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Search results; Over 1,000 homes in Woodstock

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Guest favourite
Home in Woodstock
VT Farmhouse w/ Pond, Stream, Firepit & 20+ Acres
4 bedrooms, 7 beds, 4.5 bathrooms
20–25 Sept
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4.93 out of 5 average rating, 42 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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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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Top guest favourite
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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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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Top guest favourite
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
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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Top guest favourite
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 Barnard
The Looking Glass, a modernistic escape
1 bedroom, 1 bed, 1.5 bathrooms
2–7 Nov
4.98 out of 5 average rating, 51 reviews
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Top guest favourite
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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Top guest favourite
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
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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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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Top guest favourite
Chalet in Woodstock
Falcon House: VT Chalet w/Sauna, Bike to Village
2 bedrooms, 3 beds, 2 bathrooms
27 Oct – 1 Nov
4.98 out of 5 average rating, 120 reviews
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Guest favourite
Cabin in Killington
The Carriage House : Hot Tub|Games|Close to Slopes
2 bedrooms, 4 beds, 1 bathroom
8–13 Nov
4.94 out of 5 average rating, 36 reviews
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Superhost
Flat in Woodstock
2BR Apt | Full Kitchen | River | Pool | Woodstock
2 bedrooms, 3 beds, 1 bathroom
8–13 Nov
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Guest favourite
Home in Bridgewater
Breathtaking Riverfront Retreat w/Mountain Views
2 bedrooms, 3 beds, 2 bathrooms
30 Oct – 4 Nov
4.97 out of 5 average rating, 109 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 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