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Search results; Over 1,000 homes in Woodstock

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Barn in Woodstock
Green Mountain retreat: The Skyland 2BR
2 bedrooms, 3 beds, 1 private bathroom
19–25 Sept
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5.0 out of 5 average rating, 52 reviews
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Home in Woodstock
Cape Cod Home in Woodstock, Pet-Friendly & Wooded
4 bedrooms, 7 beds, 3 bathrooms
4–9 Oct
4.99 out of 5 average rating, 170 reviews
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Room in Woodstock
Studio Apartment in Beautiful South Woodstock
4 beds, 1 bathroom
24–29 Oct
4.97 out of 5 average rating, 147 reviews
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Guest house in Woodstock
Cozy Little Spot (Self Check-in)
1 bedroom, 1 queen bed, 1 bathroom
1–6 Nov
4.98 out of 5 average rating, 311 reviews
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Guest house in Woodstock
Luxury Barn Retreat in Woodstock
1 bedroom, 1 queen bed, 1 bathroom
23–28 Oct
5.0 out of 5 average rating, 125 reviews
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Home in Woodstock
Dana Road House Sunlit VT Country Home w/HotTub
3 bedrooms, 4 beds, 2 bathrooms
27 Oct – 1 Nov
4.97 out of 5 average rating, 73 reviews
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Home in Woodstock
Spruce Top - Mountain Retreat, Captivating Views
4 bedrooms, 4.5 bathrooms
24–29 Oct
5.0 out of 5 average rating, 26 reviews
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Home in Woodstock
2 Min Walk to Woodstock Village Mountain Views
3 bedrooms, 3 beds, 2 bathrooms
8–13 Nov
5.0 out of 5 average rating, 29 reviews
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Cabin in Bridgewater
500 Acre Farm Retreat: OQ Farm's Priory
2 bedrooms, 3 beds, 2 bathrooms
26–31 Oct
4.99 out of 5 average rating, 89 reviews
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Home in Reading
Hilltop Hideaway |Private, 3BR Home | 10 Acres
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 12 reviews
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Home in Barnard
The Looking Glass, a modernistic escape
1 bedroom, 1 bed, 1.5 bathrooms
6–11 Oct
4.98 out of 5 average rating, 50 reviews
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Barn in Woodstock
THE LOFT, stunning views from a timber framed barn
2 bedrooms, 2 beds, 1 bathroom
14–19 Dec
4.99 out of 5 average rating, 320 reviews
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Cottage in Woodstock
Globetrotter Retreat - Countryside Carriage House
2 bedrooms, 4 beds, 1.5 bathrooms
19–24 Oct
4.93 out of 5 average rating, 81 reviews
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Room in Mendon
Private fireplace suite & luxury bath - Killington
1 queen bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 839 reviews
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Cabin in Woodstock
Cozy Log Cabin - Relaxing Retreat w/1pm Checkout
2 bedrooms, 2 queen beds, 1.5 bathrooms
4–9 Nov
4.98 out of 5 average rating, 225 reviews
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Home in Woodstock
Pomfret Retreat, near Woodstock
4 bedrooms, 7 beds, 3.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 37 reviews
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Home in Woodstock
Historic House near Woodstock Inn with Porch
4 bedrooms, 4 beds, 2 bathrooms
18–23 Sept
4.93 out of 5 average rating, 83 reviews
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Cottage in Bridgewater
Riverside Cottage - Bridgewater Vermont
3 bedrooms, 3 queen beds, 2 bathrooms
3–8 Nov
4.98 out of 5 average rating, 96 reviews
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Room in Bridgewater
MT Retreat / Killington, Woodstock, Rutland, Okemo
1 queen bed, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 182 reviews