Bennington Vacation Rentals

Name: Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton
Address: Winhall

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Vacation Rentals in Bennington

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

$476

per night

May 20 - May 21

When you stay at this vacation home in Manchester Center, you'll be on a river, within a 5-minute drive of Lye Brook Falls Trailhead and Gander Gallery.

Hot Tub

Fireplace

Victorian Home in Bennington, Vermont

With a stay at this vacation home in Bennington, you'll be within a 10-minute walk of Bennington Arts Guild Gallery and Fiddlehead at Four Corners.

By Manchester, VT-Circa 1840 Hand Hewn Barn on private pond close to skiing.

Located in Bondville, this vacation home is on the waterfront, a 4-minute drive from Bromley Mountain Ski Resort and 10 minutes from Gander Gallery.

Lovely Secluded Vermont Home: Stocked Pond, Trails, A/C. 5 Mins to Williamstown!

With a stay at this vacation home in Pownal, you'll be within a 5-minute drive of Williams College and Mountain Meadow Preserve.

Perfect Reunion House w/fireplace & piano. Dogs welcome. Discounted ski tix at Bromley. Add private indoor pool on request.

With a stay at this vacation home in Manchester, you'll be in the mountains, just steps from Museum of Creative Process and a 3-minute drive from Battenkill River.

Winhall Home w/ Deck + Views, 6 Mi to Ski Slopes!

With a stay at this vacation home in Bondville, you'll be within a 15-minute drive of Stratton Mountain Resort and Winhall River.

5 miles to Stratton! Family-friendly with game room and deck!

$400

per night

May 20 - May 21

With a stay at this vacation home in Bondville, you'll be within a 15-minute drive of Stratton Mountain Resort and Winhall River.

Outdoor Space

Free WiFi

Three Bedroom home with loft

With a stay at this vacation home in Stratton, you'll be on a river, within a 15-minute drive of Stratton Mountain Resort and Solstice Ski Lift.

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

A stay at this vacation home places you in the heart of Shaftsbury, a 2-minute drive from Robert Frost Stone House Museum and 5 minutes from Bennington College.

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

When you stay at this vacation home in Stratton, you'll be in the mountains, within a 5-minute walk of Stratton Mountain Resort and Villager Ski Lift.

Historic Inn w/Bar Room, Hot Tub, 6 Bedrooms

A stay at this vacation home places you in the heart of Bennington, within a 15-minute walk of Fiddlehead at Four Corners and Bennington Arts Guild Gallery.

Secluded, rustic home w/ private hot tub & immense nature - 5 miles to Stratton

With a stay at this vacation home in Bondville, you'll be on a lake, within a 15-minute drive of Stratton Mountain Resort and Winhall River.

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.