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Search results; Over 1,000 homes in Callicoon

Top guest favourite
Guest house in Callicoon
R52Creekside one bedroom cottage
1 bedroom, 1 bed, 1 private bathroom
15–20 Sept
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5.0 out of 5 average rating, 109 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
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
Top guest favourite
Home in Livingston Manor
Red Door Hill House, Views, Pond, Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 81 reviews
Guest favourite
Villa in North Branch
Catskill’s Top Family + Wellness Retreat Compound
8 bedrooms, 15 beds, 5.5 bathrooms
15–20 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
24–29 Sept
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Livingston Manor
Livingston Manor Lodge - brand new Catskills house
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 22 reviews
Cottage in Jeffersonville
Fairytale Catskills Escape (4BR/3BA) w EV Charger
4 bedrooms, 4 beds, 2.5 bathrooms
14–20 Sept
4.9 out of 5 average rating, 10 reviews
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, 161 reviews
Top guest favourite
Farm stay in Callicoon
102 Priv Acres | Farmhouse | GameBarn | Gym | Pond
6 bedrooms, 9 beds, 3 bathrooms
4–9 Oct
5.0 out of 5 average rating, 35 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
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
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
4.94 out of 5 average rating, 54 reviews
Top guest favourite
Home in Jeffersonville
Private, Elegant Chalet w/ A Breathtaking View
3 bedrooms, 4 beds, 3 bathrooms
20–25 Sept
4.96 out of 5 average rating, 152 reviews
Home in Roscoe
Catskill Farmhouses-Private Lake
9 bedrooms, 16 beds, 3 bathrooms
21–26 Sept
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
Guest favourite
Home in Callicoon Center
Spacious Catskills Farmhouse w/Private Pond
7 bedrooms, 7 beds, 5 bathrooms
13–18 Oct
4.96 out of 5 average rating, 46 reviews
Guest favourite
Home in Jeffersonville
SwissHill Farmhouse| 5 Bedrooms rustic charm
5 bedrooms, 6 beds, 2 bathrooms
14–19 Sept
4.93 out of 5 average rating, 135 reviews
Guest favourite
Home in Roscoe
Treetop deck, hot tub, and chef's kitchen
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Oct
4.94 out of 5 average rating, 145 reviews