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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
13–18 Oct
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4.95 out of 5 average rating, 117 reviews
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Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms, 7 beds, 2.5 bathrooms
18–23 Oct
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Top guest favourite
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, 128 reviews
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Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
18–23 Oct
4.91 out of 5 average rating, 220 reviews
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Top guest favourite
Farm stay in Dorset
Pond House... on a farm, by a pond
2 bedrooms, 3 beds, 1 bathroom
1–6 Nov
5.0 out of 5 average rating, 91 reviews
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Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.95 out of 5 average rating, 198 reviews
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Guest favourite
Home in Dorset
Minutes from Vt. Summer Festival and Ski slops
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 37 reviews
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Top guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds, 2 bathrooms
1–6 Jun
4.97 out of 5 average rating, 145 reviews
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Flat in Wells
Cottage at the Wells Country Store
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
New place to stay
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Superhost
Holiday home in Salem
Chez Moo - Hot Tub with a View
4 bedrooms, 6 beds, 3 bathrooms
20–25 Sept
4.66 out of 5 average rating, 92 reviews
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Top guest favourite
Home in Manchester
The (Manchester) Center of it all!
3 bedrooms, 4 beds, 2 bathrooms
26–31 Oct
4.97 out of 5 average rating, 92 reviews
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Top guest favourite
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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Flat in Manchester
Apartment in Manchester Center
3 bedrooms, 4 beds, 1 bathroom
21–26 Sept
New place to stay
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Guest favourite
Home in Manchester
Ski and Play in Manchester Center!
5 bedrooms, 7 beds, 2 bathrooms
6–11 Dec
4.95 out of 5 average rating, 136 reviews
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Guest favourite
Cabin in Pawlet
Hickory Ridge, Vermont Log Cabin, no cleaning fee
2 bedrooms, 4 beds, 4 bathrooms
26–31 Oct
4.93 out of 5 average rating, 187 reviews
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Cabin in Granville
Gorgeous, Secluded, Lakeside Lodge
4 bedrooms, 5 beds, 2 bathrooms
17–22 Sept
4.83 out of 5 average rating, 127 reviews
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Superhost
Home in Dorset
Newly renovated sparkling clean on Dorset West Rd
4 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
New place to stay
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Guest favourite
Cabin in Sandgate
Log Cabin Near Manchester, Dorset and Arlington
4 bedrooms, 9 beds, 2 bathrooms
16–21 Sept
4.95 out of 5 average rating, 60 reviews
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Top guest favourite
Home in Mount Tabor
Cow Barn Lodge
5 bedrooms, 5 beds, 2.5 bathrooms
16–21 Sept
4.98 out of 5 average rating, 295 reviews