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Search results; Over 1,000 homes in Rupert

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Guest favourite
Farm stay in Rupert
White Doe Farm •Lovingly restored antique farmhome
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
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4.95 out of 5 average rating, 115 reviews
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Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Sept
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Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
10–15 Sept
4.91 out of 5 average rating, 216 reviews
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Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4 bedrooms, 6 beds, 1 bathroom
9–14 Nov
4.99 out of 5 average rating, 127 reviews
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Home in Dorset
Renovated Dorset Village Retreat • On the Green
4 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 197 reviews
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Home in Sandgate
Secluded Mountain Chalet | 12 Acres, Pond, Views
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 15 reviews
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Home in Dorset
Charming Heart of Dorset Village 4 Season Retreat
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 46 reviews
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Bus in Granville
Serene Bus Getaway Among Rolling Farm Land
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 214 reviews
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Cabin in Manchester
Dragonfly Cottage - Mountain View A-Frame
3 bedrooms, 8 beds, 1.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 89 reviews
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Home in Dorset
Classic Vermont Home with Mountain Views.
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
4.73 out of 5 average rating, 11 reviews
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Cabin in Sandgate
Log Cabin Near Manchester, Dorset and Arlington
4 bedrooms, 9 beds, 2 bathrooms
1–6 Sept
4.95 out of 5 average rating, 60 reviews
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Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
2 bedrooms, 10 beds, 2 bathrooms
3–8 Sept
4.96 out of 5 average rating, 128 reviews
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Home in Dorset
Welcome to "Bumblinn" ~ Historic Dorset, VT
4 bedrooms, 5 beds, 2 bathrooms
22–27 Sept
5.0 out of 5 average rating, 26 reviews
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Cottage in Manchester
Edelweiss Cottage, Manchester VT
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
4.99 out of 5 average rating, 107 reviews
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Home in Salem
The Hebron Country House Getaway
3 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
4.96 out of 5 average rating, 27 reviews
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Home in Manchester
Spacious Log Retreat, Minutes to Skiing, Sleeps 13
4 bedrooms, 10 beds, 3 bathrooms
2–7 Sept
New place to stay
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Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 142 reviews
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Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom, 1 queen bed, 1 bathroom
5–10 Oct
4.97 out of 5 average rating, 147 reviews