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Search results; Over 1,000 homes in Callicoon

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Top guest favourite
Cabin in Callicoon
The Duck Blind at Pleasant Valley Farm
Studio, 1 bed, No bathroom
27 May – 1 Jun
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4.99 out of 5 average rating, 112 reviews
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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
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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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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
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Cottage in Jeffersonville
Fairytale Catskills Escape (4BR/3BA) w EV Charger
4 bedrooms, 4 beds, 2.5 bathrooms
20–26 Sept
4.9 out of 5 average rating, 10 reviews
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Guest favourite
Guest house in Callicoon Center
Beautiful Mtn Cozy Cabin-183 acres-Amazing Views
2 bedrooms, 3 beds, 2 bathrooms
26 Sept – 1 Oct
4.97 out of 5 average rating, 65 reviews
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Top guest favourite
Home in Livingston Manor
Livingston Manor Lodge - brand new Catskills house
4 bedrooms, 7 beds, 3.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 22 reviews
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Home in Roscoe
Catskill Farmhouses-Private Lake
9 bedrooms, 16 beds, 3 bathrooms
27 Sept – 2 Oct
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Top guest favourite
Guest house in Roscoe
Map Maker's Cabin
1 bedroom, 1 king bed, 1 bathroom
26–31 Oct
4.99 out of 5 average rating, 142 reviews
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Top guest favourite
Guest house in Callicoon Center
Indigo Bunting Farms MilkHouse/Sauna & Cold Plunge
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 93 reviews
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Guest favourite
Cottage in Livingston Manor
Lovely Yard | Firepit/BBQ | Fast Wifi
2 bedrooms, 3 beds, 1 bathroom
21–26 Sept
4.97 out of 5 average rating, 231 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, 147 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
25–30 Sept
4.99 out of 5 average rating, 151 reviews
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Top guest favourite
Cabin in Roscoe
Cabin@Crow Hill: unplug and reconnect with nature
3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 124 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
12–17 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Livingston Manor
Renovated Catskills Retreat | Fire Pit • 3BR + Bon
3 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.91 out of 5 average rating, 82 reviews
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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, 36 reviews
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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
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Luxe
Home in Callicoon
Hilltop Wellness Oasis with Pool, Hot Tub, Sauna
5 bedrooms, 6 beds, 5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews