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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, 122 reviews, 4 bedrooms, 6 beds, 1 bathroom
14–19 Aug
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
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, 192 reviews, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4.96 out of 5 average rating, 135 reviews, 4 bedrooms, 7 beds, 2 bathrooms
6–11 Jul
Home in Arlington
Battenkill Access Near Manchester Newly Renovated
New place to stay, 4 bedrooms, 5 beds, 2.5 bathrooms
12–17 Jul
Guest favourite
Home in Dorset
Mountain Serenity
4.96 out of 5 average rating, 24 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
29 Oct – 3 Nov
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
Top guest favourite
Guest house in Sandgate
Green River Escape
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Danby
Comfortable farmhouse with stunning views
4.95 out of 5 average rating, 255 reviews, 3 bedrooms, 3 beds, 2 bathrooms
13–18 Jul
Top guest favourite
Cottage in Wells
Private cottage in the woods
4.97 out of 5 average rating, 58 reviews, 2 bedrooms, 3 beds, 1 bathroom
21–26 Jul
Guest favourite
Guest house in Pawlet
Picturesque Cabin on the Mettowee
4.91 out of 5 average rating, 347 reviews, 1 bedroom, 2 beds, 1 bathroom
13–18 Jul
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
Guest favourite
Yurt in Dover
Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger
4.91 out of 5 average rating, 116 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
16–21 Jul
Home in Dorset
Charming Dorset Cottage Nestled in the Treetops
3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in Granville
Mountain Cabin on 56 ac outdoor hot tub Hebron, NY
4.96 out of 5 average rating, 125 reviews, 2 bedrooms, 10 beds, 2 bathrooms
7–12 Jul
Home in Granville
Updated 1800's Brick Farmhouse/Marvelous Views
3 bedrooms, 8 beds, 2 bathrooms
5–10 Jul
Top guest favourite
Cottage in Manchester
Edelweiss Cottage, Manchester VT
4.99 out of 5 average rating, 98 reviews, 3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept