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Search results; Over 1,000 homes in Bennington

Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 private bathrooms
22–27 Aug
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4.99 out of 5 average rating, 351 reviews
Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
4.99 out of 5 average rating, 88 reviews, 2 bedrooms, 2 beds, 1 bathroom
10–15 Aug
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Flat in Bennington
Scenic Vermont Studio
4.92 out of 5 average rating, 198 reviews, 1 bed, 1 bathroom
9–14 Aug
Guest favourite
Flat in Bennington
Modern retreat in heart of town
4.94 out of 5 average rating, 124 reviews, 2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
4.96 out of 5 average rating, 77 reviews, 1 queen bed, 1 bathroom
1–6 Aug
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 251 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
4.94 out of 5 average rating, 17 reviews, 3 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
Top guest favourite
Home in Bennington
Southern Vermont Home
4.99 out of 5 average rating, 369 reviews, 3 bedrooms, 3 beds, 1 bathroom
7–12 Sept
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Cabin in Bennington
Mount Anthony Cabin
4.96 out of 5 average rating, 97 reviews, 2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
4.98 out of 5 average rating, 60 reviews, 3 bedrooms, 3 beds, 1 bathroom
10–15 Aug
Top guest favourite
Cottage in Woodford
HoneyBear Lake Cottage
4.96 out of 5 average rating, 47 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
10–15 Aug
Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
4.93 out of 5 average rating, 101 reviews, 1 bedroom, 1 bed, 1 bathroom
17–22 Aug
Guest favourite
Flat in Bennington
Cooper's Place
4.95 out of 5 average rating, 192 reviews, 1 bedroom, 1 bed, 1 bathroom
19–24 Sept
Top guest favourite
Home in Eagle Bridge
Red Country Escape | Mountain Views
4.92 out of 5 average rating, 36 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
Guest favourite
Cabin in Shaftsbury
Private Tree Farm Cabin
4.89 out of 5 average rating, 142 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
Top guest favourite
Cabin in Florida
The Greylock Cabin
4.99 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 1 bathroom
29 Aug – 3 Sept
Top guest favourite
Cottage in Bennington
Historic Cottage • 140-Year Pool Table & Garden
5.0 out of 5 average rating, 37 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
Top guest favourite
Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
4.94 out of 5 average rating, 155 reviews, 4 bedrooms, 2 beds, 1 bathroom
22–27 Aug
Top guest favourite
Home in Bennington
The Gate House--Experience Vermont!
4.98 out of 5 average rating, 161 reviews, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Aug