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Search results; Over 1,000 homes in Woodstock

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Top guest favourite
Guest house in Woodstock
Luxury Barn Retreat in Woodstock
1 bedroom, 1 bed, 1 private bathroom
23–28 Oct
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5.0 out of 5 average rating, 125 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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Home in Woodstock
Historic House near Woodstock Inn with Porch
4 bedrooms, 4 beds, 2 bathrooms
25–30 Oct
4.93 out of 5 average rating, 84 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, 30 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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Superhost
Serviced apartment in Woodstock
2BR Apt | Full Kitchen | River | Pool | Woodstock
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
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Guest house in Hartland
Cozy Cottage close to central VT&NH Grand Piano!
1 bedroom, 1 queen bed, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 218 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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Townhouse in Killington
The Woods Killington - with Spa, Pool & Jacuzzi
2 bedrooms, 2 beds, 2.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 3 reviews
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Apartment in Ludlow
The Mountain Retreat in village
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 3 reviews
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Home in Hartford
Cozy Vermont Cabin | Near Woodstock + Quechee
4 bedrooms, 6 beds, 2 bathrooms
18–25 Oct
5.0 out of 5 average rating, 16 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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Superhost
Home in Hartford
Vermont Ski House
5 bedrooms, 6 beds, 3 bathrooms
19–24 Oct
New place to stay
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Home in Woodstock
Pomfret Retreat, near Woodstock
4 bedrooms, 7 beds, 3.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 37 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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Home in Woodstock
The Westerdale | Woodstock Retreat | Pet Friendly
3 bedrooms, 8 beds, 2 bathrooms
1–8 Nov
4.94 out of 5 average rating, 33 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
Hilltop Hideaway in Woodstock
4 bedrooms, 4 single beds, 2.5 bathrooms
26–31 Oct
5.0 out of 5 average rating, 35 reviews
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Home in Woodstock
Woodstock Village Retreat
3 bedrooms, 5 beds, 2.5 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 43 reviews