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Search results; 517 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
Yurt in Bennington
Experience a Romantic Yurt!-Relax by the Water!
1 bedroom, 1 queen bed, WC
13–18 Sept
4.91 out of 5 average rating, 241 reviews
Top guest favourite
Home in Hancock
Meadow House at Powder Mill Pond
3 bedrooms, 2 single beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 22 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
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
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, 8 reviews
Guest favourite
Home in Greenfield
Charming House on 7 Acres in Rural New Hampshire
2 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
4.93 out of 5 average rating, 188 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
Home in Windsor
Large, Comfy Family House w/ Lake & Beach access
5 bedrooms, 8 beds, 2.5 bathrooms
24–29 Oct
4.76 out of 5 average rating, 63 reviews
Guest favourite
Villa in Francestown
14-Acre Retreat-Ready Estate Near Ski Resort,
6 bedrooms, 12 beds, 3 bathrooms
5–10 Sept
4.86 out of 5 average rating, 7 reviews
Superhost
Home in Antrim
HotTub FirePit Games Huge Backyard Family Friendly
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 248 reviews
Top guest favourite
Room in Deering
Private attic loft on a working farm
2 beds, 1 bathroom
1–6 Jan
5.0 out of 5 average rating, 76 reviews
Cabin in Deering
The Fox Den Cabin
1 bedroom, 3 beds, WC
28 Aug – 2 Sept
New place to stay
Superhost
Chalet in Antrim
Direct Waterfront A-Frame, Close to 3 Ski Areas!
2 bedrooms, 4 beds, 1 bathroom
19–24 Oct
4.9 out of 5 average rating, 156 reviews
Guest favourite
Home in Antrim
Franklin Pierce Lake Escape
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
4.83 out of 5 average rating, 6 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