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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
20–25 Sept
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5.0 out of 5 average rating, 138 reviews
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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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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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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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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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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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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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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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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
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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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Room in Bennington
Holly's Retreat
1 bed, 1 bathroom
11–16 Oct
4.94 out of 5 average rating, 34 reviews
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Room in Shaftsbury
A charming 1800s home in true Vermont style.
1 double bed, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 6 reviews
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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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Home in Bennington
VERMONT🍁🌲
3 bedrooms, 3 beds, 2 bathrooms
29 Sept – 4 Oct
4.95 out of 5 average rating, 42 reviews
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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, 8 reviews
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Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.98 out of 5 average rating, 125 reviews
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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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Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.88 out of 5 average rating, 155 reviews
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Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 376 reviews