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Search results; Over 1,000 homes in Rupert

Guest favourite
Farm stay in Rupert
White Doe Farm• close to VT Summer Horse Show!
4 bedrooms, 6 beds, 3 bathrooms
17–22 Aug
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4.95 out of 5 average rating, 113 reviews
Guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
12–17 Jul
4.9 out of 5 average rating, 203 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
4.95 out of 5 average rating, 191 reviews
Top guest favourite
Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4 bedrooms, 6 beds, 1 bathroom
14–19 Aug
4.99 out of 5 average rating, 121 reviews
Guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds, 2 bathrooms
5–10 Jul
4.96 out of 5 average rating, 133 reviews
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds, 1 bathroom
20–25 Jul
4.92 out of 5 average rating, 223 reviews
Top guest favourite
Flat in Pawlet
Cozy apartment in Pawlet
2 bedrooms, 2 bathrooms
16–21 Jul
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Home in Shushan
Camden Creek Farm
2 bedrooms, 2 queen beds, 1 bathroom
18–23 Jul
4.98 out of 5 average rating, 61 reviews
Guest favourite
Cabin in Sandgate
Log Cabin in the Woods
4 bedrooms, 10 beds, 2 bathrooms
6–11 Jul
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom, Toilet with sink
5–10 Jul
4.96 out of 5 average rating, 139 reviews
Guest favourite
Home in Dorset
Mountain Serenity
3 bedrooms, 5 beds, 2.5 bathrooms
4–9 Oct
4.96 out of 5 average rating, 24 reviews
Top guest favourite
Cottage in Sandgate
Iconic "Kreffer's Crossing" covered bridge cottage
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 69 reviews
Guest favourite
Cabin in Sandgate
Unique private retreat near fishing and hiking.
2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
4.92 out of 5 average rating, 60 reviews
Top guest favourite
Guest house in Granville
Little Falls Cottage
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.98 out of 5 average rating, 81 reviews
Top guest favourite
Home in Sandgate
Breathtaking views at Hillside Getaway
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 38 reviews
Guest favourite
Cabin in Cambridge
The Long Lodge - a secluded year round getaway
3 bedrooms, 5 beds, 2 bathrooms
20–25 Jul
4.93 out of 5 average rating, 82 reviews
Top guest favourite
Flat in Manchester
Modern Vermont Retreat w/ Chef’s Kitchen
2 bedrooms, 2 beds, 1.5 bathrooms
18–23 Jul
4.97 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Whitehall
Hillside Cottage @ The Mettawee Retreat
2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 241 reviews
Home in Cambridge
Serenity on Schoolhouse Lake
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Aug
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