
Vacation rentals in Berkshire
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Top-rated vacation rentals in Berkshire
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Berkshire vacation rentals
Other great vacation rentals in Berkshire
Guest favourite

Townhouse in Sutton
4.99 out of 5 average rating, 73 reviewsTownhouse vue sur la Montagne
Guest favourite

Chalet in Potton
5 out of 5 average rating, 6 reviewsChalet Black Box – A sleek, modern retreat in nat
Top guest favourite

Home in Montgomery
4.94 out of 5 average rating, 16 reviewsPeaceful home with mountain views
Guest favourite

Cottage in Brome
5 out of 5 average rating, 50 reviewsCozy 3-bedroom cottage with indoor fireplace
Top guest favourite

Home in Sutton
4.98 out of 5 average rating, 95 reviewsThe Country House in the Mountains
Superhost

Home in Brome-Missisquoi
4.8 out of 5 average rating, 10 reviewsChalet-3 chambres-Frelighsburg
Top guest favourite

Townhouse in Sutton
4.98 out of 5 average rating, 95 reviewsSutton Townhouse ✨ New, bright, modern & rustic
Top guest favourite

Home in Franklin
5 out of 5 average rating, 18 reviewsCharming Private Lakefront Home
Destinations to explore
- Plainview Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Quebec City Vacation rentals
- Capital District, New York Vacation rentals
- Island of Montreal Vacation rentals
- Laurentides Vacation rentals
- Erie Canal Vacation rentals
- Smugglers' Notch Resort
- Jay Peak Resort
- Spruce Peak
- Parc Safari
- Amazoo Park
- Owl's Head
- Mont Sutton Ski Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Bolton Valley Resort
- Ski Bromont
- Jay Peak Resort Golf Course
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Mount Bruno Country Club
- Val Caudalies - Vignoble & Cidrerie
- Ethan Allen Homestead Museum
- Burlington Country Club
- Vermont National Country Club
- Leahy Center for Lake Champlain
- Country Club of Vermont
- La Vallée du Richelieu Golf Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Boyden Valley Winery & Spirits
- North Branch Vineyards