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Search results; Over 1,000 homes in Berkshire

Top guest favourite
Farm stay in Berkshire, Vermont, US
The Berkshire House - Spacious Farmhouse
7 bedrooms, 9 beds, 4 private bathrooms
1–6 Sept
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4.98 out of 5 average rating, 60 reviews
Guest favourite
Home in Berkshire, Vermont, US
1860 Farmhouse
6 bedrooms, 8 beds, 2.5 bathrooms
8–13 Sept
4.94 out of 5 average rating, 168 reviews
Top guest favourite
Cabin in Berkshire, Vermont, US
Rustic Log Cabin in Berkshire, Vermont
3 bedrooms, 4 beds, 1.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 101 reviews
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
8–13 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cape Hollow House - Beautiful summer location
3 bedrooms, 5 beds, 1 bathroom
1–6 Sept
4.84 out of 5 average rating, 49 reviews
Top guest favourite
Home in Berkshire, Vermont, US
The Farmhouse
4 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 32 reviews
Top guest favourite
Home in Richford, Vermont, US
Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 162 reviews
Guest favourite
Home in Berkshire, Vermont, US
Quiet Vermont Getaway w/ Stunning Views
4 bedrooms, 4 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Berkshire, Vermont, US
Cozy Vermont Home Near Jay Peak & Wedding Venues
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 22 reviews
Guest favourite
Home in Montgomery, Vermont, US
Cliff House | Summer fun near Jay Peak!
4 bedrooms, 5 beds, 2.5 bathrooms
1–6 Sept
4.96 out of 5 average rating, 74 reviews
Home in Enosburg, Vermont, US
Renovated Farmhouse
6 bedrooms, 7 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Richford, Vermont, US
Cozy Farmhouse - 5 Star Views - Jay Peak - Groups
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Fairfield, Vermont, US
Sugar House Homestead: A Perfect Retreat
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Home in Montgomery, Vermont, US
Pet Welcoming Cottage l Hiking + Fishing + Golf
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Flat in Richford, Vermont, US
Northern Vermont shackteau
2 bedrooms, 2 beds, 1 bathroom
1–6 Sept
4.94 out of 5 average rating, 159 reviews
Top guest favourite
Home in Franklin, Vermont, US
Charming & Private Lakefront home on Lake Carmi
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 24 reviews
Guest favourite
Chalet in Frelighsburg, Quebec, Canada
Frelighsburg-en-haut
3 bedrooms, 5 beds, 1.5 bathrooms
9–14 Sept
4.9 out of 5 average rating, 10 reviews
Apartment in Jay, Vermont, US
2BR Ski In/Out Skiview | Washer/Dryer
2 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Dunham, Canada
Chalet on Lake Selby
5 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
5.0 out of 5 average rating, 10 reviews