Vacation rentals in Bennington County, VT

Best vacation rentals and Airbnb offers in Bennington County, VT

Mountain Village 5H Unit A

Apartment, Bennington County

Mountain Village 5H Unit A is a apartment in Bennington County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Mountain Village 5H Unit A

Mountain Village 5H Unit A is a apartment in Bennington County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $884.

From$85/night

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Ober Tal Getaway

Apartment, Bennington County

Ober Tal Getaway is a apartment in Bennington County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Ober Tal Getaway

Ober Tal Getaway is a apartment in Bennington County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,142.

From$112/night

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Comfortable Dover Apartment: Walk to Mt Snow!

Apartment, Bennington County

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Comfortable Dover Apartment: Walk to Mt Snow!

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,354.

From$123/night

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Peaceful getaway at birds of a feather

Holiday Home, Bennington County

Peaceful getaway at birds of a feather is a holiday home in Bennington County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Peaceful getaway at birds of a feather

Peaceful getaway at birds of a feather is a holiday home in Bennington County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $990.

From$141/night

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Vacation rentals with a pool in Bennington County, VT

Add a pool to the search when you want an easy place to cool off between outings.

Vantage Point #8

Apartment, Bennington County

Vantage Point #8 is a apartment in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Vantage Point #8

Vantage Point #8 is a apartment in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,295.

From$125/night

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All Season Mountain Retreat

Apartment, Bennington County

All Season Mountain Retreat is a apartment in Bennington County, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About All Season Mountain Retreat

All Season Mountain Retreat is a apartment in Bennington County, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,261.

From$127/night

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Mountain Village #5H

Apartment, Bennington County

Mountain Village #5H is a apartment in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Mountain Village #5H

Mountain Village #5H is a apartment in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,342.

From$137/night

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Walk to Mount Snow, Cozy, Clean and Comfortable!

Condo, Bennington County

Walk to Mount Snow, Cozy, Clean and Comfortable! is a condo in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Walk to Mount Snow, Cozy, Clean and Comfortable!

Walk to Mount Snow, Cozy, Clean and Comfortable! is a condo in Bennington County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,034.

From$148/night

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Vacation rentals with parking in Bennington County, VT

Find vacation rentals that make arriving by car easier.

Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!

Condo, Bennington County

Snow Tree Lodge @ Base of Mount Snow w/ Fireplace! is a condo in Bennington County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Snow Tree Lodge @ Base of Mount Snow w/ Fireplace!

Snow Tree Lodge @ Base of Mount Snow w/ Fireplace! is a condo in Bennington County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,212.

From$173/night

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NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

Condo, Bennington County

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi! is a condo in Bennington County, with pool access and parking. This stay gives travelers a comfortable base for exploring the…

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About NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi!

NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi! is a condo in Bennington County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,237.

From$177/night

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Ski on ski off condo

Condo, Bennington County

Ski on ski off condo is a condo in Bennington County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Ski on ski off condo

Ski on ski off condo is a condo in Bennington County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,305.

From$186/night

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Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub

Condo, Bennington County

Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub is a condo in Bennington County, with pool access and parking. This stay gives travelers a comfortable base for…

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About Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub

Redecorated! Great Location at Mount Snow, Free Shuttle, Pool/Hot Tub is a condo in Bennington County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,437.

From$205/night

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Pet-friendly vacation rentals in Bennington County, VT

Bring your pet along with stays that welcome four-legged travelers.

Modern, Stylish apartment on Stunning Horse Farm in Shaftsbury Vermont.

Apartment, Bennington County

Modern, Stylish apartment on Stunning Horse Farm in Shaftsbury Vermont. is a apartment in Bennington County, with pet-friendly space. This stay gives travelers a comfortable base for…

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About Modern, Stylish apartment on Stunning Horse Farm in Shaftsbury Vermont.

Modern, Stylish apartment on Stunning Horse Farm in Shaftsbury Vermont. is a apartment in Bennington County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,604.

From$229/night

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Manchester Center Home w/ Green Mtn Views!

Holiday Home, Bennington County

Manchester Center Home w/ Green Mtn Views! is a holiday home in Bennington County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Manchester Center Home w/ Green Mtn Views!

Manchester Center Home w/ Green Mtn Views! is a holiday home in Bennington County, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,433.

From$255/night

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Manchester Center Home w/ Green Mtn Views!

Cottage, Bennington County

Manchester Center Home w/ Green Mtn Views! is a cottage in Bennington County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Manchester Center Home w/ Green Mtn Views!

Manchester Center Home w/ Green Mtn Views! is a cottage in Bennington County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,459.

From$293/night

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Sunrise Surprise spacious, great for entertaining

Holiday Home, Bennington County

Sunrise Surprise spacious, great for entertaining is a holiday home in Bennington County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Sunrise Surprise spacious, great for entertaining

Sunrise Surprise spacious, great for entertaining is a holiday home in Bennington County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,154.

From$308/night

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Vacation rentals with a kitchen in Bennington County, VT

Compare stays with kitchen access for longer trips and easier meals.

Comfortable Dover Apartment: Walk to Mt Snow!

Apartment, Bennington County

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Bennington County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Comfortable Dover Apartment: Walk to Mt Snow!

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Bennington County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,362.

From$155/night

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Green Mountain Getaway-10 mins to Haystack and less than 1 mile to Mt Snow!

Condo, Bennington County

Green Mountain Getaway-10 mins to Haystack and less than 1 mile to Mt Snow! is a condo in Bennington County, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Green Mountain Getaway-10 mins to Haystack and less than 1 mile to Mt Snow!

Green Mountain Getaway-10 mins to Haystack and less than 1 mile to Mt Snow! is a condo in Bennington County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,155.

From$165/night

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Ski-In/Ski-Out ADA Studio w/ Kitchenette!

Apartment, Bennington County

Ski-In/Ski-Out ADA Studio w/ Kitchenette! is a apartment in Bennington County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Ski-In/Ski-Out ADA Studio w/ Kitchenette!

Ski-In/Ski-Out ADA Studio w/ Kitchenette! is a apartment in Bennington County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,168.

From$167/night

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Comfortable Dover Apartment: Walk to Mt Snow!

Apartment, Bennington County

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Bennington County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Comfortable Dover Apartment: Walk to Mt Snow!

Comfortable Dover Apartment: Walk to Mt Snow! is a apartment in Bennington County, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,236.

From$177/night

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Family-friendly vacation rentals in Bennington County, VT

Plan a trip with stays that give families more room to spread out.

Private, Contemporary Home with a View of Mount Snow.

Cottage, Bennington County

Private, Contemporary Home with a View of Mount Snow. is a cottage in Bennington County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Private, Contemporary Home with a View of Mount Snow.

Private, Contemporary Home with a View of Mount Snow. is a cottage in Bennington County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $991.

From$142/night

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1920's Bennington Vermont Guest Barn

Holiday Home, Bennington County

1920's Bennington Vermont Guest Barn is a holiday home in Bennington County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 1920's Bennington Vermont Guest Barn

1920's Bennington Vermont Guest Barn is a holiday home in Bennington County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,351.

From$193/night

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Enjoy the views and Vermont Vibes

Guest House, Bennington County

Enjoy the views and Vermont Vibes is a guest house in Bennington County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Enjoy the views and Vermont Vibes

Enjoy the views and Vermont Vibes is a guest house in Bennington County, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,538.

From$220/night

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Quintessential VT Cottage in Manchester Village

Holiday Home, Bennington County

Quintessential VT Cottage in Manchester Village is a holiday home in Bennington County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About Quintessential VT Cottage in Manchester Village

Quintessential VT Cottage in Manchester Village is a holiday home in Bennington County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,329.

From$240/night

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