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Search results; Over 1,000 homes in Shaftsbury

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Cottage in Shaftsbury
Rollin Cottage
2 bedrooms, 2 beds, 1 private bathroom
27 Oct – 1 Nov
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4.97 out of 5 average rating, 176 reviews
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Home in Shaftsbury
Quaint One-Story Vermont House with Mountain View
3 bedrooms, 4 beds, 2 bathrooms
21–26 Sept
4.88 out of 5 average rating, 155 reviews
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Home in Shaftsbury
Cozy VT Barn • Fireplace + Leaf Peak+All Season
3 bedrooms, 8 beds, 2 bathrooms
18–23 Sept
4.91 out of 5 average rating, 128 reviews
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Cabin in Shaftsbury
Woodland Cabin on 18 acres w/ hot tub & fireplace
2 bedrooms, 2 king beds, 2 bathrooms
17–22 Oct
5.0 out of 5 average rating, 43 reviews
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Cabin in Shaftsbury
Vermont Dream Cabin~70 Acres w/Hot Tub & Fireplace
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
4.99 out of 5 average rating, 493 reviews
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Guest suite in Shaftsbury
Peaceful get away at birds of a feather
2 beds, 1 bathroom
27 Sept – 2 Oct
4.98 out of 5 average rating, 191 reviews
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Home in Shaftsbury
Quintessential Vermont Country Home on 140 acres.
2 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
4.99 out of 5 average rating, 279 reviews
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Home in Shaftsbury
3-bedroom country home with mountain views
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 68 reviews
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Guest suite in Shaftsbury
Velvet Antlers Vintage Vermont Studio
1 bedroom, 2 beds, 1 bathroom
19–24 Oct
4.98 out of 5 average rating, 58 reviews
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Cabin in Shaftsbury
Private Tree Farm Cabin
2 bedrooms, 4 beds, 1 bathroom
4–9 Oct
4.88 out of 5 average rating, 147 reviews
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Cabin in Shaftsbury
The Hygge Loft- mid-mod cabin on 70 acres w/HotTub
1 bedroom, 1 king bed, 1 bathroom
30 Oct – 4 Nov
4.99 out of 5 average rating, 335 reviews
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Home in Shaftsbury
Converted Vermont Barn on 6.5 acres with hot tub
4 bedrooms, 2 beds, 1 bathroom
26–31 Oct
4.94 out of 5 average rating, 159 reviews
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Cottage in Shaftsbury
Schoolhouse Spa Retreat on a Vermont Farm
2 bedrooms, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.98 out of 5 average rating, 782 reviews
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Room in Shaftsbury
A charming 1800s home in true Vermont style.
1 double bed, 2 bathrooms
18–23 Sept
5.0 out of 5 average rating, 6 reviews
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Home in Arlington
Charming Vermont Retreat
5 bedrooms, 8 beds, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 31 reviews
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Flat in Shaftsbury
Herzfeld Studios
1 bedroom, 2 beds, 1 bathroom
22–27 Oct
5.0 out of 5 average rating, 70 reviews
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Flat in Bennington
Modern retreat in heart of town
2 bedrooms, 3 beds, 1 bathroom
24–29 Oct
4.93 out of 5 average rating, 134 reviews
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Cabin in Cambridge
The Long Lodge - a secluded year round getaway
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.93 out of 5 average rating, 90 reviews
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Home in Bennington
1865 Farmhouse: mountain, monument & meadow views
3 bedrooms, 4 beds, 1.5 bathrooms
15–20 Nov
4.97 out of 5 average rating, 35 reviews