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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.
4.9 out of 5 average rating, 204 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4.99 out of 5 average rating, 122 reviews, 4 bedrooms, 6 beds, 1 bathroom
14–19 Aug
Home in Dorset
Renovated Dorset Village Retreat • On the Green
4 bedrooms, 4 beds, 3 bathrooms
6–11 Jul
Guest favourite
Cabin in Sandgate
Log Cabin in the Woods
4.95 out of 5 average rating, 60 reviews, 4 bedrooms, 10 beds, 2 bathrooms
6–11 Jul
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
4.95 out of 5 average rating, 193 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Home in Dorset
Charming Dorset Cottage Nestled in the Treetops
3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
4.98 out of 5 average rating, 141 reviews, 1 bedroom, 2 beds, 1 bathroom
3–8 Aug
Top guest favourite
Guest suite in Salem
Hilltop Country Views Studio Apartment
4.98 out of 5 average rating, 136 reviews, 2 beds, 1 bathroom
28 Jul – 2 Aug
Top guest favourite
Flat in Dorset
Vermont barn apartment
4.99 out of 5 average rating, 194 reviews, 1 bed, 1 bathroom
6–11 Jul
Top guest favourite
Bus in Granville
Serene Bus Getaway Among Rolling Farm Land
4.9 out of 5 average rating, 200 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Top guest favourite
Home in Tinmouth
Charming Vermont Schoolhouse
4.99 out of 5 average rating, 108 reviews, 1 bedroom, 2 beds, 1 bathroom
23–28 Aug
Top guest favourite
Flat in Salem
Yellow Door Inn
4.98 out of 5 average rating, 123 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Top guest favourite
Flat in Pawlet
Cozy apartment in Pawlet
4.95 out of 5 average rating, 21 reviews, 2 bedrooms, 2 bathrooms
16–21 Jul
Guest favourite
Cabin in Pawlet
Hickory Ridge, Vermont Log Cabin, no cleaning fee
4.92 out of 5 average rating, 185 reviews, 2 bedrooms, 4 beds, 4 bathrooms
30 Aug – 4 Sept
Home in Granville
Updated 1800's Brick Farmhouse/Marvelous Views
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 8 beds, 2 bathrooms
2–7 Aug
Top guest favourite
Guest suite in Salem
Suite on Salem
5.0 out of 5 average rating, 124 reviews, 1 bedroom, 1 bed, 1 bathroom
12–17 Jul
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
4.92 out of 5 average rating, 224 reviews, 2 beds, 1 bathroom
20–25 Jul
Superhost
Flat in Dorset
Newly Renovated Cottage
4.84 out of 5 average rating, 85 reviews, 1 bedroom, 1 bed, 1 bathroom
27 Jul – 1 Aug