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Search results; Over 1,000 homes in Cragsmoor

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Top guest favourite
Chalet in Cragsmoor
Scandinavian-Style Chalet with Scenic Views
Studio, 1 bed, 1 private bathroom
3–8 Oct
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5.0 out of 5 average rating, 256 reviews
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Top guest favourite
Home in Cragsmoor
The Big View
3 bedrooms, 4 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Guest favourite
Home in Pine Bush
Minnewaska haven: chef's kitchen, deck, & trails
3 bedrooms, 5 beds, 2 bathrooms
20–25 Oct
4.94 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Cragsmoor
Fabulous farmhouse on a Hudson Valley mountaintop
6 bedrooms, 10 beds, 3 bathrooms
28 Oct – 2 Nov
4.98 out of 5 average rating, 80 reviews
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Home in Ellenville
Farmhouse getaway with wood-fire hot tub
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
New place to stay
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Guest favourite
Home in Ellenville
Enclosed Hot Tub, King Bed, 3 bdrm, close to town
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
5.0 out of 5 average rating, 22 reviews
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Guest favourite
Cabin in Ellenville
Catskills Cabin, Hot Tub, Wood Stove, King Bed
2 bedrooms, 3 beds, 1 bathroom
25–30 Oct
4.98 out of 5 average rating, 239 reviews
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Guest favourite
Cottage in Ellenville
Shingle Gully Cottage
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.94 out of 5 average rating, 180 reviews
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Top guest favourite
Home in Cragsmoor
Convene with Friends/Family Mountain Top Hot Tub
6 bedrooms, 7 beds, 2 bathrooms
17–22 Oct
4.9 out of 5 average rating, 143 reviews
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Top guest favourite
Home in Pine Bush
Jacuzzi · Arcade-Bar · Cinema · Sleeps18 · Pool
7 bedrooms, 9 beds, 5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 18 reviews
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Home in Ellenville
Indoor Pickleball | Pool, Hot Tub & Games
5 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
New place to stay
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Hotel in Ellenville
The Inn 81 North-Suite 1
1 bedroom, 1 sofa bed, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 4 reviews
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Home in Cragsmoor
Charming Mountain House
4 bedrooms, 4 beds, 2.5 bathrooms
1–6 Nov
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Guest favourite
Flat in Wallkill
Dream getaway apartment in the foot of Gunks Ridge
2 bedrooms, 3 beds, 1 bathroom
3–8 Nov
4.89 out of 5 average rating, 494 reviews
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Top guest favourite
Home in Ellenville
Perfect Mountain Retreat with Mtn View + Hot Tub
2 bedrooms, 3 beds, 1 bathroom
1–6 Mar
4.99 out of 5 average rating, 117 reviews
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Guest favourite
Home in Mountain Dale
Private | Modern | Cozy
3 bedrooms, 3 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Wallkill
Resort style house inground pool, jacuzzi Theater
5 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.95 out of 5 average rating, 93 reviews
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Top guest favourite
Home in Ellenville
Catskills Escape | Serenity on 105 Acres
4 bedrooms, 5 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 62 reviews
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Top guest favourite
Cottage in Monticello
Dutchhillcottage, gem in the southern Catskills.
5 bedrooms, 7 beds, 3 bathrooms
1–6 Oct
4.98 out of 5 average rating, 159 reviews