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Search results; Over 1,000 homes in Bennington

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Guest favourite
Cottage in Bennington
Historic Cottage • 140-Year Pool Table & Garden
3 bedrooms, 3 beds, 2 private bathrooms
24–29 Oct
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4.91 out of 5 average rating, 43 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
24–29 Oct
4.91 out of 5 average rating, 23 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
1–6 Oct
4.97 out of 5 average rating, 122 reviews
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Guest favourite
Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.93 out of 5 average rating, 134 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, 265 reviews
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Home in Bennington
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 bathrooms
8–13 Nov
4.99 out of 5 average rating, 358 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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Top guest favourite
Room in Bennington
Quiet country retreat 311 Rice Lane Bennington, VT
1 queen bed, 1 bathroom
12–17 Oct
4.97 out of 5 average rating, 86 reviews
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Guest favourite
Flat in Bennington
Cozy Loft steps from VT Downtown
1 bedroom, 1 queen bed, 1 bathroom
8–13 Oct
4.93 out of 5 average rating, 108 reviews
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Top guest favourite
Flat in Bennington
Vermont Downtown Oasis
2 bedrooms, 2 beds, 1 bathroom
8–13 Nov
4.99 out of 5 average rating, 95 reviews
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Flat in Bennington
Scenic Vermont Studio
1 bed, 1 bathroom
19–24 Oct
4.92 out of 5 average rating, 202 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, 142 reviews
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Guest favourite
Boutique hotel in Bennington
Harwood Hill Motel - Deluxe Two Queens
1 bedroom, 2 queen beds, 1 bathroom
12–17 Oct
5.0 out of 5 average rating, 19 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, 80 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
1–6 Oct
4.99 out of 5 average rating, 140 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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Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
30 Oct – 4 Nov
4.99 out of 5 average rating, 378 reviews
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Guest suite in Shaftsbury
Peaceful get away at birds of a feather
2 beds, 1 bathroom
27 Oct – 1 Nov
4.98 out of 5 average rating, 193 reviews
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Flat in Bennington
Modern Rustic Hideaway in Town
1 bedroom, 1 queen bed, 1 bathroom
27 Oct – 1 Nov
4.99 out of 5 average rating, 101 reviews