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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
Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
20–25 Aug
4.91 out of 5 average rating, 215 reviews
Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms, 7 beds, 2.5 bathrooms
21–26 Aug
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, 142 reviews
Top guest favourite
Cottage in Dorset
Pond Cottage
1 bedroom, 1 queen bed, 1 bathroom
3–8 Nov
4.97 out of 5 average rating, 188 reviews
Top guest favourite
Tiny home in Granville
Pond Cabin in Hebron.
1 queen bed, WC
23–28 Aug
4.96 out of 5 average rating, 134 reviews
Top guest favourite
Bus in Granville
Serene Bus Getaway Among Rolling Farm Land
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 212 reviews
Guest favourite
Tiny home in Cambridge
Runamuk Farm
1 bedroom, 1 queen bed, 1 bathroom
30 Aug – 4 Sept
4.92 out of 5 average rating, 226 reviews
Top 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, 230 reviews
Top guest favourite
Cabin in Fort Edward
Sasquatch Theme! - Local to Lake George & Saratoga
1 bedroom, 2 beds, WC
28 Sept – 3 Oct
4.97 out of 5 average rating, 202 reviews
Top guest favourite
Barn in Manchester
Cozy Barn home w/ Mountain Views
1 bedroom, 1 queen bed, 1 bathroom
8–13 Nov
4.98 out of 5 average rating, 123 reviews
Guest house in Wells
Mountaintop Getaway
1 bedroom, 1 double bed, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Clarendon
Trestle Farm
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.98 out of 5 average rating, 94 reviews
Guest favourite
Home in Danby
Comfortable farmhouse with stunning views
3 bedrooms, 3 beds, 2 bathrooms
2–7 Nov
4.95 out of 5 average rating, 260 reviews
Top guest favourite
Home in Wells
Relaxing Lakeside Cottage w/ Dock + EV charger
2 bedrooms, 2 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 18 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, 196 reviews
Top guest favourite
Cabin in Londonderry
Stone Fence Cabin
1 bedroom, 1 double bed, 1 bathroom
15–20 Oct
4.94 out of 5 average rating, 388 reviews
Top guest favourite
Apartment in Dorset
Dorset, Vermont mountain retreat
2 bedrooms, 2 queen beds, 2.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cabin in Poultney
The Pond House
1 bedroom, 3 beds, 1 bathroom
28 Aug – 2 Sept
5.0 out of 5 average rating, 7 reviews