holiday rentals
- Lake George Holiday rentals
- Providence Holiday rentals
- Catskill Holiday rentals
- Albany Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Holiday home rentals Western Massachusetts
- Rentals with a hot tub Western Massachusetts
- Rentals with beach access Western Massachusetts
- Monthly Rentals Western Massachusetts
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- Wheelchair-accessible rentals Western Massachusetts
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- Cabin rentals Western Massachusetts
- Cottage rentals Western Massachusetts
- Guest house rentals Western Massachusetts
- Rentals with a sauna Western Massachusetts
- Rentals with an accessible-height toilet Western Massachusetts
- Lakehouse rentals Western Massachusetts
- Aparthotel rentals Western Massachusetts
- Rentals with a kayak Western Massachusetts
- Rentals with breakfast Western Massachusetts
- Ski-in/ski-out rentals Western Massachusetts
- Boutique hotel rentals Western Massachusetts
- Rentals with pools Western Massachusetts
- Hotel rentals Western Massachusetts
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- Loft rentals Western Massachusetts
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- Bed and breakfasts Western Massachusetts
- Chalet rentals Western Massachusetts
- Waterfront rentals Western Massachusetts
- Rentals with a washing machine and dryer Western Massachusetts
- Family-friendly rentals Western Massachusetts
- Rentals with outdoor seating Western Massachusetts
- Rentals with a firepit Western Massachusetts
- Townhouse rentals Western Massachusetts
- Rentals with an EV charger Western Massachusetts
- Rentals with lake access Western Massachusetts
- Farm stay rentals Western Massachusetts
- Rentals with a fireplace Western Massachusetts
- Rentals with a cinema Western Massachusetts
- Fitness-friendly rentals Western Massachusetts
- Apartment rentals Western Massachusetts
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