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Vacation rentals in Bennington County
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Top-rated vacation rentals in Bennington County
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Popular amenities for Bennington County vacation rentals
Other great vacation rentals in Bennington County
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Guest favorite
Guest suite in Wilmington
4.92 out of 5 average rating, 718 reviewsArchitectural GuestSuite
![](https://a0.muscache.com/im/pictures/d3df7617-3ea1-4c8f-9f7e-d2f4d5a4d405.jpg?im_w=720)
Guest favorite
Condo in West Dover
4.94 out of 5 average rating, 181 reviewsComfy Condo - 2 Min Walk to Carinthia Grommet Lift
![](https://a0.muscache.com/im/pictures/miso/Hosting-593392006411754641/original/91eeba38-ab5e-42bc-bc40-bd02b6911b8e.jpeg?im_w=720)
Guest favorite
Home in Shaftsbury
4.92 out of 5 average rating, 109 reviewsCheerful 1 bedroom cottage
![](https://a0.muscache.com/im/pictures/miso/Hosting-18625782/original/29e219b7-799c-48cc-8820-4c3f2c6e58fa.png?im_w=720)
Guest favorite
Tiny home in Jamaica
4.89 out of 5 average rating, 350 reviewsForest Cabin-Swim-Views-Fire Pit-7 min to Stratton
![](https://a0.muscache.com/im/pictures/miso/Hosting-864600245381347397/original/c9a0e50a-22aa-4791-85eb-8ae711c552a6.jpeg?im_w=720)
Guest favorite
Tiny home in Wilmington
4.99 out of 5 average rating, 154 reviewsBeautiful Timber Frame Retreat
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Guest favorite
Home in Bennington
4.99 out of 5 average rating, 282 reviewsSouthern Vermont Home
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Guest favorite
Dome in Sandgate
4.99 out of 5 average rating, 307 reviews“Whimsical Stone Abode” - Boston Magazine
![](https://a0.muscache.com/im/pictures/22222426/ef342eee_original.jpg?im_w=720)
Guest favorite
Loft in Wilmington
4.92 out of 5 average rating, 172 reviewsWalk to Village/Lake Whitingham
Destinations to explore
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