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Search results; Over 1,000 homes in Bennington

Guest favourite
Boutique hotel in Bennington
Harwood Hill Motel - Deluxe Two Queens
1 bedroom, 2 beds, 1 shared bathroom
9–14 Aug
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5.0 out of 5 average rating, 16 reviews
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
Flat in Bennington
Scenic Vermont Studio
4.92 out of 5 average rating, 198 reviews, 1 bed, 1 bathroom
9–14 Aug
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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
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Home in Bennington
Cozy Modern Sugar House with spectacular views.
4.99 out of 5 average rating, 351 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
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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
23–28 Aug
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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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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
Modern Rustic Hideaway in Town
4.99 out of 5 average rating, 99 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 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
31 Aug – 5 Sept
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Guest house in Bennington
Guest Cottage - Mountain Views, History & Hiking
4.99 out of 5 average rating, 96 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
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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
Guest favourite
Room in Bennington
E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
4.99 out of 5 average rating, 138 reviews, 1 queen bed, 1 bathroom
1–6 Nov
Home in Shaftsbury
Post and Beam Beauty with views!
New place to stay, 2 bedrooms, 2 beds, 2 bathrooms
13–18 Aug
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Guest house in North Bennington
Birch House - lake, green trees + modern comforts
4.99 out of 5 average rating, 357 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
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Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
4.87 out of 5 average rating, 150 reviews, 3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
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Room in Bennington
Comfy large suite w/private living room
5.0 out of 5 average rating, 9 reviews, 1 queen bed, 1 bathroom
1–6 Sept
Top guest favourite
Guest suite in Shaftsbury
Peaceful get away at birds of a feather
4.98 out of 5 average rating, 188 reviews, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Guest house in Bennington
Bennington Village Home on VT Rt.9
4.87 out of 5 average rating, 149 reviews, 2 bedrooms, 4 beds, 1 bathroom
1–6 Aug