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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
16–21 Aug
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4.99 out of 5 average rating, 125 reviews
Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms, 7 beds, 2.5 bathrooms
16–21 Aug
Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
16–21 Aug
4.91 out of 5 average rating, 213 reviews
Top guest favourite
Cabin in Comstock
East Cabin
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
4.98 out of 5 average rating, 172 reviews
Top guest favourite
Townhouse in Danby
Disconnect! Come Indulge in Nature- Spacious Home
3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Cottage in Dorset
Pond Cottage
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.97 out of 5 average rating, 187 reviews
Home in Shaftsbury
Post and Beam Beauty with views!
2 bedrooms, 2 beds, 2 bathrooms
17–22 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Tower in Granville
Slateville Cabin & Tower equipped & secluded
2 bedrooms, 8 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 57 reviews
Top guest favourite
Cabin in Granville
Hand crafted cabin in the Woods!
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
4.98 out of 5 average rating, 109 reviews
Top guest favourite
Home in Shushan
Camden Creek Farm
2 bedrooms, 2 queen beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 70 reviews
Top guest favourite
Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
2 bedrooms, 10 beds, 2 bathrooms
13–18 Aug
4.96 out of 5 average rating, 127 reviews
Flat in Pawlet
Loft 404 - Peaceful Private Vermont Retreat
1 bedroom, 1 queen bed, 1 bathroom
18–23 Aug
4.97 out of 5 average rating, 30 reviews
Top guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 141 reviews
Top guest favourite
Townhouse in Dorset
Sunny, charming, quiet get-a-way
2 bedrooms, 2 queen beds, 1.5 bathrooms
23–28 Aug
4.98 out of 5 average rating, 257 reviews
Guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds, 1 bathroom
24–29 Aug
4.92 out of 5 average rating, 228 reviews
Guest favourite
Home in Dorset
Mountain Serenity
3 bedrooms, 5 beds, 2.5 bathrooms
17–22 Dec
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Tiny home in Granville
Pond Cabin in Hebron.
1 queen bed, WC
12–17 Aug
4.95 out of 5 average rating, 133 reviews
Top guest favourite
Home in Manchester
The Cabin on Main - Manchester, Vermont
1 bedroom, 1 bed, 1.5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Cottage in Dorset
Vermont cottage with water and mountain views
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 63 reviews