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Search results; Over 1,000 homes in Woodstock

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Cottage in Woodstock
Woodstock Sunset Mountain Cottage Fall Hikes
2 bedrooms, 4 beds, 1 private bathroom
1–6 Oct
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4.83 out of 5 average rating, 133 reviews
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Treehouse in Willow
Willow Treehouse - secluded, unique, romantic
1 bedroom, 1 king bed, 1 bathroom
15–20 Nov
4.96 out of 5 average rating, 876 reviews
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Cabin in Woodstock
Byrdcliffe Artist Studio (27.1-1-70)
3 beds, 1 bathroom
8–13 Nov
4.93 out of 5 average rating, 888 reviews
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Home in Woodstock
Sweeping mountain views in Woodstock, NY
3 bedrooms, 4 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 258 reviews
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Cottage in Woodstock
Tannery Brook Cottage
3 bedrooms, 4 beds, 2 bathrooms
3–8 Dec
4.97 out of 5 average rating, 97 reviews
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Home in Woodstock
Iconic Woodstock Family Retreat
3 bedrooms, 4 beds, 2 bathrooms
4–9 Nov
5.0 out of 5 average rating, 8 reviews
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Flat in Woodstock
Jewel above the Pub with a view. Walk everywhere!
2 bedrooms, 2 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 356 reviews
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Room in Woodstock
Tranquil Suite - Minutes from Woodstock Center
1 queen bed, 1 bathroom
4–9 Oct
4.94 out of 5 average rating, 390 reviews
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Home in Woodstock
The Woodstock Barn House - Sauna, Gym, Jacuzzi
4 bedrooms, 4 beds, 5 bathrooms
4–9 Oct
4.99 out of 5 average rating, 279 reviews
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Home in Woodstock
Woodstock Historic Artist Estate
4 bedrooms, 5 beds, 2 bathrooms
15–20 Nov
4.96 out of 5 average rating, 26 reviews
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Home in Woodstock
Woodstock Family Home w/ Tree House + Heated Pool
4 bedrooms, 7 beds, 2.5 bathrooms
26–31 Oct
4.97 out of 5 average rating, 130 reviews
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Home in Woodstock
Magical 6-Bedroom Woodstock Getaway
6 bedrooms, 11 beds, 3 bathrooms
1–6 Oct
4.86 out of 5 average rating, 269 reviews
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Room in Woodstock
Walk to the Village Center: on a Babbling Brook
1 queen bed, 1 bathroom
18–23 Oct
4.98 out of 5 average rating, 132 reviews
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Chalet in Hurley
Exquisite Chalet by Woodstock views, Ashokan water
3 bedrooms, 3 beds, 2 bathrooms
3–8 Dec
4.98 out of 5 average rating, 351 reviews
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Cottage in Woodstock
Woodstock Mountain Cottage
2 bedrooms, 3 beds, 1 bathroom
16–21 Nov
4.95 out of 5 average rating, 471 reviews
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Home in Woodstock
Broadview Retreat House, walk to town
4 bedrooms, 6 beds, 2 bathrooms
15–20 Nov
4.99 out of 5 average rating, 128 reviews
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Cabin in Saugerties
Timberwall Ranger Station | Your Upstate Base Camp
3 bedrooms, 4 beds, 2 bathrooms
5–10 Dec
4.99 out of 5 average rating, 221 reviews
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Home in Woodstock
Absolute Woodstock Chill
2 bedrooms, 3 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 22 reviews
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Home in Saugerties
Away Upstate, a cozy retreat w/ Firepit
2 bedrooms, 4 beds, 1 bathroom
9–14 Nov
5.0 out of 5 average rating, 102 reviews