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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
9–14 Nov
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4.99 out of 5 average rating, 126 reviews
Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms, 7 beds
21–26 Aug
Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed
20–25 Aug
4.91 out of 5 average rating, 215 reviews
Guest favourite
Cabin in Granville
Tiny Cabin in the Woods
1 bedroom, 1 queen bed
21–26 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds
8–13 Sept
4.95 out of 5 average rating, 196 reviews
Top guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds
7–12 Sept
4.96 out of 5 average rating, 142 reviews
Top guest favourite
Cottage in Sandgate
Iconic "Kreffer's Crossing" covered bridge cottage
2 bedrooms, 2 beds
22–27 Aug
4.99 out of 5 average rating, 79 reviews
Top guest favourite
Cabin in Comstock
East Cabin
3 bedrooms, 6 beds
4–9 Oct
4.98 out of 5 average rating, 174 reviews
Top guest favourite
Home in Wells
Relaxing Lakeside Cottage w/ Dock + EV charger
2 bedrooms, 2 beds
28 Aug – 2 Sept
5.0 out of 5 average rating, 18 reviews
Top guest favourite
Guest house in Granville
Little Falls Cottage
2 bedrooms, 2 beds
13–18 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Home in Dorset
Home in the Heart of Dorset Village
3 bedrooms, 3 beds
8–13 Sept
4.99 out of 5 average rating, 89 reviews
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds
24–29 Aug
4.92 out of 5 average rating, 230 reviews
Guest favourite
Home in Dorset
Classic Vermont Home with Mountain Views.
3 bedrooms, 4 beds
21–26 Aug
4.73 out of 5 average rating, 11 reviews
Guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom
23–28 Aug
4.95 out of 5 average rating, 147 reviews
Top guest favourite
Tiny home in Granville
Pond Cabin in Hebron.
1 queen bed
23–28 Aug
4.96 out of 5 average rating, 134 reviews
Top guest favourite
Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
2 bedrooms, 10 beds
3–8 Sept
4.96 out of 5 average rating, 128 reviews
Top guest favourite
Home in Sandgate
Secluded Mountain Chalet | 12 Acres, Pond, Views
3 bedrooms, 5 beds
21–26 Aug
5.0 out of 5 average rating, 15 reviews
Top guest favourite
Townhouse in Dorset
Sunny, charming, quiet get-a-way
2 bedrooms, 2 queen beds
23–28 Aug
4.98 out of 5 average rating, 258 reviews
Home in Granville
Country Cabin Getaway Near Lake George & Vt Lakes
3 bedrooms, 5 beds
22–27 Aug
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