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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
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
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
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
Tiny home in Granville
Gristmill Cabin overlooking peaceful brook.
1 bedroom, WC
7–12 Sept
4.95 out of 5 average rating, 148 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
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
Camper van/Motorhome in Greenwich
Off-grid Skoolie in the Country
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
New place to stay
Top guest favourite
Cabin in Fort Edward
Sasquatch Theme! - Local to Lake George & Saratoga
1 bedroom, 2 beds, WC
28 Sept – 3 Oct
4.97 out of 5 average rating, 202 reviews
Top guest favourite
Tiny home in Arlington
Maple Haven
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Wells
Relaxing Lakeside Cottage w/ Dock + EV charger
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
5.0 out of 5 average rating, 18 reviews
Guest favourite
Flat in Mount Tabor
20 Minutes to Manchester/ Rutland/Pawlet/Landgrove
2 bedrooms, 3 beds, 1 bathroom
3–8 Sept
4.93 out of 5 average rating, 138 reviews
Top guest favourite
Barn in Middletown Springs
Off-Grid Woodland Cabin Retreat
1 bedroom, 3 beds, WC
21–26 Sept
5.0 out of 5 average rating, 23 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
Guest favourite
Tiny home in Cambridge
Runamuk Farm
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.92 out of 5 average rating, 226 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