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Search results; Over 1,000 homes in Woodstock

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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, 83 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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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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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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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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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, 217 reviews
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Home in Bethel
Vermont private retreat with gorgeous views.
3 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.96 out of 5 average rating, 169 reviews
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Flat in Taftsville
Quiet Vermont Farmhouse
2 bedrooms, 2 beds, 1 bathroom
30 Nov – 5 Dec
4.81 out of 5 average rating, 201 reviews
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Home in Woodstock
Pomfret Retreat, near Woodstock
4 bedrooms, 7 beds, 3.5 bathrooms
26 Sept – 1 Oct
5.0 out of 5 average rating, 37 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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Apartment in Killington
Alpine Condo - Close to Ski, Golf & Bike
1 bedroom, 2 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 185 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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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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Shipping container in Ludlow
Luxury Container Home Sauna-Heated Pool-Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 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 South Woodstock
Curtis Hollow School House
3 bedrooms, 9 beds, 1.5 bathrooms
20–25 Sept
4.95 out of 5 average rating, 60 reviews
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Home in Reading
Private, Large 4BR home | Pet friendly | 10 Acres
5 bedrooms, 7 beds, 2.5 bathrooms
20–25 Sept
4.93 out of 5 average rating, 103 reviews