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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
16–21 Aug
4.91 out of 5 average rating, 213 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
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
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
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
Guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom, WC
17–22 Aug
4.95 out of 5 average rating, 146 reviews
Guest favourite
Guest house in Manchester
Glamping Cabin with Private Pond and Mountain View
1 bedroom, 2 beds, WC
23–28 Aug
4.81 out of 5 average rating, 278 reviews
Top guest favourite
Campsite in Jackson
“Silver Birch” overlooking the Green Mountains, VT
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.96 out of 5 average rating, 135 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
Cabin in Fort Edward
Sasquatch Theme! - Local to Lake George & Saratoga
1 bedroom, 2 beds, WC
20–25 Sept
4.96 out of 5 average rating, 197 reviews
Tiny home in Arlington
Maple Haven
1 bedroom, 1 queen bed, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 5 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
Guest suite in Salem
Hilltop Country Views Studio Apartment
2 beds, 1 bathroom
9–14 Sept
4.98 out of 5 average rating, 140 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
Guest favourite
Tiny home in Jamaica
Apple Blossom Cottage: A Tiny House
1 bedroom, 2 beds, 1 bathroom
24–29 Aug
4.94 out of 5 average rating, 1373 reviews
Cabin in Poultney
The Pond House
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Dorset
Dorset, Vermont mountain retreat
2 bedrooms, 2 queen beds, 2.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 16 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, 89 reviews