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, 121 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds, 2 bathrooms
17–22 Jun
4.95 out of 5 average rating, 191 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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Farm stay in Dorset
Pond House... on a farm, by a pond
2 bedrooms, 3 beds, 1 bathroom
17–22 Jun
5.0 out of 5 average rating, 86 reviews
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Flat in Pawlet
Cozy apartment in Pawlet
2 bedrooms, 2 bathrooms
24–29 Jun
4.95 out of 5 average rating, 21 reviews
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Home in Dorset
Home in the Heart of Dorset Village
3 bedrooms, 3 beds, 3.5 bathrooms
17–22 Aug
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Townhouse in Danby
Disconnect! Come Indulge in Nature- Spacious Home
3 bedrooms, 4 beds, 2 bathrooms
21–26 Jun
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
2 bedrooms, 10 beds, 2 bathrooms
18–23 Jun
4.96 out of 5 average rating, 124 reviews
Top guest favourite
Cabin in Londonderry
Stone Fence Cabin
1 bedroom, 1 double bed, 1 bathroom
3–8 Aug
4.94 out of 5 average rating, 377 reviews
Top guest favourite
Home in Manchester
Summer fun! The best restaurants in Vermont!
3 bedrooms, 6 beds, 2 bathrooms
21–26 Jun
4.96 out of 5 average rating, 25 reviews
Top guest favourite
Townhouse in Dorset
Sunny, charming, quiet get-a-way
2 bedrooms, 2 queen beds, 1.5 bathrooms
17–22 Jun
4.98 out of 5 average rating, 252 reviews
Top guest favourite
Cottage in Shaftsbury
Schoolhouse Spa Retreat on a Vermont Farm
2 bedrooms, 2 beds, 1 bathroom
9–14 Jul
4.98 out of 5 average rating, 768 reviews
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Guest suite in Dorset
Private Retreat Steps from Dorset Village Green
1 bedroom, 1 king bed, 1 bathroom
26 Jun – 1 Jul
5.0 out of 5 average rating, 60 reviews
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Cottage in Whitehall
Hillside Cottage @ The Mettawee Retreat
2 beds, 1 bathroom
31 Aug – 5 Sept
4.99 out of 5 average rating, 240 reviews
Top guest favourite
Guest suite in Manchester
Bright Manchester Studio with Sleeping Loft
1 bedroom, 2 beds, 1 bathroom
21–26 Jun
4.91 out of 5 average rating, 167 reviews
Top guest favourite
Cabin in Manchester
Private Modern Rustic Loft w/outdoor fire pit
1 bedroom, 2 beds, 1 bathroom
22–27 Jun
5.0 out of 5 average rating, 69 reviews
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Home in Manchester
The (Manchester) Center of it all!
3 bedrooms, 4 beds, 2 bathrooms
29 Jun – 4 Jul
4.96 out of 5 average rating, 80 reviews
Top guest favourite
Home in Weston
Reillys Rest -GreenMtns! Secluded-Pet-Kid friendly
3 bedrooms, 6 beds, 1.5 bathrooms
21–26 Jun
4.96 out of 5 average rating, 315 reviews
Top guest favourite
Home in Manchester
Home on 40 Acres with Pinball in Game Room
5 bedrooms, 11 beds, 5 bathrooms
17–22 Jun
4.92 out of 5 average rating, 24 reviews