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Search results; Over 1,000 homes in Woodstock

Top guest favourite
Home in Woodstock
Maple House: Private/Romantic Walk-to-Town Oasis
2 bedrooms, 2 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.96 out of 5 average rating, 133 reviews
Top guest favourite
Treehouse in Willow
Willow Treehouse - secluded, unique, romantic
1 bedroom, 1 king bed
1–6 Nov
4.96 out of 5 average rating, 871 reviews
Top guest favourite
Room in Woodstock
Mid Cent Home, minutes to Woodstock
1 bed
21–26 Sept
4.93 out of 5 average rating, 468 reviews
Top guest favourite
Room in Woodstock
Walk to the Village Center: on a Babbling Brook
1 queen bed
16–21 Aug
4.98 out of 5 average rating, 124 reviews
Top guest favourite
Treehouse in Saugerties
Secluded Ledge Treehouse/Kaaterskill Off-Grid
1 bedroom, 2 queen beds
23–28 Aug
4.93 out of 5 average rating, 148 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, 869 reviews
Top guest favourite
Cottage in Boiceville
The Cottage
1 bedroom, 1 queen bed
6–11 Sept
4.99 out of 5 average rating, 234 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, 96 reviews
Top guest favourite
Treehouse in Phoenicia
Luxe - Private - Couples - Nature - Creekside
2 bedrooms, 2 beds
7–12 Sept
5.0 out of 5 average rating, 73 reviews
Guest favourite
Flat in Woodstock
Waterfall Location | Walk to Town
2 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Chalet in Willow
Cozy Silo Home with Mountain Views near Woodstock
3 bedrooms, 4 beds
30 Aug – 4 Sept
4.9 out of 5 average rating, 177 reviews
Guest favourite
Treehouse in Lanesville
Edgewood Catskills - Treehouse Cabin
1 bedroom, 1 bed
11–16 Oct
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Guest house in Woodstock
Steps toTown/Bus Pet Ok/No Extra Fees! &Five Star
1 bedroom, 4 beds
15–20 Nov
5.0 out of 5 average rating, 457 reviews
Guest house in Woodstock
The Grey Studio on Glasco
1 bedroom, 2 queen beds
31 Aug – 5 Sept
5.0 out of 5 average rating, 4 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, 127 reviews
Top guest favourite
Home in Woodstock
Stunning Light-filled Home w/HOT TUB walk to town
1 bedroom, 2 queen beds
1–6 Sept
4.98 out of 5 average rating, 111 reviews
Top guest favourite
Cabin in Saugerties
The Sugar Shack
2 bedrooms, 2 queen beds
19–24 Oct
5.0 out of 5 average rating, 49 reviews
Top guest favourite
Cottage in Woodstock
Woodstock Streamside Cottage
1 bedroom, 1 queen bed
7–12 Sept
4.95 out of 5 average rating, 327 reviews
Top guest favourite
Guest suite in Woodstock
Meadowsweet Woodstock w Sauna + Fire Pit
1 bedroom, 2 beds
18–23 Aug
4.96 out of 5 average rating, 308 reviews