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Search results; Over 1,000 homes in Callicoon

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Top guest favourite
Cabin in Callicoon
The Cabin at Pleasant Valley Farm
1 bedroom, 2 beds, No bathroom
13–18 May
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4.99 out of 5 average rating, 225 reviews
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Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
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Chalet in Callicoon Center
Architecturally Unique Catskill Chalet
3 bedrooms, 3 king beds, 2 bathrooms
9–14 Sept
4.99 out of 5 average rating, 91 reviews
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Home in Livingston Manor
Cozy, Catskills Getaway in the Country - 2 hrs NYC
2 bedrooms, 2 queen beds, 1.5 bathrooms
21–26 Oct
4.99 out of 5 average rating, 70 reviews
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Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
4.94 out of 5 average rating, 53 reviews
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Cottage in Jeffersonville
Catskill Retreat
1 bedroom, 2 beds, 1 bathroom
25–30 Sept
4.95 out of 5 average rating, 103 reviews
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Home in Callicoon
Chic Country Contemporary w/ Fireplace
3 bedrooms, 3 beds, 2 bathrooms
5–10 Sept
4.86 out of 5 average rating, 43 reviews
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Home in Callicoon
Custom Designed Catskills Retreat - Guest Favorite
3 bedrooms, 3 beds, 2.5 bathrooms
13–18 Sept
5.0 out of 5 average rating, 13 reviews
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Guest house in Callicoon Center
Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 89 reviews
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Chalet in North Branch
Catskills Mountain Chalet l 5 Star experience !
3 bedrooms, 3 beds, 3 bathrooms
1–6 Sept
4.99 out of 5 average rating, 149 reviews
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Campsite in Callicoon
Hilltop Farm Campsite 20 mins to Bethel Woods
1 bed, No bathroom
1–6 Sept
4.9 out of 5 average rating, 103 reviews
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Cabin in Livingston Manor
Casa Catskills, An Artist Haven
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 15 reviews
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Cabin in Livingston Manor
The Ensconce: Modern cabin in the woods
3 bedrooms, 3 beds, 2 bathrooms
9–14 Sept
4.98 out of 5 average rating, 113 reviews
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Home in Livingston Manor
Secluded oasis nestled in nature
3 bedrooms, 6 beds, 1 bathroom
13–18 Sept
4.93 out of 5 average rating, 28 reviews
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Cabin in Roscoe
Stunning Peaceful Lakeside Cottage
1 bedroom, 1 bed, 1 bathroom
14–19 Sept
4.97 out of 5 average rating, 74 reviews
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Home in Jeffersonville
Cabinne: A Dreamy Catskills Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 19 reviews
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Cabin in Roscoe
The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 16 reviews
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Home in Roscoe
The Obernburger
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
4.95 out of 5 average rating, 59 reviews
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Villa in North Branch
Catskill’s Top Family + Wellness Retreat Compound
8 bedrooms, 15 beds, 5.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 67 reviews