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Search results; 496 homes in Bennington

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Guest favourite
Tiny home in Bennington
Swim, Hike, Fish, Hot Tub at Waterfront Tiny House
1 bedroom, 1 bed, 1 private bathroom
20–25 Sept
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4.91 out of 5 average rating, 281 reviews
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Guest favourite
Home in Bennington
Peaceful Lakefront Escape 8 Minutes to Skiing!
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.84 out of 5 average rating, 38 reviews
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Top guest favourite
Home in Bennington
Charming Woodland Hideaway
2 bedrooms, 2 beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 23 reviews
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Top guest favourite
Home in Antrim
Milling about in history!
2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Sept
5.0 out of 5 average rating, 47 reviews
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Superhost
Yurt in Bennington
Experience a Romantic Yurt!-Relax by the Water!
1 bedroom, 1 queen bed, WC
21–26 Sept
4.91 out of 5 average rating, 244 reviews
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Guest favourite
Home in Bennington
Waterfront Fun-Swim, Canoe, Hike, Campfire, Golf
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 58 reviews
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Flat in Hancock
Mountain View Getaway
2 bedrooms, 4 beds, 1 bathroom
21–26 Sept
4.81 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Hancock
Meadow House at Powder Mill Pond
3 bedrooms, 2 single beds, 2 bathrooms
28 Oct – 2 Nov
5.0 out of 5 average rating, 22 reviews
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Cabin in Antrim
Leaf Peeping Cabin in the Trees on Gregg Lake
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.83 out of 5 average rating, 6 reviews
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Guest favourite
Villa in Francestown
14-Acre Retreat-Ready Estate Near Ski Resort,
6 bedrooms, 12 beds, 3 bathrooms
28 Sept – 3 Oct
4.86 out of 5 average rating, 7 reviews
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Superhost
Home in Winchendon
Waterfront home 2 bedrooms withdeck beach and dock
2 bedrooms, 2 beds, 1 bathroom
4–9 Oct
4.79 out of 5 average rating, 363 reviews
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Home in Windsor
Large, Comfy Family House w/ Lake & Beach access
5 bedrooms, 8 beds, 2.5 bathrooms
24–29 Oct
4.77 out of 5 average rating, 64 reviews
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Guest favourite
Home in Greenfield
Charming House on 7 Acres in Rural New Hampshire
2 bedrooms, 5 beds, 2 bathrooms
16–21 Nov
4.93 out of 5 average rating, 190 reviews
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Top guest favourite
Home in Deering
Wood-Fired Sauna & Cold Plunge Farmhouse
3 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.9 out of 5 average rating, 21 reviews
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Top guest favourite
Home in Greenfield
Cozy & Private Retreat-54 Acres
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 37 reviews
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Top guest favourite
Cabin in Weare
Lakefront Cabin near Pats Peak
2 bedrooms, 2 double beds, 1 bathroom
20–25 Sept
4.93 out of 5 average rating, 309 reviews
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Top guest favourite
Guest house in Hancock
Historic Coopers' Barn | Waterfront Retreat
2 bedrooms, 3 beds, 1.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 9 reviews
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Top guest favourite
Guest suite in Greenfield
Welcome to Merry Hill!
1 bedroom, 1 bed, 1 bathroom
4–9 Oct
4.96 out of 5 average rating, 192 reviews
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Superhost
Home in Antrim
Quiet House in the Woods
3 bedrooms, 4 queen beds, 1 bathroom
20–25 Sept
4.78 out of 5 average rating, 187 reviews