Bennington Vacation Rentals

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Vacation Rentals in Bennington

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Pownal VT

With a stay at this vacation home in Pownal, you'll be steps from Green Mountain National Forest and a 3-minute drive from Mountain Meadow Preserve.

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Shaftsbury VT

With a stay at this vacation home, you'll be centrally located in Shaftsbury, steps from Green Mountain National Forest and 13 minutes by foot from Robert Frost Stone House Museum.

8-bedroom vacation home just 16 minutes from Golf Club at Equinox

Dorset VT

When you stay at this vacation home in Dorset, you'll be on a river, just steps from Green Mountain National Forest and Emerald Lake State Park.

LUXURY - 2 Sauna - Hot Tub - Gym - Fireplace - Roman Bath Private Lake Views

Peru VT

Located in Peru, this vacation home is on the waterfront, within a 10-minute drive of Wild Wings Ski Touring Center and Taylor Farm.

Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

Pownal VT

When you stay at this vacation home in Pownal, you'll be in the mountains, just steps from Green Mountain National Forest and a 5-minute drive from Solomon Wright Library.

Sauna - Gym - Hot Tub - Fire Place - Amazing View

Peru VT

Located in Peru, this vacation home is on the waterfront, within a 10-minute drive of Wild Wings Ski Touring Center and Taylor Farm.

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland VT

When you stay at this vacation home in Arlington, you'll be in the mountains, just steps from Green Mountain National Forest and a 4-minute drive from Mount Equinox.

Enjoy Every Season at this Serene Estate with Incredible Mountain Views !

Peru VT

With a stay at this vacation home in Peru, you'll be within a 15-minute drive of Bromley Mountain Ski Resort and Taylor Farm.

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

Winhall VT

When you stay at this vacation home in Bondville, you'll be on the waterfront, just steps from Green Mountain National Forest and a 4-minute drive from Bromley Mountain Ski Resort.

Heated Pool, Hot Tub, Sauna, EV Charging & more!

Winhall VT

When you stay at this vacation home in Bondville, you'll be in the mountains, just steps from Green Mountain National Forest and a 3-minute drive from Stratton Mountain Golf Course.

Cozy Manchester Getaway with Amazing Views!!!

Winhall VT

With a stay at this vacation home, you'll be centrally located in Bondville, within a 10-minute drive of Bromley Mountain Ski Resort and Manchester Designer Outlets.

Breaktime - Quiet and Private on dead end street

Manchester VT

With a stay at this vacation home in Manchester (Manchester Village Historic District), you'll be steps from Green Mountain National Forest and 8 minutes by foot from Golf Club at Equinox.

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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.