Latest Vacation Rentals in Bennington County, VT

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Arlington (30)

3 Br Private Vacation Home Vacation Rental In Sandgate, Vermont

A mountainside home with 3 bedrooms and 2 baths boasting stunning sunset views, 12 acres of woods, pasture and abundant wildlife. 100 meg symmetrical broadband ensures you'll be able to stay in...

Created on Jan 22, 2023
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Bennington (32)

4 Br Private Vacation Home Vacation Rental In Bennington, Vermont

The base price is for up to 6 people. $45/person/night for additional people. (No additional person charges for children under age 3 and $15/night/kid DISCOUNT (so $30 instead of $45) for children...

Created on Jan 22, 2023
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Bondville (161)

6 Br Private Vacation Home Vacation Rental In Winhall, Vermont

This extraordinarily home which has been recently constructed, has everything you need. From post and beam construction and wood floors throughout, gourmet kitchen with Wolf stove as well as its...

Created on Jan 22, 2023
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Dorset (35)

5 Br Private Vacation Home Vacation Rental In Dorset, Vermont

Travel back in time to the quaint villages and outdoor beauty of the Green Mountains in this sprawling Vermont vacation home! You will enjoy all the comforts of home and more as you awaken every...

Created on Jan 22, 2023
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East Arlington (2)

2 Br Cottage Vacation Rental In Sunderland, Vermont

This is a newly renovated private cottage inside the Green Mountain National Forest. It is across the road from the Roaring Branch river and minutes from the best trail heads in Southern Vermont....

Created on Jan 22, 2023
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East Dorset (15)

4 Br Private Vacation Home Vacation Rental In East Dorset, Vermont

Privately located property 5 minutes from Manchester and 5 minutes from the VT Equestrian Festival. 25 minutes from Stratton and 15 from Bromley ski areas. Lots of space for larger groups or...

Created on Jan 22, 2023
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Manchester (28)

6 Br Private Vacation Home Vacation Rental In Manchester, Vermont

Relax and bask in the best views in Vermont from the Equinox Views Villa at The Wilburton Destination Resort in Manchester Village, Vermont.Perched on the crest of a hill with panoramic views of...

Created on Jan 22, 2023
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Manchester Center (118)

4 Br Private Vacation Home Vacation Rental In Manchester, Vermont

River Road Farm is nestled in the scenic Battenkill River Valley with breathtaking views of Mt. Equinox within the Taconic Range and the Green Mountains. With three bedrooms and a bunk room which...

Created on Jan 22, 2023
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North Bennington (5)

1 Br Private Vacation Home Vacation Rental In North Bennington, Vermont

This cozy 1 bedroom cottage unit is located on a casual farm. Get a little taste of Vermont Country Living . Chickens, turkeys and ducks are free range here. Feel free to pet the Dutch rabbits....

Created on Jan 22, 2023
Photo for 4 Br Private Vacation Home Vacation Rental In Peru, Vermont

Peru (64)

4 Br Private Vacation Home Vacation Rental In Peru, Vermont

Nestled in Vermont's Green Mountains, The Vermont Mountain House is located on top of a mountain in Peru, VT, a short drive from the beautiful town of Manchester and located next to four ski...

Created on Jan 22, 2023
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Pownal (8)

3 Br Private Vacation Home Vacation Rental In Pownal, Vermont

This 1869 Italianate Victorian Home offers 16 acres of hay fields, forest, and a creek. Was once home to a large nature and exploration-based homeschool cooperative. Although it is on a major road,...

Created on Jan 22, 2023
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Rupert (4)

4 Br Private Vacation Home Vacation Rental In Rupert, Vermont

Built circa 1860, our Rupert, VT farmhouse has been fully renovated for modern comfort while still retaining original rustic touches like original hardwood floors, a Rumford fireplace, and an...

Created on Jan 22, 2023
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Shaftsbury (7)

5 Br Private Vacation Home Vacation Rental In Shaftsbury, Vermont

A perfect place to gather with friends & family on a 5th-generation family farm in the heart of the Green Mountains. The house is perched high up on a hill overlooking the sunset, sunrise, and...

Created on Jan 22, 2023
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Stamford (2)

4 Br Private Vacation Home Vacation Rental In Stamford, Vermont

Located in the heart of Southern Vermont at the end of an unpaved road, Senecal Farms is a charming four bedroom farmhouse in a spectacular setting. Built in 1865, this traditional home is ideal...

Created on Jan 22, 2023
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West Rupert (3)

4 Br Private Vacation Home Vacation Rental In Rupert, Vermont

WELCOME TO THE CARVER HOUSE a.k.a THE COOKS COUNTRY HOUSEOriginally part of a large dairy farm, the Carver House was built in 1803 and completely renovated in 2008. In addition to the 4,000 sq ft...

Created on Jan 22, 2023
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