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Search results; Over 1,000 homes in New Ashford

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Superhost
Hotel in New Ashford
Springs Motel Honeymoon Suite
1 bedroom, 1 bed, 2 private bathrooms
4–9 Oct
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Guest favourite
Home in New Ashford
Rosecroft, Historic Home, Greylock Valley Estate
8 bedrooms, 8 beds, 3 bathrooms
4–9 Oct
4.92 out of 5 average rating, 233 reviews
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Guest favourite
Home in Williamstown
Charming Berkshire Retreat-Minutes to Williamstown
3 bedrooms, 4 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 12 reviews
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Superhost
Cabin in New Ashford
Rustic Cabin with Wood Fireplace
3 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.92 out of 5 average rating, 26 reviews
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Guest favourite
Cabin in New Ashford
Charming 2BR Berkshire Cabin
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.83 out of 5 average rating, 6 reviews
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Top guest favourite
Home in Lanesborough
Berkshire Mountain House
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 43 reviews
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Guest favourite
Home in Hancock
Family Lodge at Jiminy Peak - Pools & Adventure
4 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
4.92 out of 5 average rating, 62 reviews
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Top guest favourite
Home in Williamstown
Elegant Mountain View Retreat By Evergreen Home
4 bedrooms, 5 beds, 2.5 bathrooms
18–23 Oct
4.99 out of 5 average rating, 73 reviews
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Superhost
Home in Hancock
Comfortable Berkshires retreat on mtn resort, SISO
4 bedrooms, 12 beds, 3 bathrooms
1–6 Oct
4.84 out of 5 average rating, 58 reviews
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Guest favourite
Home in Pittsfield
Cantabile life in the Berkshires
3 bedrooms, 5 beds, 2 bathrooms
25–30 Oct
4.95 out of 5 average rating, 240 reviews
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Guest favourite
Home in Adams
Spacious Home by Mt. Greylock
4 bedrooms, 5 beds, 3 bathrooms
5–10 Oct
4.91 out of 5 average rating, 57 reviews
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Top guest favourite
Cabin in East Nassau
Fall Foliage Luxury Cabin & View Autumn Adventures
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.97 out of 5 average rating, 110 reviews
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Guest favourite
Home in Williamstown
Bridy's View
3 bedrooms, 5 beds, 2.5 bathrooms
1–6 Feb
5.0 out of 5 average rating, 23 reviews
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Guest favourite
Home in Hancock
Lovely Home in the Berkshires
3 bedrooms, 4 beds, 2 bathrooms
25–30 Mar
4.89 out of 5 average rating, 18 reviews
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Guest favourite
Home in North Adams
Colorful Urban Cabin Steps from Mass MoCA
2 bedrooms, 2 queen beds, 1 bathroom
25–30 Oct
4.88 out of 5 average rating, 116 reviews
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Guest favourite
Townhouse in Hancock
LuNo - Relaxing Ski and Culture Berkshires Escape
3 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 14 reviews
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Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Oct
5.0 out of 5 average rating, 28 reviews
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Home in North Adams
Scandinavian Berkshire Cottage Near MASS MoCA
3 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
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Flat in Williamstown
Sugar House Farm Stay
2 bedrooms, 2 beds, 1 bathroom
20–25 Oct