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Search results; Over 1,000 homes in Callicoon

Top guest favourite
Cottage in Callicoon
Charming Farmhouse on 1/2 acre, w/creek access
3 bedrooms, 4 beds, 2 shared bathrooms
8–13 Sept
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4.98 out of 5 average rating, 48 reviews
Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Dome in Livingston Manor
Dome House with Catskill Views!
2 bedrooms, 2 queen beds
23–28 Aug
4.95 out of 5 average rating, 62 reviews
Guest favourite
Cabin in North Branch
Red Tail Ridge
3 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 38 reviews
Guest favourite
Camper van/Motorhome in Roscoe
Roscoe Rv adventure Pet Friendly
2 bedrooms, 10 beds
24–29 Aug
5.0 out of 5 average rating, 84 reviews
Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Guest favourite
Cottage in Livingston Manor
Mid-Century Cottage | Lovely Yard | Fast Wifi
2 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 229 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, 70 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, 14 reviews
Top guest favourite
Cabin in Roscoe
Roscoe Cabin Pet Friendly
3 bedrooms, 3 beds
12–17 Sept
4.97 out of 5 average rating, 188 reviews
Top guest favourite
Cabin in Roscoe
The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin
3 bedrooms, 4 beds
20–25 Sept
5.0 out of 5 average rating, 13 reviews
Guest favourite
Guest house in Callicoon Center
Beautiful Mtn Cozy Cabin-183 acres-Amazing Views
2 bedrooms, 3 beds
24–29 Aug
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Guest house in Callicoon Center
Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge
1 bedroom, 1 queen bed
24–29 Aug
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Cottage in Roscoe
Private wooded Cottage, close to many activities!
2 bedrooms, 3 beds
23–28 Aug
4.97 out of 5 average rating, 58 reviews
Top guest favourite
Nature lodge in Swan Lake
The Farmstead's Milk House Cozy One Bedroom Suite
1 bedroom, 1 double bed
23–28 Aug
5.0 out of 5 average rating, 42 reviews
Superhost
Tent in Roscoe
Stay Wild & Tent It
1 bed
23–28 Aug
New place to stay
Guest favourite
Townhouse in Livingston Manor
Catskills Mill House No. 3 With Fireplace
3 bedrooms, 3 beds
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Farm stay in Swan Lake
Farmsteads Barnyard Cozy 3 Bedroom Suite
3 bedrooms, 4 beds
23–28 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Cabin in Swan Lake
Lakefront • Hot tub • Kayaks • Fire Pit • Fishing
2 bedrooms, 2 queen beds
26 Sept – 1 Oct
4.94 out of 5 average rating, 207 reviews