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Search results; Over 1,000 homes in Cragsmoor

Top guest favourite
Chalet in Cragsmoor
Scandinavian-Style Chalet with Scenic Views
Studio, 1 bed, 1 private bathroom
7–12 Aug
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5.0 out of 5 average rating, 255 reviews
Top guest favourite
Home in Pine Bush
Kuma Hill House
3 bedrooms, 5 beds, 2 bathrooms
11–16 Aug
5.0 out of 5 average rating, 13 reviews
Top guest favourite
Home in Cragsmoor
The Big View
3 bedrooms, 4 beds, 1 bathroom
5–10 Aug
5.0 out of 5 average rating, 27 reviews
Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.99 out of 5 average rating, 221 reviews
Top guest favourite
Home in Cragsmoor
Fabulous farmhouse on a Hudson Valley mountaintop
6 bedrooms, 10 beds, 3 bathrooms
4–9 Aug
4.97 out of 5 average rating, 76 reviews
Guest favourite
Home in Ellenville
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Home in Cragsmoor
Convene with Friends/Family Mountain Top Hot Tub
6 bedrooms, 7 beds, 2 bathrooms
16–21 Aug
4.89 out of 5 average rating, 141 reviews
Home in Margaretville
Private Mountain Home
3 bedrooms, 3 king beds, 3 bathrooms
12–17 Aug
Guest favourite
Home in Montgomery
Modern Woodland Retreat, Hudson Valley & Catskills
3 bedrooms, 3 beds, 2 bathrooms
9–14 Nov
4.95 out of 5 average rating, 128 reviews
Top guest favourite
Home in Kerhonkson
Modern Woodland Getaway with Hot Tub and Fire Pit
2 bedrooms, 3 beds, 2 bathrooms
17–22 Aug
4.97 out of 5 average rating, 247 reviews
Guest favourite
Camper van/Motorhome in New Paltz
Daisy - 2025 Airstream Under the Gunks
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Yurt in Gardiner
Fern - Kos Retreats @ Frogs Hollow Farm
1 bedroom, 3 beds, 1 bathroom
16–21 Aug
4.99 out of 5 average rating, 318 reviews
Top guest favourite
Home in Ellenville
Perfect Mountain Retreat with Mtn View + Hot Tub
2 bedrooms, 3 beds, 1 bathroom
10–15 Jan
4.99 out of 5 average rating, 117 reviews
Home in Cragsmoor
Charming Mountain House
4 bedrooms, 4 beds, 2.5 bathrooms
21–26 Aug
Guest favourite
Flat in Wallkill
Dream getaway apartment in the foot of Gunks Ridge
2 bedrooms, 3 beds, 1 bathroom
13–18 Aug
4.89 out of 5 average rating, 479 reviews
Guest favourite
Cottage in Ellenville
Shingle Gully Cottage
2 bedrooms, 3 beds, 1 bathroom
14–19 Aug
4.94 out of 5 average rating, 176 reviews
Guest favourite
Home in Pine Bush
Jacuzzi · Arcade-Bar · Cinema · Sleeps18 · Pool
7 bedrooms, 9 beds, 5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Guest favourite
Home in Kerhonkson
Kerhonkson Forest House
2 bedrooms, 3 beds, 1 bathroom
2–7 Aug
4.96 out of 5 average rating, 46 reviews
Top guest favourite
Home in Woodridge
Serene Home in the Catskills Woods
3 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
4.96 out of 5 average rating, 107 reviews