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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
9–14 Nov
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4.99 out of 5 average rating, 126 reviews
Top guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom, 1 double bed, 1 bathroom
5–10 Sept
4.91 out of 5 average rating, 216 reviews
Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms, 7 beds, 2.5 bathrooms
1–6 Sept
Top guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms, 7 beds, 2 bathrooms
7–12 Sept
4.96 out of 5 average rating, 142 reviews
Superhost
Home in Dorset
Newly renovated sparkling clean on Dorset West Rd
4 bedrooms, 6 beds, 2 bathrooms
1–6 Nov
New place to stay
Top guest favourite
Bus in Granville
Serene Bus Getaway Among Rolling Farm Land
1 bedroom, 2 beds, 1 bathroom
13–18 Sept
4.9 out of 5 average rating, 213 reviews
Guest favourite
Guest house in Manchester
Romantic Barn Guesthouse in Village Center
1 bedroom, 1 double bed, 1 bathroom
25–30 Oct
4.77 out of 5 average rating, 334 reviews
Top guest favourite
Cottage in Pawlet
The Smithy Cottage at Consider Bardwell Farm
2 beds, 1 bathroom
6–11 Sept
4.92 out of 5 average rating, 230 reviews
Top guest favourite
Place to stay in Middletown Springs
Off-Grid Meadow Cabin Glamping Retreat
1 bedroom, 1 queen bed, WC
6–11 Sept
5.0 out of 5 average rating, 38 reviews
Guest favourite
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom, WC
7–12 Sept
4.95 out of 5 average rating, 148 reviews
Top guest favourite
Room in Arlington
Quiet Vermont Oasis to Relax and Renew!
1 queen bed, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 236 reviews
Top guest favourite
Guest house in Salem
Guest House at Hummingbird Hill
1 bedroom, 2 queen beds, 1 bathroom
17–22 Sept
4.97 out of 5 average rating, 145 reviews
Guest favourite
Cabin in Sandgate
Unique private retreat near fishing and hiking.
2 bedrooms, 4 beds, 1 bathroom
4–9 Feb
4.92 out of 5 average rating, 61 reviews
Top guest favourite
Guest suite in Salem
Hilltop Country Views Studio Apartment
2 beds, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 141 reviews
Home in Dorset
Renovated Dorset Village Retreat • On the Green
4 bedrooms, 4 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Treehouse in Argyle
Out On a Limb • A Magical Treehouse Experience
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 130 reviews
Guest favourite
Cabin in Poultney
The Pond House
1 bedroom, 3 beds, 1 bathroom
1–6 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Sandgate
Country Colonial Home with rolling fields & stream
2 bedrooms, 3 beds, 2 bathrooms
12–17 Oct
4.99 out of 5 average rating, 133 reviews
Top guest favourite
Cottage in Pawlet
Pond Cottage at Consider Bardwell Farm
2 bedrooms, 6 beds, 1 bathroom
13–18 Sept
4.94 out of 5 average rating, 109 reviews