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Search results; Over 1,000 homes in Bennington

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Top guest favourite
Home in Bennington
1769 Henry House/Tavern / Near Manchester
6 bedrooms, 7 beds, 5 private bathrooms
28 Oct – 2 Nov
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5.0 out of 5 average rating, 59 reviews
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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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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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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
Cozy Modern Sugar House with spectacular views.
2 bedrooms, 3 beds, 1.5 bathrooms
25–30 Oct
4.99 out of 5 average rating, 358 reviews
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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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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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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, 122 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, 36 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
1–6 Oct
4.99 out of 5 average rating, 140 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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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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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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Superhost
Room in Bennington
Hayloft Suite @ 1880 Victorian Manor
1 queen bed, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
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
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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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Home in Woodford
Cozy Lake Escape, Peaceful Vermont Stay
3 bedrooms, 4 beds, 2 bathrooms
12–17 Oct
4.97 out of 5 average rating, 38 reviews
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Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
3 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
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
30 Oct – 4 Nov
4.99 out of 5 average rating, 378 reviews