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Search results; Over 1,000 homes in Woodstock

Top guest favourite
Barn in Woodstock
The Woodstock Barn Studio
1 bedroom, 1 bed, 1 private bathroom
26–31 Oct
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4.84 out of 5 average rating, 228 reviews
Top guest favourite
Treehouse in Willow
Willow Treehouse - secluded, unique, romantic
1 bedroom, 1 king bed
8–13 Nov
4.96 out of 5 average rating, 872 reviews
Top guest favourite
Cabin in Woodstock
Byrdcliffe Artist Studio (27.1-1-70)
3 beds
7–12 Sept
4.93 out of 5 average rating, 873 reviews
Top guest favourite
Home in Lake Hill
Modern Luxury Mountain View Retreat + Hot Tub
2 bedrooms, 2 beds
22–27 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Woodstock
Stunning Light-filled Home w/HOT TUB walk to town
1 bedroom, 2 queen beds
2–7 Nov
4.98 out of 5 average rating, 112 reviews
Guest favourite
Cottage in Saugerties
New:Cozy Barn-Style Retreat Minutes From Woodstock
2 bedrooms, 2 beds
8–13 Nov
4.94 out of 5 average rating, 382 reviews
Top guest favourite
Cabin in Saugerties
The Sugar Shack
2 bedrooms, 2 queen beds
24–29 Oct
5.0 out of 5 average rating, 49 reviews
Guest favourite
Flat in Woodstock
Waterfall Location | Walk to Town
2 beds
23–28 Aug
5.0 out of 5 average rating, 8 reviews
Home in Saugerties
Pine Creek House
5 bedrooms, 5 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Room in Woodstock
Walk to the Village Center: on a Babbling Brook
1 queen bed
24–29 Aug
4.98 out of 5 average rating, 126 reviews
Top guest favourite
Cabin in Saugerties
Modern Cabin Retreat in the Woods | Near Woodstock
1 bedroom, 1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 46 reviews
Superhost
Home in Woodstock
NEW: Luxury Carriage House: pool•AC•walk to town!
3 bedrooms, 4 beds
13–18 Sept
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Saugerties
Away Upstate, a cozy retreat w/ Firepit
2 bedrooms, 4 beds
25–30 Oct
5.0 out of 5 average rating, 97 reviews
Top guest favourite
Chalet in Saugerties
A-Frame Chalet in the Heart of the Hudson Valley
3 bedrooms, 3 queen beds
23–28 Aug
4.98 out of 5 average rating, 188 reviews
Top guest favourite
Home in Woodstock
Woodstock Catskills Retreat~Sweet, Private & Views
2 bedrooms, 2 queen beds
7–12 Sept
4.99 out of 5 average rating, 130 reviews
Guest favourite
Chalet in Town of Shandaken
Unique BellEayre River retreat
2 bedrooms, 2 beds
7–12 Sept
4.96 out of 5 average rating, 264 reviews
Top guest favourite
Cabin in Saugerties
Timberwall Ranger Station | Your Upstate Base Camp
3 bedrooms, 4 beds
13–18 Sept
4.99 out of 5 average rating, 213 reviews
Top guest favourite
Tiny home in Saugerties
Gorgeous Tiny House with Mountain View
1 queen bed
4–9 Oct
4.94 out of 5 average rating, 359 reviews
Top guest favourite
Home in Palenville
Maplewood
2 bedrooms, 4 beds
25–30 Oct
4.96 out of 5 average rating, 48 reviews