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Search results; Over 1,000 homes in Woodstock

Top guest favourite
Home in Woodstock
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
4 bedrooms, 7 beds, 3 private bathrooms
29 Aug – 3 Sept
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4.99 out of 5 average rating, 168 reviews
Top guest favourite
Home in Barnard
The Looking Glass, a modernistic escape
1 bedroom, 1 bed, 1.5 bathrooms
28 Aug – 2 Sept
4.98 out of 5 average rating, 40 reviews
Top guest favourite
Home in Woodstock
Historic House near Woodstock Inn with Porch
4 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
4.93 out of 5 average rating, 82 reviews
Top guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
1 bedroom, 1 queen bed, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 109 reviews
Top guest favourite
Guest house in Woodstock
Cozy Little Spot (Self Check-in)
1 bedroom, 1 queen bed, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 304 reviews
Top guest favourite
Home in Killington
CozyDen - AC, Grill, Bike to Mountain, Porch!
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 210 reviews
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
1 bedroom, 2 beds, No bathroom
23–28 Aug
4.97 out of 5 average rating, 237 reviews
Top guest favourite
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
2 bedrooms, 2 beds, 1 bathroom
1–6 Dec
4.99 out of 5 average rating, 314 reviews
Guest favourite
Farm stay in Hartland
The Spooner House – A Relaxed Farm Stay in Vermont
2 bedrooms, 2 beds, 2 bathrooms
3–8 Sept
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Yurt in Newport
Bartlett's Blueberry Farm Yurt
1 bedroom, 2 beds, WC
17–22 Aug
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Room in Bridgewater
MT Retreat / Killington, Woodstock, Rutland, Okemo
1 queen bed, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 182 reviews
Top guest favourite
Tiny home in West Windsor
Tiny Modern Cabin | Fire Pit Evenings | Ski Access
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Guest house in Woodstock
Luxury Barn Retreat in Woodstock
1 bedroom, 1 queen bed, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 120 reviews
Home in Killington
Trails End Condo at Trail Creek
1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Guest favourite
Flat in Hartland
Sunny Studio Apartment in Hartland
1 bedroom, 1 bathroom
16–21 Aug
4.88 out of 5 average rating, 498 reviews
Top guest favourite
Flat in Woodstock
Charming One-bedroom Retreat
1 bedroom, 1 queen bed, 1 bathroom
19–24 Aug
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Barnard
Sunflower Burrow Cottage
2 bedrooms, 4 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 50 reviews
Top guest favourite
Room in Cornish
"Blue Room"—Fernald Hill Farm/Yatsevitch Forest
1 single bed, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Flat in Sharon
Vermont Suite @Anderson-Key Farm
1 bedroom, 1 bed, 1 bathroom
31 Oct – 5 Nov
4.97 out of 5 average rating, 90 reviews