
House holiday rentals in Bennington County
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Top-rated house rentals in Bennington County
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Holiday rentals for every style
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Popular amenities for Bennington County house rentals
House rentals with a pool

Modern 4BR Cabin, Near Lake & Mt. Snow

Adams Farm-"The Little Farmhouse"

Family/Dog Friendly Mountain Home w/ Amenities

Idyllic Dorset Home: Serene Escape w/amazing views

Stratton; 8 min. Walk to food/drink. Pet friendly!

The Lodge, a 70's Getaway w/swimming pool

Spring Getaway @ Mt Snow! Hike, Bike, Sleeps 8.

Sundance Village- Ski-on/off, Hot tub, clubhouse
Weekly house rentals

Charming Vermont Retreat

Memes High Mountain Lake House

River view cottage

Home in the Heart of Dorset Village

Vermont Historic Farmhouse Ski/Hike/River

Cozy & Modern Village Cottage

Battenkill South Duplex Manchester Center VT

Gorgeous Vermont Lakefront with epic sunsets!
Private house rentals

Relax & Recover Retreat | Hot Tub + Sauna + Gym

Rustic 1850s Barn. Updated and funky.

Cozy Riverfront Home, 1mi to Mt Snow, On Moover

Stepping back into time!

Gather and Relax with Friends & Family

Comfortable Entire Farmhouse close to North Adams

Beautiful 3-4 BR, 2 Ba, Sleeps 9

FULLY renovated 1 bed/1 bath ski in-out condo!
Destinations to explore
- Farmstay rentals Bennington County
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- Apartment rentals Bennington County
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- Stratton Mountain
- Okemo Mountain Resort
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Six Flags Great Escape Lodge & Indoor Water park
- Berkshire East Mountain Resort
- Magic Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- West Mountain Ski Resort
- Dorset Field Club
- Lake George Expedition Park
- Bousquet Mountain Ski Area
- Albany Center Gallery
- Hooper Golf Course
- Northern Cross Vineyard
- Mount Snow Ski Resort
- Mount Sugarloaf State Reservation
- Fox Run Golf Club
- Huck Finn’s Playland, Albany
- Hancock Shaker Village
- Ekwanok Country Club
- Stratton Mountain Resort
- Pico Mountain Ski Resort