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Search results; Over 1,000 homes in Bennington

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Top guest favourite
Home in Bennington
The Vermont Farmhouse|Hiking|Dog Trails|Village
2 bedrooms, 3 beds, 2.5 private bathrooms
4–9 Sept
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5.0 out of 5 average rating, 134 reviews
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Top guest favourite
Cottage in Shaftsbury
Rollin Cottage
2 bedrooms, 2 queen beds, 1 bathroom
2–7 Sept
4.97 out of 5 average rating, 176 reviews
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Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.92 out of 5 average rating, 131 reviews
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Home in Bennington
Cozy Mountain Retreat - Museums, Trails & Colleges
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 5 reviews
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Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed, 1 bathroom
11–16 Sept
4.96 out of 5 average rating, 83 reviews
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Guest favourite
Home in Bennington
NEW Vermont Getaway- 2 blocks from SVMC, downtown
3 bedrooms, 3 queen beds, 2 bathrooms
7–12 Sept
4.9 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Bennington
Dreamy & stylish log cabin near town w/ fast wifi
2 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.99 out of 5 average rating, 91 reviews
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Flat in Bennington
Scenic Vermont Studio
1 bed, 1 bathroom
9–14 Sept
4.92 out of 5 average rating, 201 reviews
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Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed, 1 bathroom
10–15 Sept
4.93 out of 5 average rating, 105 reviews
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Guest favourite
Flat in Bennington
Cooper's Place
1 bedroom, 1 queen bed, 1 bathroom
19–24 Sept
4.95 out of 5 average rating, 195 reviews
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Top guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 bathrooms
19–24 Oct
4.99 out of 5 average rating, 353 reviews
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Top guest favourite
Room in Bennington
E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 139 reviews
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Top guest favourite
Flat in North Adams
The MoCA-Cabana: 2 bd + Sauna
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 147 reviews
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Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
1–6 Nov
4.99 out of 5 average rating, 92 reviews
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Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds, 2 bathrooms
1–6 Sept
4.98 out of 5 average rating, 123 reviews
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Guest favourite
Boutique hotel in Bennington
Harwood Hill Motel - Deluxe Two Queens
1 bedroom, 2 queen beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.99 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 372 reviews
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Top guest favourite
Guest suite in Shaftsbury
Peaceful get away at birds of a feather
2 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 190 reviews