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Search results; Over 1,000 homes in Rupert

Descriptions are based on details hosts provide
Superhost
Farm stay in Rupert
Sykes Hollow Farm- book your own private vt farm!
3 bedrooms, 4 beds, 2 private bathrooms
2–7 Sept
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5.0 out of 5 average rating, 3 reviews
Guest favourite
Guest suite in Dorset
1804 stagecoach tavern with breakfast included
1 bedroom, 1 double bed, 1 bathroom
15–20 Jul
4.9 out of 5 average rating, 207 reviews
Top guest favourite
Cabin in Rupert
10 acres with creek and mountain views
4 bedrooms, 6 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 124 reviews
Top guest favourite
Cottage in Sandgate
Cottage on a 320-acre equestrian farm
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
4.95 out of 5 average rating, 193 reviews
Top guest favourite
Cottage in Sandgate
< 6 Mi to Arlington: 'Whimsical Stone Abode!'
1 bedroom, 1 queen bed, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 24 reviews
Top guest favourite
Guest suite in Salem
Suite on Salem
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 126 reviews
Top guest favourite
Cottage in Dorset
Vermont cottage with water and mountain views
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom, 2 queen beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 141 reviews
Top guest favourite
Bus in Granville
Green Mountain views from a converted bus
1 bedroom, 2 beds, 1 bathroom
7–12 Aug
4.9 out of 5 average rating, 200 reviews
Top guest favourite
Townhouse in Danby
Disconnect! Come Indulge in Nature- Spacious Home
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 61 reviews
Top guest favourite
Home in Shushan
140-acre farm in a peaceful valley
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.98 out of 5 average rating, 65 reviews
Home in Dorset
Renovated with mountain views on the green
4 bedrooms, 4 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Cabin in Comstock
East Cabin
3 bedrooms, 6 beds, 2 bathrooms
29 Aug – 3 Sept
4.98 out of 5 average rating, 164 reviews
Top guest favourite
Flat in Manchester
1812 colonial with a baby grand piano
2 bedrooms, 2 beds, 1.5 bathrooms
17–22 Aug
4.95 out of 5 average rating, 44 reviews
Top guest favourite
Cottage in Pawlet
Farmland views and a wrap-around terrace
2 bedrooms, 6 beds, 1 bathroom
9–14 Aug
4.93 out of 5 average rating, 103 reviews
Top guest favourite
Tiny home in Granville
Off-grid cabin on a private pond
1 queen bed, WC
15–20 Jul
4.95 out of 5 average rating, 130 reviews
Bed and breakfast in Pawlet
Chef-prepared breakfast in the Taconic Mountains
1 bedroom, 3 beds, 1 bathroom
21–26 Jul
Cabin in Newfane
Log cabin with stream and mountain views
2 bedrooms, 2 queen beds, 1 bathroom
26–31 Jul
New place to stay
Guest favourite
Home in Salem
Little House on the River
3 bedrooms, 4 beds, 1 bathroom
26–31 Jul
4.91 out of 5 average rating, 34 reviews