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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
Top guest favourite
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
Guest favourite
Cabin in Sandgate
Log Cabin in the Woods
4 bedrooms, 10 beds, 2 bathrooms
22–27 Jun
4.95 out of 5 average rating, 60 reviews
Top guest favourite
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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Home in Tinmouth
Charming Vermont Schoolhouse
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 104 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom, 2 queen beds, 1 bathroom
31 Jul – 5 Aug
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Home in Shushan
Camden Creek Farm
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Jun
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Home in Weston
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
3 bedrooms, 6 beds, 1.5 bathrooms
21–26 Jun
4.96 out of 5 average rating, 315 reviews
Top guest favourite
Cabin in Comstock
East Cabin
3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
4.97 out of 5 average rating, 158 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 Mount Tabor
Cow Barn Lodge
5 bedrooms, 5 beds, 2.5 bathrooms
21–26 Jun
4.99 out of 5 average rating, 286 reviews
Top guest favourite
Townhouse in Dorset
Sunny, charming, quiet get-a-way
2 bedrooms, 2 queen beds, 1.5 bathrooms
16–21 Jun
4.98 out of 5 average rating, 252 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
Top guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom, Toilet with sink
25–30 Jun
4.96 out of 5 average rating, 139 reviews
Top guest favourite
Guest suite in Salem
Hilltop Country Views Studio Apartment
2 beds, 1 bathroom
6–11 Jul
4.98 out of 5 average rating, 134 reviews
Guest favourite
Cabin in Manchester
Dragonfly Cottage - Mountain View A-Frame
3 bedrooms, 8 beds, 1.5 bathrooms
21–26 Jun
4.94 out of 5 average rating, 86 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
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