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Search results; Over 1,000 homes in Callicoon

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, 226 reviews
Guest favourite
Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Guest house in Callicoon Center
Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge
1 bedroom, 1 queen bed
13–18 Sept
4.99 out of 5 average rating, 91 reviews
Top guest favourite
Chalet in Callicoon Center
Architecturally Unique Catskill Chalet
3 bedrooms, 3 king beds
9–14 Sept
4.99 out of 5 average rating, 92 reviews
Top guest favourite
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds
13–18 Sept
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Home in Livingston Manor
Cozy, Catskills Getaway in the Country - 2 hrs NYC
2 bedrooms, 2 queen beds
21–26 Oct
4.99 out of 5 average rating, 71 reviews
Guest favourite
Cabin in Roscoe
Stunning Peaceful Lakeside Cottage
1 bedroom, 1 king bed
12–17 Oct
4.97 out of 5 average rating, 74 reviews
Top guest favourite
Cabin in Livingston Manor
The Ensconce: Modern cabin in the woods
3 bedrooms, 3 beds
9–14 Sept
4.98 out of 5 average rating, 114 reviews
Guest favourite
Home in Callicoon
Chic Country Contemporary w/ Fireplace
3 bedrooms, 3 beds
6–11 Oct
4.86 out of 5 average rating, 43 reviews
Top guest favourite
Chalet in North Branch
Catskills Mountain Chalet l 5 Star experience !
3 bedrooms, 3 beds
13–18 Sept
4.99 out of 5 average rating, 151 reviews
Guest favourite
Cottage in Jeffersonville
Catskill Retreat
1 bedroom, 2 beds
28 Sept – 3 Oct
4.95 out of 5 average rating, 103 reviews
Top guest favourite
Cabin in Livingston Manor
Casa Catskills, An Artist Haven
2 bedrooms, 2 beds
13–18 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Livingston Manor
The Glove | sauna, yoga & bocce
3 bedrooms, 3 beds
9–14 Sept
4.98 out of 5 average rating, 47 reviews
Top guest favourite
Home in Livingston Manor
Secluded oasis nestled in nature
3 bedrooms, 6 beds
13–18 Sept
4.93 out of 5 average rating, 28 reviews
Guest favourite
Dome in Livingston Manor
Dome House with Catskill Views!
2 bedrooms, 2 queen beds
13–18 Sept
4.95 out of 5 average rating, 63 reviews
Top guest favourite
Home in Callicoon
Private Catskills Retreat, Fireplace, Tub, 3 Acres
2 bedrooms, 2 beds
14–19 Sept
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Cabin in Town of Cochecton
Chez Cochecton, a modern cabin in the Catskills
3 bedrooms, 3 queen beds
20–25 Sept
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Home in Callicoon
Custom Designed Catskills Retreat - Guest Favorite
3 bedrooms, 3 beds
19–24 Oct
5.0 out of 5 average rating, 14 reviews
Guest favourite
Home in Roscoe
Treetop deck, hot tub, and chef's kitchen
4 bedrooms, 5 beds
13–18 Sept
4.94 out of 5 average rating, 144 reviews