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Search results; Over 1,000 homes in Callicoon

Descriptions are based on details hosts provide
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, 217 reviews
Top guest favourite
Home in Jeffersonville
Mountain views from a 2-acre private chalet
4.96 out of 5 average rating, 144 reviews, 3 bedrooms, 4 beds, 3 bathrooms
19–24 Jul
Guest favourite
Barn in Hortonville
Callicoon Cottage
4.8 out of 5 average rating, 133 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Guest favourite
Cabin in North Branch
Red Tail Ridge
4.97 out of 5 average rating, 34 reviews, 3 bedrooms, 3 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
4.94 out of 5 average rating, 49 reviews, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Livingston Manor
22 acres with a wood-burning sauna
4.97 out of 5 average rating, 64 reviews, 4 bedrooms, 6 beds, 3 bathrooms
15–20 Jul
Top guest favourite
Guest house in Callicoon
R52Creekside one bedroom cottage
5.0 out of 5 average rating, 104 reviews, 1 bedroom, 1 bed, 1 bathroom
15–20 Sept
Top guest favourite
Home in Roscoe
NEW: Family Lodge w/ Hot-Tub & Firepit!
4.94 out of 5 average rating, 18 reviews, 4 bedrooms, 7 beds, 2.5 bathrooms
15–20 Jul
Superhost
Home in Callicoon Center
39 acres with sunset hill views
4.81 out of 5 average rating, 16 reviews, 4 bedrooms, 4 beds, 3 bathrooms
23–28 Aug
Top guest favourite
Cabin in Livingston Manor
The Ensconce: Modern cabin in the woods
4.98 out of 5 average rating, 109 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Chalet in North Branch
Private 12-acre retreat with a fireplace
4.99 out of 5 average rating, 143 reviews, 3 bedrooms, 3 beds, 3 bathrooms
25–30 Jul
Top guest favourite
Home in Jeffersonville
Hot tub, sauna, and fire pit
5.0 out of 5 average rating, 11 reviews, 1 bedroom, 1 bed, 2 bathrooms
6–11 Aug
Top guest favourite
Home in Callicoon
Paradise in the Catskills
4.99 out of 5 average rating, 347 reviews, 1 bedroom, 6 beds, 1.5 bathrooms
12–17 Aug
Guest favourite
Barn in Roscoe
Sleep above 100+ alpacas in the Catskills
4.98 out of 5 average rating, 150 reviews, 3 bedrooms, 3 beds, 1 bathroom
19–24 Jul
Guest favourite
Barn in Livingston Manor
1850s barn with 28-foot ceilings
4.96 out of 5 average rating, 90 reviews, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Jul
Home in North Branch
Raspberry Farm
4 bedrooms, 4 beds, 2.5 bathrooms
21–28 Jul
Guest favourite
Home in Jeffersonville
Luxury Estate with Wood Stove and Hot Tub
4.98 out of 5 average rating, 124 reviews, 4 bedrooms, 5 beds, 2 bathrooms
15–20 Jul
Top guest favourite
Home in Livingston Manor
Red Door Hill House, Views, Pond, Hot Tub
5.0 out of 5 average rating, 77 reviews, 3 bedrooms, 4 beds, 2 bathrooms
2–7 Sept
Top guest favourite
Guest house in Callicoon Center
Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge
4.99 out of 5 average rating, 82 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul