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Search results; Over 1,000 homes in Woodstock

Guest favourite
Home in Woodstock
Woodstock Historic Artist Estate- The Museum House
4 bedrooms, 4 beds, 2 private bathrooms
4–9 Oct
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4.97 out of 5 average rating, 182 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, 467 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, 870 reviews
Guest favourite
Cabin in Kingston
WoodsCabin / Kingston / Woodstock NY.
1 bedroom, 1 queen bed
17–22 Aug
4.94 out of 5 average rating, 89 reviews
Top guest favourite
Room in Woodstock
Walk to the Village Center: on a Babbling Brook
1 queen bed
10–15 Aug
4.98 out of 5 average rating, 123 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
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
Cottage in Boiceville
The Cottage
1 bedroom, 1 queen bed
6–11 Sept
4.99 out of 5 average rating, 232 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
Cabin in Woodstock
Byrdcliffe Artist Studio (27.1-1-70)
3 beds
7–12 Sept
4.93 out of 5 average rating, 867 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
Room in Woodstock
Tranquil Suite - Minutes from Woodstock Center
1 queen bed
23–28 Aug
4.94 out of 5 average rating, 384 reviews
Top guest favourite
Cabin in Saugerties
The Sugar Shack
2 bedrooms, 2 queen beds
21–26 Sept
5.0 out of 5 average rating, 49 reviews
Guest favourite
Flat in Woodstock
Waterfall Location | Walk to Town
2 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Room in Rhinecliff
Rhinecliff: King Room with Balcony
1 king bed
30 Aug – 4 Sept
5.0 out of 5 average rating, 15 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
Top guest favourite
Guest suite in Woodstock
Woodstock retreat with hot tub and deck with view
1 bedroom, 1 queen bed
27 Dec – 1 Jan
4.99 out of 5 average rating, 232 reviews
Top guest favourite
Home in Shokan
West Wing - a unique private space w/deck
1 bedroom, 1 queen bed
23–28 Aug
4.97 out of 5 average rating, 173 reviews
Top guest favourite
Home in Saugerties
Modern Escape • Sauna • Firepit • Near Woodstock
2 bedrooms, 3 beds
28 Aug – 2 Sept
4.96 out of 5 average rating, 278 reviews