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Search results; Over 1,000 homes in Callicoon

Top guest favourite
Home in Callicoon
❤ of Downtown | Pvt Woods | Full Kitch | 2 Porches
3 bedrooms, 3 beds, 2 private bathrooms
29 Sept – 4 Oct
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4.99 out of 5 average rating, 83 reviews
Guest favourite
Guest house in Callicoon Center
Beautiful Mtn Cozy Cabin-183 acres-Amazing Views
2 bedrooms, 3 beds, 2 bathrooms
3–8 Aug
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Livingston Manor
Luxe & Modern farmhouse | House of Jane West
1 bedroom, 1 king bed, 1 bathroom
27 Aug – 1 Sept
4.97 out of 5 average rating, 118 reviews
Guest favourite
Hut in Roscoe
Property of Big Foot Roscoe NY
1 sofa bed, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Cabin in Callicoon
The Duck Blind at Pleasant Valley Farm
1 sofa bed, No bathroom
7–12 Sept
4.99 out of 5 average rating, 106 reviews
Barn in Hortonville
Cozy Callicoon Sanctuary with Private Pond
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
Guest favourite
Guest suite in Roscoe
Cozy 1 bedroom apt in heart of Roscoe
1 bedroom, 1 bed, 1 bathroom
31 Aug – 5 Sept
5.0 out of 5 average rating, 14 reviews
Home in North Branch
Deer Hill Cabin | Valley Views | Games + Fire Pit
3 bedrooms, 4 beds, 1.5 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Tiny home in Livingston Manor
Element House - Off Grid Hideout
1 bedroom, 1 bed, 1 bathroom
3–8 Aug
4.97 out of 5 average rating, 182 reviews
Top guest favourite
Home in Livingston Manor
Secluded oasis nestled in nature
3 bedrooms, 6 beds, 1 bathroom
16–21 Aug
4.93 out of 5 average rating, 27 reviews
Guest favourite
Home in Jeffersonville
Modern Manor on Maple
2 bedrooms, 4 beds, 1.5 bathrooms
24–29 Aug
4.83 out of 5 average rating, 29 reviews
Barn in Hortonville
Callicoon Cottage
1 bedroom, 3 beds, 1 bathroom
23–28 Aug
4.8 out of 5 average rating, 138 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, 220 reviews
Cottage in Jeffersonville
Fairytale Catskills Escape (4BR/3BA) w EV Charger
4 bedrooms, 4 beds, 2.5 bathrooms
3–9 Aug
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
4.94 out of 5 average rating, 50 reviews
Guest favourite
Home in Livingston Manor
Catskills Mill House No 1 Livingston Manor Cabin
2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Livingston Manor
The Manor Farmhouse
3 bedrooms, 3 beds, 1.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 34 reviews
Guest favourite
Flat in Liberty
Ground floor studio apartment
1 bedroom, 2 beds, 1 bathroom
5–10 Aug
4.8 out of 5 average rating, 10 reviews
Guest favourite
Home in Roscoe
NEW: Family Lodge w/ Hot-Tub & Firepit!
4 bedrooms, 7 beds, 2.5 bathrooms
23–28 Aug
4.95 out of 5 average rating, 19 reviews