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Search results; Over 1,000 homes in Bennington

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Top guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds, 2 private bathrooms
20–25 Sept
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4.98 out of 5 average rating, 125 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
25–30 Oct
4.99 out of 5 average rating, 357 reviews
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Top guest favourite
Flat in Bennington
Suite Sunset 311 Rice Lane Bennington VT
1 bedroom, 1 king bed, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 121 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
5–10 Oct
4.91 out of 5 average rating, 22 reviews
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Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 264 reviews
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Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed, 1 bathroom
24–29 Sept
4.93 out of 5 average rating, 108 reviews
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Top guest favourite
Cottage in Woodford
HoneyBear Lake Cottage
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Sept
4.96 out of 5 average rating, 49 reviews
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Top guest favourite
Farm stay in Bennington
White Rock Farm
5 bedrooms, 8 beds, 3 bathrooms
20–25 Oct
4.98 out of 5 average rating, 141 reviews
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Top guest favourite
Home in Pownal
Cozy Home in Pownal VT
2 bedrooms, 3 beds, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 79 reviews
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Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 86 reviews
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Top guest favourite
Flat in Bennington
Awesome 3 Bedroom Apartment Close to it all
3 bedrooms, 3 beds, 1 bathroom
12–17 Oct
4.98 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
25–30 Oct
4.99 out of 5 average rating, 376 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, 94 reviews
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Top guest favourite
Home in Bennington
Cozy Mountain Retreat - Museums, Trails & Colleges
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Home in Bennington
1865 Farmhouse: mountain, monument & meadow views
3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Nov
4.97 out of 5 average rating, 35 reviews
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Top guest favourite
Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
4 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.94 out of 5 average rating, 159 reviews
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Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.93 out of 5 average rating, 134 reviews
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Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 68 reviews
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Guest favourite
Room in Bennington
E and E’s B and B Queen Bed Rm+ Pool & Hot Tub
1 queen bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 140 reviews