Vacation rentals in Bennington County
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Top-rated vacation rentals in Bennington County
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Vacation rentals for every style
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Popular amenities for Bennington County vacation rentals
Other great vacation rentals in Bennington County
Guest favorite
Guest suite in Shaftsbury
4.98 out of 5 average rating, 131 reviewsCountry Getaway with a Spa/Birds of a Feather Farm
Jun 12 – 19
$108 per night
Guest favorite
Guest suite in Wilmington
4.92 out of 5 average rating, 712 reviewsArchitectural GuestSuite
Jul 30 – Aug 6
$103 per night
Superhost
Cabin in Sandgate
4.92 out of 5 average rating, 127 reviewsVermont Mountainside Cabin- Nature + Epic Views
Oct 22 – 29
$138 per night
Guest favorite
Apartment in Bennington
4.94 out of 5 average rating, 154 reviewsNEW Escape the City- Vermont Studio
Jan 23 – 30
$80 per night
Guest favorite
Cabin in Shaftsbury
4.99 out of 5 average rating, 200 reviewsThe Hygge Loft- mid-mod cabin on 70 forested acres
Feb 19 – 26
$294 per night
Superhost
Cottage in Jamaica
4.82 out of 5 average rating, 463 reviewsForest Cottage ~ 7min to Stratton, Private, Views
Jun 15 – 22
$113 per night
Guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 136 reviewsBeautiful Timber Frame Retreat
Sep 10 – 17
$187 per night
Guest favorite
Apartment in Wilmington
4.88 out of 5 average rating, 279 reviewsGlobetrotter Retreat - Minutes to the Mountain
Sep 23 – 30
$95 per night
Destinations to explore
- Rentals with lake access Bennington County
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- Rentals with an accessible height toilet Bennington County
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- Pet-friendly rentals Bennington County
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- Rentals with beach access Bennington County
- Cabin rentals Bennington County
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