Vacation Homes in Ashfield, MA

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Experience a Berkshire get-away in this huge secluded luxury modern house. It's the only house that is surrounded...

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Tucked away at the base of Berkshire East Ski Mountain in Charlemont, Massachusetts you will find our family vaca...

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Relax in a recently redone 19th century, 3-floor, 12-room Federal-style house on 8 wooded acres located in a quie...

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Three-room suite, with dedicated bathroom facilities, sleeps up to six, includes use of kitchen, on-site laundry,...

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The Timothy Allen House, circa 1782, is privately set on over three acres of lawns and woods bordered by a lovely...

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Birdsong Bed and Breakfast is a relaxing, peaceful, homey environment surrounded by nature. Birds and other wildl...

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Enjoy the beautiful lake and mountain views at our cozy cottage nestled in the scenic Berkshires. With an open ki...

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Comfortable house situated on the shore of Hoosac Lake with beautiful, long views stretching across the large lak...

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The nice weather is coming and with it the longing to get away. The White Cottage at 208 Norwich is a perfect pla...

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This beautiful waterfront home is located on Ashmere Lake in Hinsdale, Massachusetts. The house is a modern 4 bed...

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Newly renovated home on scenic Skyline Trail features spectacular western views of the Berkshires and beyond. Bor...

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This charming 3-bedroom, 1-bath cottage has an open floor plan with a beautiful breakfast bar separating the kitc...

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Step back in time! Available May 15 - Oct 15. This rustic, cozy cabin from the 1920's is peaceful and charming. O...

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Sugar Maple Trailside Inn, a bed and breakfast near Smith College, is located in the noted community of North...

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The Annex is a 2 story self-catering accommodation on a working organic farm. It has its own entrance and its own...

Comfortable Berkshire Luxury House In A 10000 Acre State...