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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
Top guest favourite
Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4.99 out of 5 average rating, 121 reviews, 4 bedrooms, 6 beds, 1 bathroom
14–19 Aug
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
4.95 out of 5 average rating, 192 reviews, 3 bedrooms, 4 beds, 2 bathrooms
20–25 Jul
Top guest favourite
Home in Shushan
Camden Creek Farm
4.98 out of 5 average rating, 63 reviews, 2 bedrooms, 2 beds, 1 bathroom
18–23 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
Home in Tinmouth
Charming Vermont Schoolhouse
4.99 out of 5 average rating, 107 reviews, 1 bedroom, 2 beds, 1 bathroom
5–10 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
Top guest favourite
Cottage in Sandgate
Iconic "Kreffer's Crossing" covered bridge cottage
4.99 out of 5 average rating, 69 reviews, 2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
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
Home in Cambridge
Serenity on Schoolhouse Lake near SPAC & Saratoga
New place to stay, 2 bedrooms, 2 beds, 1 bathroom
17–22 Aug
Top guest favourite
Home in Sandgate
Breathtaking views at Hillside Getaway
5.0 out of 5 average rating, 38 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
Guest favourite
Campsite in Granville
Brookside Locust Grove Campsite
4.95 out of 5 average rating, 19 reviews, 1 bedroom, 1 bed, Toilet with sink
2–7 Jul
Top guest favourite
Cabin in Pawlet
Oma's Cabin - A Quiet, Off-Grid Forest Retreat
4.94 out of 5 average rating, 185 reviews, 1 bedroom, Toilet with sink
6–11 Jul
Home in Wardsboro
Oak Hill Getaway
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 6 beds, 2 bathrooms
9–14 Jul
Top guest favourite
Room in Danby
Spectacular view, private bathroom. One king bed
4.99 out of 5 average rating, 230 reviews, 1 king bed, 1.5 bathrooms
11–16 Jul
Top guest favourite
Cottage in Wells
Private cottage in the woods
4.96 out of 5 average rating, 57 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
Guest favourite
Cabin in Sandgate
Unique private retreat near fishing and hiking.
4.92 out of 5 average rating, 60 reviews, 2 bedrooms, 4 beds, 1 bathroom
24–29 Jul
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
Cottage in Whitehall
Hillside Cottage @ The Mettawee Retreat
4.99 out of 5 average rating, 241 reviews, 2 beds, 1 bathroom
31 Aug – 5 Sept