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Search results; Over 1,000 homes in New Ashford

Guest favourite
Home in New Ashford
Rosecroft, Historic Home, Greylock Valley Estate
8 bedrooms, 8 beds, 3 private bathrooms
30 Aug – 4 Sept
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4.92 out of 5 average rating, 229 reviews
Guest favourite
Cabin in New Ashford
Charming 2BR Berkshire Cabin
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.83 out of 5 average rating, 6 reviews
Guest favourite
Guest suite in Lanesborough
1bed rm. skier’s bliss 2 miles only 1 rd to slopes
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.79 out of 5 average rating, 97 reviews
Guest favourite
Cabin in New Ashford
Rustic Cabin with Wood Fireplace
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 23 reviews
Superhost
Hotel in New Ashford
Springs Motel Honeymoon Suite
1 bedroom, 1 king bed, 2 bathrooms
8–13 Sept
Top guest favourite
Barn in Florida
The Red Barn- close to ski mountains & museums
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 93 reviews
Guest favourite
Home in Williamstown
Charming Berkshire Retreat-Minutes to Williamstown
3 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 8 reviews
Guest favourite
Guest suite in Adams
Quaint Suite in Center of Adams
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.87 out of 5 average rating, 128 reviews
Flat in Williamstown
Sugar House Farm Stay
2 bedrooms, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Cabin in Petersburg
Cozy Retreat in the Trees
2 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 280 reviews
Guest favourite
Townhouse in Hancock
Jiminy Peak Slopeside Getaway • Ski & Adventure
2 bedrooms, 3 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Petersburg
The Beer Diviner Brewery Apartment
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.9 out of 5 average rating, 230 reviews
Top guest favourite
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 464 reviews
Top guest favourite
Flat in Williamstown
House on the Town Green
2 bedrooms, 2 beds, 1 bathroom
5–10 Sept
4.98 out of 5 average rating, 148 reviews
Guest favourite
Cottage in Lanesborough
Stone School Cottage
2 bedrooms, 4 beds, 1 bathroom
28 Aug – 2 Sept
4.93 out of 5 average rating, 262 reviews
Top guest favourite
Home in New Lebanon
Modernized 1860s Getaway w/ Queechy Lake Passes*
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Home in Adams
Mount Greylock View Retreat,3 bedroom,2 1/2 bath.
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.94 out of 5 average rating, 84 reviews
Top guest favourite
Room in Williamstown
Robin's
1 queen bed, 1 bathroom
18–23 Oct
4.87 out of 5 average rating, 690 reviews
Top guest favourite
Flat in Williamstown
Haley Cottage: in- town, quiet, private entrance.
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 18 reviews