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Vacation rentals in Bennington County

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Top-rated vacation rentals in Bennington County

Guests agree: these stays are highly rated for location, cleanliness, and more.

Cottage in North Bennington
Romantic Private Vermont Cottage - Waterfront
Welcome to beautiful Southern VT! This is a private cottage located in Bennington, VT. The setting is picturesque, on a private lake with diverse wildlife, waterfall and covered bridge. Full kitchen, covered porch, loft bedroom and additional sofa bed. We provide every conceivable amenity for a comfortable stay. A unique retreat for a cozy and peaceful getaway. There is no other vacation property of this quality and character in southern Vermont. Enjoy mornings on your own private lake.
$168 per night
Farm stay in Bennington
The Farm cottage
Take a break and unwind at this little peaceful oasis. A little bit of the country right beside you with the neighing of horses and the clucking of chickens who roam our property. We are close to Bennington College and great restaurants and Robert Frost house. We are 35 minutes from Manchester that has some great restaurants and shopping! Bromley ski resort is just beyond Manchester in Peru Vermont . It is a year around resort with water slides in summer and skiing in winter .
$125 per night
Cottage in Shaftsbury
Vermont Schoolhouse Farm Cottage - Sauna + Hot Tub
This newly-renovated historic schoolhouse overlooks our family's regenerative organic farm. The Schoolhouse is bright & open, with a modern design & peaceful, rustic feel. It is the perfect place to relax & enjoy a country setting with views of the Green Mountains in every direction. We have added a new private deck at the Schoolhouse property, with a hot tub & panoramic barrel sauna. Come to unwind, cook, & enjoy a quintessential Vermont experience on our 350 acre property.
$328 per night

Other great vacation rentals in Bennington County

Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
$234 per night
Cabin in Stratton
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
$203 per night
Private room in Bennington
Leslie’s Bright & Cozy: King Room
$81 per night
Cottage in Woodford
Willow Tree Cottage on Peaceful Mountain Lake
$214 per night
Chalet in Sunderland
Serene & Stylish Chalet w/ HOT TUB near Skiing
$284 per night
Place to stay in Stratton
The Chal- A-Frame
$343 per night
Tiny home in Wilmington
Beautiful Timber Frame Retreat
$200 per night
Rental unit in Bennington
Cooper's Place
$95 per night
Rental unit in Bennington
The Octopus's Garden
$94 per night
Rental unit in Manchester
Style and Comfort- Perfect Year Round Location
$154 per night
Rental unit in Bennington
Suite Sunset is very private
$128 per night
Home in Manchester
The Equinox Cottage
$183 per night