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Search results; Over 1,000 homes in Woodstock

Top guest favourite
Guest house in Woodstock
Cozy Little Spot (Self Check-in)
1 bedroom, 1 bed, 1 private bathroom
3–8 Aug
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4.98 out of 5 average rating, 298 reviews
Guest favourite
Home in Barnard
The Looking Glass, a modernistic escape
4.97 out of 5 average rating, 34 reviews, 1 bedroom, 1 bed, 1.5 bathrooms
21–26 Aug
Top guest favourite
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
4.99 out of 5 average rating, 311 reviews, 2 bedrooms, 2 beds, 1 bathroom
31 Aug – 5 Sept
Top guest favourite
Home in Woodstock
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
4.99 out of 5 average rating, 165 reviews, 4 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
Top guest favourite
Cottage in Woodstock
Modern Cottage Near Skiing, Trails & Fine Dining
5.0 out of 5 average rating, 49 reviews, 2 bedrooms, 4 beds, 2 bathrooms
16–21 Jul
Top guest favourite
Home in Woodstock
Historic House near Woodstock Inn with Porch
4.93 out of 5 average rating, 80 reviews, 4 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Guest house in Woodstock
Luxury Barn Retreat in Woodstock
5.0 out of 5 average rating, 116 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
4.96 out of 5 average rating, 98 reviews, 1 bedroom, 1 bed, 1 bathroom
18–23 Aug
Top guest favourite
Home in Woodstock
Eclectic Woodstock Retreat | Views, Deck & Firepit
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 2.5 bathrooms
11–16 Sept
Top guest favourite
Cabin in Plymouth
Thundersnow | Woods • Mountains • Peaceful
5.0 out of 5 average rating, 42 reviews, 3 bedrooms, 6 beds, 2.5 bathrooms
26–31 Jul
Top guest favourite
Home in Plymouth
Charming pet-friendly retreat in the Vermont woods
4.98 out of 5 average rating, 54 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
29 Jul – 3 Aug
Top guest favourite
Cabin in Woodstock
Log Cabin - Relaxing Retreat w/1pm Checkout
4.98 out of 5 average rating, 221 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
29 Jul – 3 Aug
Superhost
Home in Plymouth
Chalet with Views & VAST Access
2 bedrooms, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
4.97 out of 5 average rating, 233 reviews, 1 bedroom, 2 beds, No bathroom
23–28 Aug
Guest favourite
Home in Bridgewater
Quaint Cottage
4.91 out of 5 average rating, 55 reviews, 2 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Cottage in Bridgewater
Newly Renovated, Hot tub, 2min to Killington lift
4.97 out of 5 average rating, 284 reviews, 3 bedrooms, 4 beds, 1.5 bathrooms
17–22 Jul
Top guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
4.97 out of 5 average rating, 75 reviews, 1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
Superhost
Boutique hotel in Woodstock
Double Queen | Balcony | Pool Access | Woodstock
1 bedroom, 2 beds, No bathroom
30 Jul – 4 Aug
Top guest favourite
Home in Rochester
The Guest House at Sky Hollow
4.97 out of 5 average rating, 235 reviews, 2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Aug