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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
14–19 Aug
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4.99 out of 5 average rating, 121 reviews
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds, 1 bathroom
21–26 Jun
4.92 out of 5 average rating, 223 reviews
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Home in Shushan
Camden Creek Farm
2 bedrooms, 2 queen beds, 1 bathroom
21–26 Jun
4.98 out of 5 average rating, 60 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
18–23 Jun
4.95 out of 5 average rating, 191 reviews
Guest favourite
Cabin in Sandgate
Unique private retreat near fishing and hiking.
2 bedrooms, 4 beds, 1 bathroom
25–30 Jun
4.92 out of 5 average rating, 60 reviews
Top guest favourite
Cottage in Wells
Private cottage in the woods
2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
4.96 out of 5 average rating, 57 reviews
Top guest favourite
Cottage in Sandgate
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
1 bedroom, 1 queen bed, 1 bathroom
5–10 Jul
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom, Toilet with sink
25–30 Jun
4.96 out of 5 average rating, 139 reviews
Top guest favourite
Flat in Pawlet
Cozy apartment in Pawlet
2 bedrooms, 2 bathrooms
25–30 Jun
4.95 out of 5 average rating, 21 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom, 2 queen beds, 1 bathroom
31 Jul – 5 Aug
4.98 out of 5 average rating, 140 reviews
Top guest favourite
Cabin in Pawlet
Hickory Ridge, Vermont Log Cabin, no cleaning fee
2 bedrooms, 4 beds, 4 bathrooms
15–20 Aug
4.93 out of 5 average rating, 183 reviews
Guest favourite
Cabin in Sandgate
Log Cabin in the Woods
4 bedrooms, 10 beds, 2 bathrooms
22–27 Jun
4.95 out of 5 average rating, 60 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, 23 reviews
Top guest favourite
Cabin in Pawlet
Oma's Cabin - A Quiet, Off-Grid Forest Retreat
1 bedroom, Toilet with sink
6–11 Jul
4.94 out of 5 average rating, 185 reviews
Top guest favourite
Guest suite in Salem
Hilltop Country Views Studio Apartment
2 beds, 1 bathroom
6–11 Jul
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Cabin in Fort Edward
Farm Stay! - 20 min from Lake George-30 Saratoga
1 bedroom, 1 queen bed, 1 bathroom
2–7 Sept
4.95 out of 5 average rating, 380 reviews
Top guest favourite
Farm stay in Dorset
Pond House... on a farm, by a pond
2 bedrooms, 3 beds, 1 bathroom
18–23 Jun
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Cottage in Manchester
Edelweiss Cottage, Manchester VT
3 bedrooms, 5 beds, 2 bathrooms
28 Jun – 3 Jul
4.99 out of 5 average rating, 98 reviews
Top guest favourite
Guest house in Granville
Moon Valley Country Retreat no clean fee pets yes
1 bedroom, 2 beds, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 993 reviews