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Search results; Over 1,000 homes in Callicoon

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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, 225 reviews
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Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Chalet in North Branch
Catskills Mountain Chalet l 5 Star experience !
3 bedrooms, 3 beds, 3 bathrooms
1–6 Sept
4.99 out of 5 average rating, 149 reviews
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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
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Home in Roscoe
Catskill Farmhouses-Private Lake
9 bedrooms, 16 beds, 3 bathrooms
8–13 Sept
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Guest favourite
Home in Callicoon Center
Spacious Catskills Farmhouse w/Private Pond
7 bedrooms, 7 beds, 5 bathrooms
6–11 Sept
4.96 out of 5 average rating, 46 reviews
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Top guest favourite
Cabin in Roscoe
Roscoe Cabin Pet Friendly
3 bedrooms, 3 beds, 1 bathroom
20–25 Sept
4.97 out of 5 average rating, 188 reviews
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Guest favourite
Cabin in North Branch
Red Tail Ridge
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
4.97 out of 5 average rating, 38 reviews
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Guest favourite
Home in Swan Lake
In the heart of the forest.
4 bedrooms, 5 beds, 4 bathrooms
2–7 Oct
4.92 out of 5 average rating, 13 reviews
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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
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Top guest favourite
Home in Livingston Manor
Red Door Hill House, Views, Pond, Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 80 reviews
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Home in Callicoon Center
Catskills Farmhouse Retreat | Pool, Fire Pit, Gym
4 bedrooms, 4 beds, 3.5 bathrooms
8–13 Sept
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Guest favourite
Home in Livingston Manor
Renovated Catskills Retreat | Fire Pit • 3BR + Bon
3 bedrooms, 7 beds, 2 bathrooms
6–11 Sept
4.91 out of 5 average rating, 79 reviews
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Guest favourite
Home in Jeffersonville
SwissHill Farmhouse| 5 Bedrooms rustic charm
5 bedrooms, 6 beds, 2 bathrooms
6–11 Sept
4.94 out of 5 average rating, 133 reviews
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Top guest favourite
Home in Jeffersonville
Cabinne: A Dreamy Catskills Retreat
3 bedrooms, 3 beds, 2.5 bathrooms
6–11 Sept
5.0 out of 5 average rating, 19 reviews
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Cottage in Jeffersonville
Fairytale Catskills Escape (4BR/3BA) w EV Charger
4 bedrooms, 4 beds, 2.5 bathrooms
8–14 Sept
4.9 out of 5 average rating, 10 reviews
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Top guest favourite
Home in Livingston Manor
Peaceful 4BD Country Retreat
4 bedrooms, 5 beds, 2 bathrooms
28 Oct – 2 Nov
4.94 out of 5 average rating, 250 reviews
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Guest favourite
Home in Livingston Manor
The Cozy Catskill Jewel w/ Mountain View Hot Tub
3 bedrooms, 5 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Cabin in Jeffersonville
1930's Vintage Cabin · Hot Tub · Kohler Cabin
4 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.93 out of 5 average rating, 146 reviews