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Search results; Over 1,000 homes in Rupert

Top guest favourite
Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4 bedrooms, 6 beds, 1 private bathroom
14–19 Aug
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4.99 out of 5 average rating, 121 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
16–21 Jun
4.95 out of 5 average rating, 191 reviews
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Farm stay in Dorset
Pond House... on a farm, by a pond
2 bedrooms, 3 beds, 1 bathroom
16–21 Jun
5.0 out of 5 average rating, 86 reviews
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Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds, 1 bathroom
21–26 Jun
4.92 out of 5 average rating, 223 reviews
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Home in Dorset
Home in the Heart of Dorset Village
3 bedrooms, 3 beds, 3.5 bathrooms
17–22 Aug
4.99 out of 5 average rating, 87 reviews
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Flat in Pawlet
Cozy apartment in Pawlet
2 bedrooms, 2 bathrooms
23–28 Jun
4.95 out of 5 average rating, 21 reviews
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Home in Manchester
Summer fun! The best restaurants in Vermont!
3 bedrooms, 6 beds, 2 bathrooms
21–26 Jun
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Townhouse in Danby
Disconnect! Come Indulge in Nature- Spacious Home
3 bedrooms, 4 beds, 2 bathrooms
21–26 Jun
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Fort Edward
Sasquatch Theme! - Local to Lake George & Saratoga
1 bedroom, 2 beds, Toilet with sink
6–11 Jul
4.98 out of 5 average rating, 166 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, 23 reviews
Top guest favourite
Guest suite in Dorset
Private Retreat Steps from Dorset Village Green
1 bedroom, 1 king bed, 1 bathroom
26 Jun – 1 Jul
5.0 out of 5 average rating, 60 reviews
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Cabin in Pawlet
Hickory Ridge, Vermont Log Cabin, no cleaning fee
2 bedrooms, 4 beds, 4 bathrooms
15–20 Aug
4.93 out of 5 average rating, 183 reviews
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Flat in Dorset
Vermont barn apartment
1 bed, 1 bathroom
16–21 Jun
4.99 out of 5 average rating, 194 reviews
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Home in Salem
The Hebron Country House Getaway
3 bedrooms, 3 beds, 2 bathrooms
4–9 Jul
5.0 out of 5 average rating, 23 reviews
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Cabin in Londonderry
Stone Fence Cabin
1 bedroom, 1 double bed, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 376 reviews
Top guest favourite
Cabin in Manchester
Private Modern Rustic Loft w/outdoor fire pit
1 bedroom, 2 beds, 1 bathroom
22–27 Jun
5.0 out of 5 average rating, 69 reviews
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Guest suite in Manchester
Bright Manchester Studio with Sleeping Loft
1 bedroom, 2 beds, 1 bathroom
21–26 Jun
4.91 out of 5 average rating, 167 reviews
Top guest favourite
Home in Manchester
Home on 40 Acres with Pinball in Game Room
5 bedrooms, 11 beds, 5 bathrooms
16–21 Jun
4.92 out of 5 average rating, 24 reviews
Top guest favourite
Home in Manchester
The (Manchester) Center of it all!
3 bedrooms, 4 beds, 2 bathrooms
29 Jun – 4 Jul
4.96 out of 5 average rating, 80 reviews