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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, 114 reviews
Top guest favourite
Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4 bedrooms, 6 beds
16–21 Aug
4.99 out of 5 average rating, 124 reviews
Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed
21–26 Aug
4.9 out of 5 average rating, 209 reviews
Top guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms, 4 beds
11–16 Aug
4.95 out of 5 average rating, 193 reviews
Top guest favourite
Townhouse in Danby
Disconnect! Come Indulge in Nature- Spacious Home
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 62 reviews
Guest favourite
Cabin in Sandgate
Unique private retreat near fishing and hiking.
2 bedrooms, 4 beds
20–25 Aug
4.92 out of 5 average rating, 60 reviews
Flat in Dorset
Newly Renovated Cottage
1 bedroom, 1 queen bed
9–14 Aug
4.84 out of 5 average rating, 85 reviews
Top guest favourite
Cabin in Granville
Hand crafted cabin in the Woods!
3 bedrooms, 6 beds
31 Aug – 5 Sept
4.98 out of 5 average rating, 106 reviews
Top guest favourite
Cabin in Comstock
West Cabin
2 bedrooms, 3 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Cambridge
The Long Lodge - a secluded year round getaway
3 bedrooms, 5 beds
1–6 Aug
4.93 out of 5 average rating, 86 reviews
Home in Granville
Slate Valley Farmhouse @ Parkers Dairy CR-28
3 bedrooms, 6 beds
7–12 Aug
5.0 out of 5 average rating, 4 reviews
Home in Poultney
Vermont Retreat on 10 Quiet Acres
4 bedrooms, 5 beds
27 Aug – 1 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Dorset
Cozy Condo Getaway
2 bedrooms, 3 beds
12–17 Aug
4.95 out of 5 average rating, 63 reviews
Top guest favourite
Home in Wells
Relaxing Lakeside Cottage w/ Dock + EV charger
2 bedrooms, 2 beds
7–12 Aug
5.0 out of 5 average rating, 13 reviews
Guest favourite
Cabin in Londonderry
Summit View Cottage:Ski | Hot tub|Fireplace3bd 2ba
3 bedrooms, 3 beds
2–7 Aug
4.95 out of 5 average rating, 255 reviews
Home in Granville
Updated 1800's Brick Farmhouse/Marvelous Views
3 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cottage in Sandgate
Iconic "Kreffer's Crossing" covered bridge cottage
2 bedrooms, 2 beds
16–21 Aug
4.99 out of 5 average rating, 74 reviews
Guest favourite
Guest house in Pawlet
Picturesque Cabin on the Mettowee
1 bedroom, 2 beds
29 Aug – 3 Sept
4.91 out of 5 average rating, 348 reviews
Home in Jamaica
Stratton Chalet | 5BR + Mountain Views
5 bedrooms, 9 beds
1–6 Aug
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