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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, 227 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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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
Home in Roscoe
Family Lodge * Hot Tub Deck * Fire Pit Nights
4 bedrooms, 7 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 24 reviews
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Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 23 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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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
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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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Top guest favourite
Home in Swan Lake
In the heart of the forest.
4 bedrooms, 5 beds, 4 bathrooms
26–31 Oct
4.93 out of 5 average rating, 14 reviews
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Guest favourite
Home in Callicoon
Bright Modern Home * Wood-Stove Nights * Big Deck
3 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.86 out of 5 average rating, 43 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
20–25 Sept
5.0 out of 5 average rating, 81 reviews
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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
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Guest favourite
Villa in North Branch
Catskill’s Top Family + Wellness Retreat Compound
8 bedrooms, 15 beds, 5.5 bathrooms
20–25 Sept
4.97 out of 5 average rating, 68 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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Top guest favourite
Home in Roscoe
Amber Acres Lodge | Designer Catskills Cabin 15AC
4 bedrooms, 6 beds, 3.5 bathrooms
25–30 Oct
4.96 out of 5 average rating, 49 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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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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Top guest favourite
Home in Jeffersonville
Buff's Country Escape
4 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 15 reviews
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Home in Beach Lake
Sauna + Hot Tub | Lake Access | Dog Friendly
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
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