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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, 227 reviews
Guest favourite
Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Chalet in North Branch
Catskills Mountain Chalet l 5 Star experience !
3 bedrooms, 3 beds, 3 bathrooms
25–30 Sept
4.99 out of 5 average rating, 151 reviews
Home in Livingston Manor
High Manor | Sauna, Hot Tub + Cold Plunge
3 bedrooms, 3 beds, 2 bathrooms
11–16 Oct
New place to stay
Top guest favourite
Chalet in Roscoe
Sunday Mountain House - Cozy Catskills Chalet
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 162 reviews
Top guest favourite
Home in Livingston Manor
Red Door Hill House, Views, Pond, Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 81 reviews
Guest favourite
Home in Livingston Manor
The Cozy Catskill Jewel w/ Mountain View Hot Tub
3 bedrooms, 5 beds, 3 bathrooms
12–17 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Cabin in Ferndale
Cozy Lakefront Catskills Cabin—2hrs from NYC!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Sept
4.92 out of 5 average rating, 301 reviews
Guest favourite
Home in Callicoon
Bright Modern Home * Wood-Stove Nights * Big Deck
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.86 out of 5 average rating, 43 reviews
Guest favourite
Villa in North Branch
Catskill’s Top Family + Wellness Retreat Compound
8 bedrooms, 15 beds, 5.5 bathrooms
16–21 Sept
4.97 out of 5 average rating, 68 reviews
Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
1–6 Oct
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Livingston Manor
Casa Catskills, An Artist Haven
2 bedrooms, 2 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Luxe
Home in Callicoon
Hilltop Wellness Oasis with Pool, Hot Tub, Sauna
5 bedrooms, 6 beds, 5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Livingston Manor
Luxury Catskills Sauna Retreat -Haven On The Manor
3 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.83 out of 5 average rating, 18 reviews
Top guest favourite
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.95 out of 5 average rating, 55 reviews
Guest favourite
Barn in Roscoe
Sleep Above the Alpacas Scenic Farm Getaway
3 bedrooms, 3 beds, 1 bathroom
22–27 Sept
4.98 out of 5 average rating, 151 reviews
Cabin in Roscoe
Hot Tub, Sauna, Firepit, Pets
3 bedrooms, 3 beds, 1 bathroom
27 Sept – 2 Oct
New place to stay
Top guest favourite
Cabin in Town of Cochecton
Chez Cochecton, a modern cabin in the Catskills
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Home in Livingston Manor
Secluded oasis nestled in nature
3 bedrooms, 6 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 29 reviews