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Search results; Over 1,000 homes in Callicoon

Guest favourite
Home in Callicoon
Five Acres Farm - Charm and Seclusion with 5 BR
5 bedrooms, 5 beds, 3 private bathrooms
1–6 Sept
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5.0 out of 5 average rating, 31 reviews
Top guest favourite
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
Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
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, 2 bathrooms
13–18 Sept
4.95 out of 5 average rating, 62 reviews
Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 21 reviews
Guest favourite
Tiny home in Livingston Manor
Element House - Off Grid Hideout
1 bedroom, 1 bed, 1 bathroom
27 Sept – 2 Oct
4.97 out of 5 average rating, 186 reviews
Top guest favourite
Guest house in Callicoon Center
Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge
1 bedroom, 1 queen bed, 1 bathroom
1–6 Sept
4.99 out of 5 average rating, 88 reviews
Top guest favourite
Cabin in Damascus
Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
1 bedroom, 1 queen bed, 1 bathroom
13–18 Sept
4.99 out of 5 average rating, 280 reviews
Top guest favourite
Cabin in Callicoon
The Cabin at Pleasant Valley Farm
1 bedroom, 2 queen beds, No bathroom
13–18 May
4.99 out of 5 average rating, 223 reviews
Top guest favourite
Cabin in Roscoe
Cozy Catskills cabins on the lake @twogoodcabins
5 bedrooms, 6 beds, 2.5 bathrooms
26 Oct – 1 Nov
5.0 out of 5 average rating, 88 reviews
Camper van/Motorhome in Delancey
Vintage Airstream with Modern Luxury
2 beds, 2 bathrooms
7–12 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Loft in North branch
FireHouse Airbnb! Huge 1BDRM/Loft/kitchen
1 bedroom, 2 beds, 1 bathroom
2–7 Sept
4.98 out of 5 average rating, 66 reviews
Top guest favourite
Cabin in Callicoon
Chic Cabin on Callicoon Creek
3 bedrooms, 5 beds, 1 bathroom
29 Oct – 3 Nov
4.97 out of 5 average rating, 445 reviews
Top guest favourite
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, 14 reviews
Superhost
Tent in Roscoe
Stay Wild & Tent It
1 bed, 1 bathroom
1–6 Sept
New place to stay
Top guest favourite
Cabin in Margaretville
The Waterfall Casita: A-frame with 30ft Waterfall
1 bedroom, 2 beds, 1 bathroom
8–13 Nov
5.0 out of 5 average rating, 273 reviews
Guest favourite
Home in Livingston Manor
Parkston Schoolhouse
2 bedrooms, 2 double beds, 1 bathroom
8–13 Sept
4.92 out of 5 average rating, 180 reviews
Top guest favourite
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
Home in Roscoe
Catskill Farmhouses-Private Lake
9 bedrooms, 16 beds, 3 bathrooms
1–6 Sept