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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, 777 reviews
Home in Shaftsbury
Post and Beam Beauty with views!
2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Cabin in Shaftsbury
The Hygge Loft- mid-mod cabin on 70 acres w/HotTub
1 bedroom, 1 king bed, 1 bathroom
26 Sept – 1 Oct
4.99 out of 5 average rating, 327 reviews
Top guest favourite
Cottage in Shaftsbury
Rollin Cottage
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Aug
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Cabin in Shaftsbury
Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
1 bedroom, 2 beds, 1 bathroom
4–9 Oct
4.99 out of 5 average rating, 484 reviews
Top guest favourite
Guest suite in Shaftsbury
Velvet Antlers Vintage Vermont Studio
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
3 bedrooms, 4 beds, 2 bathrooms
20–25 Aug
4.87 out of 5 average rating, 151 reviews
Guest favourite
Cabin in Shaftsbury
Private Tree Farm Cabin
2 bedrooms, 4 beds, 1 bathroom
21–26 Aug
4.89 out of 5 average rating, 143 reviews
Top guest favourite
Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds, 1 bathroom
25–30 Aug
4.99 out of 5 average rating, 67 reviews
Top guest favourite
Home in Shaftsbury
One of Kind renovated Cozy VT Barn +Guest Favorite
3 bedrooms, 8 beds, 2 bathrooms
21–26 Aug
4.91 out of 5 average rating, 127 reviews
Guest favourite
Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
4 bedrooms, 2 beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 156 reviews
Top guest favourite
Cabin in Petersburg
Cozy Retreat in the Trees
2 bedrooms, 4 beds, 1 bathroom
6–11 Sept
4.94 out of 5 average rating, 280 reviews
Top guest favourite
Cabin in Bennington
Mount Anthony Cabin
2 bedrooms, 3 beds, 1 bathroom
17–22 Aug
4.96 out of 5 average rating, 97 reviews
Room in Shaftsbury
Travel with friends!
2 single beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Bennington
Southern Vermont Home
3 bedrooms, 3 queen beds, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 371 reviews
Top guest favourite
Cabin in Cambridge
Mountain View Glamping. Off-Grid & Dog Friendly
2 bedrooms, 2 queen beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 57 reviews
Tiny home in Arlington
Maple Haven
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Treehouse in Jamaica
The Treehouse at Frog Pond Farm
1 bedroom, 2 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 9 reviews
Guest favourite
Guest suite in North Bennington
Charming Private Suite • Walk to Village
1 bedroom, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.88 out of 5 average rating, 66 reviews