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Search results; 520 homes in Bennington

Guest favourite
Tiny home in Bennington
Swim, Hike, Fish, Hot Tub at Waterfront Tiny House
1 bedroom, 1 bed, 1 private bathroom
13–18 Sept
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4.91 out of 5 average rating, 280 reviews
Guest favourite
Home in Bennington
Peaceful Lakefront Escape With a Porch and Kayaks!
2 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
4.85 out of 5 average rating, 34 reviews
Top guest favourite
Home in Bennington
Charming Woodland Hideaway
2 bedrooms, 2 beds, 1 bathroom
27 Sept – 2 Oct
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Antrim
Milling about in history!
2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 45 reviews
Superhost
Home in Antrim
Rustic & Renovated Hot Tub/Game Room Sleeps 8ppl
2 bedrooms, 3 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 173 reviews
Top guest favourite
Guest suite in Greenfield
Welcome to Merry Hill!
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
4.96 out of 5 average rating, 187 reviews
Top guest favourite
Loft in Peterborough
1850 Waterfall Mill-Loft Style Chic
2 bedrooms, 2 queen beds, 1 bathroom
29 Sept – 4 Oct
4.96 out of 5 average rating, 314 reviews
Home in Hancock
Charming Village Home
3 bedrooms, 4 beds, 2 bathrooms
28 Oct – 2 Nov
4.88 out of 5 average rating, 59 reviews
Top guest favourite
Home in Deering
Wood-Fired Sauna & Cold Plunge Farmhouse
3 bedrooms, 6 beds, 3 bathrooms
13–18 Sept
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Cottage in Weare
Cozy lakefront cottage with dock, close to skiing
3 bedrooms, 4 beds, 1.5 bathrooms
13–18 Sept
4.95 out of 5 average rating, 87 reviews
Guest favourite
Home in Harrisville
Lake Skatutakee Bungalow
3 bedrooms, 4 beds, 2 bathrooms
5–10 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Greenfield
Cozy & Private Retreat-54 Acres
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 35 reviews
Top guest favourite
Cottage in Harrisville
The Harrisville Ranch - Monadnock Region Getaway!
4 bedrooms, 4 beds, 2.5 bathrooms
8–13 Sept
4.95 out of 5 average rating, 115 reviews
Guest favourite
Chalet in Hillsboro
Summer getaway at Emerald lake fun for the family
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.92 out of 5 average rating, 53 reviews
Top guest favourite
Cottage in Jaffrey
The Boathouse - A rustic and cozy lakeside cottage
1 bedroom, 4 beds, 1 bathroom
12–17 Sept
4.96 out of 5 average rating, 52 reviews
Guest favourite
Cottage in Stoddard
Lakeside Retreat 4BR/2BA- 2hrs from Boston
4 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Barn in Peterborough
Barn in heart of Peterborough
1 bedroom, 3 beds, 1 bathroom
6–11 Sept
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Cabin in Hillsboro
Cozy, modern lakeside cabin with a rustic vibe
2 bedrooms, 3 beds, 1.5 bathrooms
9–14 Sept
4.99 out of 5 average rating, 86 reviews
Top guest favourite
Cabin in Stoddard
Cozy Comfort on 250 Acre Private Estate
2 bedrooms, 2 queen beds, 2 bathrooms
25–30 Oct
4.98 out of 5 average rating, 254 reviews