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Search results; Over 1,000 homes in Shaftsbury

Top guest favourite
Cottage in Shaftsbury
Schoolhouse Spa Retreat on a Vermont Farm
2 bedrooms, 2 beds, 1 private bathroom
8–13 Sept
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4.98 out of 5 average rating, 772 reviews
Top guest favourite
Cabin in Shaftsbury
Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
4.99 out of 5 average rating, 478 reviews, 1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Top guest favourite
Cabin in Shaftsbury
The Hygge Loft- mid-mod cabin on 70 acres w/HotTub
4.99 out of 5 average rating, 326 reviews, 1 bedroom, 1 bed, 1 bathroom
9–14 Aug
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Home in Shaftsbury
3-bedroom country home with mountain views
4.98 out of 5 average rating, 64 reviews, 3 bedrooms, 4 beds, 1 bathroom
15–20 Jul
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Cottage in Shaftsbury
Rollin Cottage
4.97 out of 5 average rating, 172 reviews, 2 bedrooms, 2 beds, 1 bathroom
4–9 Aug
Top guest favourite
Cabin in Shaftsbury
Woodland Cabin on 18 acres w/ hot tub & fireplace
5.0 out of 5 average rating, 28 reviews, 2 bedrooms, 2 beds, 2 bathrooms
23–28 Aug
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Guest suite in Shaftsbury
Velvet Antlers Vintage Vermont Studio
4.98 out of 5 average rating, 53 reviews, 1 bedroom, 2 beds, 1 bathroom
21–26 Jul
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Home in Shaftsbury
One of kind renovated VT Barn +Guest Favorite
4.9 out of 5 average rating, 125 reviews, 3 bedrooms, 8 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
4.87 out of 5 average rating, 149 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
Guest favourite
Cabin in Shaftsbury
Private Tree Farm Cabin
4.89 out of 5 average rating, 142 reviews, 2 bedrooms, 4 beds, 1 bathroom
16–21 Jul
Top guest favourite
Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
4.94 out of 5 average rating, 155 reviews, 4 bedrooms, 2 beds, 1 bathroom
22–27 Jul
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Flat in Shaftsbury
Herzfeld Studios
5.0 out of 5 average rating, 65 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Jul
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Home in Bennington
Cozy Modern Sugar House with spectacular views.
4.99 out of 5 average rating, 351 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
22–27 Aug
Bed and breakfast in Shaftsbury
Travel with friends!
1 bedroom, 2 beds, 3 bathrooms
26–31 Jul
Home in Petersburgh
Beautiful Rustic A-Frame
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 3 beds, 1 bathroom
20–25 Jul
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Room in Arlington
Quiet Vermont Oasis to Relax and Renew!
4.98 out of 5 average rating, 233 reviews, 1 queen bed, 1 bathroom
19–24 Jul
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Home in Bennington
Southern Vermont Home
4.99 out of 5 average rating, 366 reviews, 3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
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Guest house in North Bennington
Birch House - lake, green trees + modern comforts
4.99 out of 5 average rating, 353 reviews, 1 bedroom, 1 bed, 1 bathroom
28 Aug – 2 Sept
Top guest favourite
Farm stay in Bennington
The Farm Cottage- Quiet 1BR on Hobby Farm
4.98 out of 5 average rating, 245 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul