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
,
4.99 out of 5 average rating, 120 reviews
Guest favourite
Home in Dorset
Mountain Serenity
3 bedrooms5 beds, 2.5 bathrooms,
5–10 Jul
4.95 out of 5 average rating, 22 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms4 beds, 2 bathrooms,
11–16 Jun
4.95 out of 5 average rating, 191 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom2 queen beds, 1 bathroom,
31 Jul – 5 Aug
4.98 out of 5 average rating, 138 reviews
Top guest favourite
Home in Shushan
Camden Creek Farm
2 bedrooms2 queen beds, 1 bathroom,
21–26 Jun
4.98 out of 5 average rating, 60 reviews
Guest favourite
Cottage in Sandgate
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
1 bedroom1 queen bed, 1 bathroom,
5–10 Jul
5.0 out of 5 average rating, 19 reviews
Top guest favourite
Cottage in Dorset
East Dorset, VT Deming Pond Guest House
2 bedrooms3 beds, 1 bathroom,
13–18 Jul
4.98 out of 5 average rating, 56 reviews
Top guest favourite
Cottage in Wells
Private cottage in the woods
2 bedrooms3 beds, 1 bathroom,
15–20 Jun
4.96 out of 5 average rating, 56 reviews
Top guest favourite
Farm stay in Dorset
Pond House... on a farm, by a pond
2 bedrooms3 beds, 1 bathroom,
11–16 Jun
5.0 out of 5 average rating, 86 reviews
Top guest favourite
Home in Salem
Woodland Tiny Home Hideaway
1 bedroom1 queen bed, 1 bathroom,
14–19 Jun
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Cabin in Granville
Hand crafted cabin in the Woods!
3 bedrooms5 beds, 2 bathrooms,
14–19 Sept
4.98 out of 5 average rating, 101 reviews
Top guest favourite
Cottage in Sandgate
Iconic "Kreffer's Crossing" covered bridge cottage
2 bedrooms2 beds, 1 bathroom,
12–17 Jun
4.99 out of 5 average rating, 69 reviews
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds1 bathroom,
12–17 Jun
4.92 out of 5 average rating, 223 reviews
Top guest favourite
Home in Weston
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
3 bedrooms6 beds, 1.5 bathrooms,
14–19 Jun
4.96 out of 5 average rating, 315 reviews
Guest favourite
Cabin in Sandgate
Unique private retreat near fishing and hiking.
2 bedrooms4 beds, 1 bathroom,
25–30 Jun
4.92 out of 5 average rating, 60 reviews
Guest favourite
Cabin in Sandgate
Log Cabin in the Woods
4 bedrooms10 beds, 2 bathrooms,
22–27 Jun
4.95 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
2 bedrooms10 beds, 2 bathrooms,
12–17 Jun
4.96 out of 5 average rating, 124 reviews
Top guest favourite
Guest suite in Salem
Hilltop Country Views Studio Apartment
2 beds1 bathroom,
6–11 Jul
4.98 out of 5 average rating, 134 reviews
Top guest favourite
Flat in Pawlet
Cozy apartment in Pawlet
2 bedrooms2 bathrooms,
18–23 Jun
4.95 out of 5 average rating, 20 reviews