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Search results; Over 1,000 homes in Berkshire

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Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
3 bedrooms, 4 beds, 1.5 private bathrooms
20–25 Sept
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4.99 out of 5 average rating, 103 reviews
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Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
20–25 Oct
4.94 out of 5 average rating, 169 reviews
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Top guest favourite
Cabin in Richford, Vermont, US
Cozy Cabin in a Cabin • Near Jay Peak Ski Resort
4 bedrooms, 5 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 24 reviews
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Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.84 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.99 out of 5 average rating, 164 reviews
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Guest favourite
Home in Berkshire, Vermont, US
Quiet Vermont Getaway w/ Stunning Views
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
7 bedrooms, 9 beds, 4 bathrooms
20–25 Oct
4.98 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
4.96 out of 5 average rating, 24 reviews
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Superhost
Guest suite in Richford, Vermont, US
Ski Jay Peak and Mt. Sutton from Cozy Farmhouse
3 bedrooms, 4 beds, 1 bathroom
1–6 Nov
New place to stay
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Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds, 2 bathrooms
29 Sept – 4 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
26 Sept – 1 Oct
4.95 out of 5 average rating, 164 reviews
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Flat in Frelighsburg, Quebec, Canada
La Sittelle
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
New place to stay
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Top guest favourite
Cabin in Franklin, Vermont, US
Camp Shenanigans
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Farm stay in Richford, Vermont, US
Hi Vue Cabin
1 bedroom, 3 beds, 1 bathroom
20–25 Sept
4.75 out of 5 average rating, 89 reviews
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Guest favourite
Cottage in Franklin, Vermont, US
3 BR Camp on Lake Carmi
3 bedrooms, 3 beds, 1 bathroom
23–28 Sept
4.92 out of 5 average rating, 51 reviews
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Guest favourite
Home in Brome-Missisquoi, Canada
Chalet-3 bedrooms-Frelighsburg
3 bedrooms, 3 queen beds, 1 bathroom
27 Sept – 2 Oct
4.81 out of 5 average rating, 32 reviews
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Top guest favourite
Chalet in Sutton, Canada
Luxury cottage near ski mountains
2 bedrooms, 3 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 72 reviews
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Guest favourite
Dome in Lac-Brome, Canada
Le Dôme – Nature, rejuvenation and sauna
1 bedroom, 3 beds, WC
28 Sept – 3 Oct
4.89 out of 5 average rating, 19 reviews