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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
Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
14–19 Aug
4.91 out of 5 average rating, 212 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.95 out of 5 average rating, 194 reviews
Top guest favourite
Bus in Granville
Serene Bus Getaway Among Rolling Farm Land
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.9 out of 5 average rating, 207 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom, 2 queen beds, 1 bathroom
17–22 Sept
4.98 out of 5 average rating, 143 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, 64 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
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 140 reviews
Flat in Pawlet
Loft 404 - Peaceful Private Vermont Retreat
1 bedroom, 1 queen bed, 1 bathroom
9–14 Aug
4.97 out of 5 average rating, 30 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, 108 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, 67 reviews
Top guest favourite
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, 88 reviews
Guest favourite
Cabin in Manchester
Dragonfly Cottage - Mountain View A-Frame
3 bedrooms, 8 beds, 1.5 bathrooms
6–11 Sept
4.94 out of 5 average rating, 88 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
29 Oct – 3 Nov
4.92 out of 5 average rating, 26 reviews
Top guest favourite
Barn in Manchester
Big Green Barn - Manchester Village Vermont
2 bedrooms, 2 queen beds, 1 bathroom
29 Aug – 3 Sept
4.99 out of 5 average rating, 298 reviews
Top guest favourite
Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
2 bedrooms, 10 beds, 2 bathrooms
10–15 Aug
4.96 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Manchester
Modern Vermont Retreat w/ Chef’s Kitchen
2 bedrooms, 2 beds, 1.5 bathrooms
26–31 Aug
4.96 out of 5 average rating, 47 reviews
Top guest favourite
Townhouse in Dorset
Sunny, charming, quiet get-a-way
2 bedrooms, 2 queen beds, 1.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 257 reviews