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
,
4.98 out of 5 average rating, 298 reviews
Guest favourite
Home in Barnard
The Looking Glass, a modernistic escape
1 bed
21–26 Aug
4.97 out of 5 average rating, 34 reviews
Top guest favourite
Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
2 beds
31 Aug – 5 Sept
4.99 out of 5 average rating, 311 reviews
Top guest favourite
Home in Woodstock
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
7 beds
16–21 Aug
4.99 out of 5 average rating, 165 reviews
Top guest favourite
Cottage in Woodstock
Modern Cottage Near Skiing, Trails & Fine Dining
4 beds
16–21 Jul
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Home in Woodstock
Historic House near Woodstock Inn with Porch
4 beds
19–24 Jul
4.93 out of 5 average rating, 80 reviews
Top guest favourite
Guest house in Woodstock
Luxury Barn Retreat in Woodstock
1 queen bed
26–31 Jul
5.0 out of 5 average rating, 116 reviews
Top guest favourite
Home in Woodstock
Eclectic Woodstock Retreat | Views, Deck & Firepit
3 beds
11–16 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Tiny home in Ludlow
Alpine Reflection + Hot Tub
1 queen bed
18–23 Aug
4.96 out of 5 average rating, 98 reviews
Top guest favourite
Home in Plymouth
Charming pet-friendly retreat in the Vermont woods
4 beds
29 Jul – 3 Aug
4.98 out of 5 average rating, 54 reviews
Top guest favourite
Cabin in Plymouth
Thundersnow | Woods • Mountains • Peaceful
6 beds
26–31 Jul
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Tiny home in Hartland
Cabin on the Hill
2 beds
23–28 Aug
4.97 out of 5 average rating, 233 reviews
Top guest favourite
Cabin in Woodstock
Log Cabin - Relaxing Retreat w/1pm Checkout
2 queen beds
29 Jul – 3 Aug
4.98 out of 5 average rating, 221 reviews
Guest favourite
Home in Bridgewater
Quaint Cottage
3 beds
19–24 Jul
4.91 out of 5 average rating, 55 reviews
Top guest favourite
Cabin in Chester
Luxe Rustic Cabin Near Okemo
1 queen bed
31 Aug – 5 Sept
4.97 out of 5 average rating, 75 reviews
Guest favourite
Cottage in Bridgewater
Newly Renovated, Hot tub, 2min to Killington lift
4 beds
17–22 Jul
4.97 out of 5 average rating, 284 reviews
Superhost
Boutique hotel in Woodstock
Double Queen | Balcony | Pool Access | Woodstock
2 queen beds
30 Jul – 4 Aug
Superhost
Home in Plymouth
Chalet with Views & VAST Access
2 beds
27 Jul – 1 Aug
Top guest favourite
Home in Rochester
The Guest House at Sky Hollow
2 beds
25–30 Aug
4.97 out of 5 average rating, 235 reviews