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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 bedrooms4 beds, 2 bathrooms,
15–20 Jun
4.95 out of 5 average rating, 191 reviews
Guest favourite
Cabin in Sandgate
Log Cabin in the Woods
4 bedrooms10 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 bedrooms3 beds, 1 bathroom,
15–20 Jun
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds1 bathroom,
21–26 Jun
4.92 out of 5 average rating, 223 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom2 queen beds, 1 bathroom,
31 Jul – 5 Aug
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Cabin in Comstock
East Cabin
3 bedrooms6 beds, 2 bathrooms,
29 Aug – 3 Sept
4.97 out of 5 average rating, 158 reviews
Top guest favourite
Flat in Pawlet
Cozy apartment in Pawlet
2 bedrooms2 bathrooms,
22–27 Jun
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Tinmouth
Charming Vermont Schoolhouse
1 bedroom2 beds, 1 bathroom,
9–14 Aug
5.0 out of 5 average rating, 104 reviews
Top guest favourite
Home in Shushan
Camden Creek Farm
2 bedrooms2 queen beds, 1 bathroom,
21–26 Jun
4.98 out of 5 average rating, 60 reviews
Guest favourite
Cabin in Manchester
Dragonfly Cottage - Mountain View A-Frame
3 bedrooms8 beds, 1.5 bathrooms,
21–26 Jun
4.94 out of 5 average rating, 86 reviews
Farm stay in Hoosick Falls
Lavender View at Hayberry Farm
4 bedrooms6 beds, 2.5 bathrooms,
12–17 Jul
Top guest favourite
Townhouse in Danby
Disconnect! Come Indulge in Nature- Spacious Home
3 bedrooms4 beds, 2 bathrooms,
21–26 Jun
5.0 out of 5 average rating, 59 reviews
Top guest favourite
Townhouse in Dorset
Sunny, charming, quiet get-a-way
2 bedrooms2 queen beds, 1.5 bathrooms,
15–20 Jun
4.98 out of 5 average rating, 252 reviews
Top guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroomToilet with sink,
15–20 Jun
4.96 out of 5 average rating, 139 reviews
Top guest favourite
Tiny home in Wilmington
Beautiful Timber Frame Retreat
1 bedroom1 bed, 1 bathroom,
14–19 Aug
4.99 out of 5 average rating, 377 reviews
Top guest favourite
Guest suite in Salem
Hilltop Country Views Studio Apartment
2 beds1 bathroom,
6–11 Jul
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Chalet in Winhall
Mountain view chalet with hot tub & fire pit!
4 bedrooms7 beds, 2.5 bathrooms,
10–15 Aug
4.98 out of 5 average rating, 129 reviews
Guest favourite
Home in Arlington
Sugar Shack Lodge
3 bedrooms4 beds, 2 bathrooms,
15–20 Jun
5.0 out of 5 average rating, 46 reviews