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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
16–21 Aug
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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
31 Aug – 5 Sept
4.97 out of 5 average rating, 39 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
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, 313 reviews
Top guest favourite
Cabin in Plymouth
Thundersnow | Woods • Mountains • Peaceful
3 bedrooms, 6 beds, 2.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 44 reviews
Top guest favourite
Home in Plymouth
Charming pet-friendly retreat in the Vermont woods
3 bedrooms, 4 beds, 1.5 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 57 reviews
Top guest favourite
Home in Reading
Hilltop Hideaway |Private, 3BR Home | 10 Acres
3 bedrooms, 5 beds, 2 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Pomfret
Private Oasis Under 10 Mins from Woodstock
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.98 out of 5 average rating, 165 reviews
Top guest favourite
Home in Killington
CozyDen - AC, Grill, Bike to Mountain, Porch!
1 bedroom, 2 beds, 1 bathroom
21–26 Aug
4.98 out of 5 average rating, 209 reviews
Top guest favourite
Cabin in Plymouth
Hot Tub|Firepit|Pets|Near Hiking, Lake & Okemo
3 bedrooms, 4 beds, 2 bathrooms
24–29 Aug
4.94 out of 5 average rating, 68 reviews
Top guest favourite
Home in Rochester
The Guest House at Sky Hollow
2 bedrooms, 2 beds, 1.5 bathrooms
25–30 Aug
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Shipping container in Ludlow
Luxury Container Home with Sauna & Heated Pool
3 bedrooms, 4 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 10 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
Cabin in Bethel
Charming Log Cabin- Private Waterfalls on 9 Acres
3 bedrooms, 4 beds, 2 bathrooms
28 Sept – 3 Oct
New place to stay
Top 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
Guest favourite
Flat in Plymouth
Moguls Unit: Skyeship Gondola 2 miles w/ HOT TUB
2 bedrooms, 4 beds, 1 bathroom
13–18 Aug
4.93 out of 5 average rating, 202 reviews
Top guest favourite
Apartment in Killington
Alpine Condo - AC & Pool - Golf & Bike
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 175 reviews
Superhost
Room in Woodstock
Double Queen | Balcony | Pool Access | Woodstock
2 queen beds, No bathroom
18–23 Aug
Top guest favourite
Cabin in Bethel
Firefly Cottage
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 96 reviews