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Search results; Over 1,000 homes in Callicoon

Top guest favourite
Home in Callicoon
Modern Gem in the Heart of Downtown Callicoon NY
2 bedrooms, 3 beds, 1 private bathroom
3–8 Sept
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4.98 out of 5 average rating, 42 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
Guest favourite
Villa in North Branch
Catskill’s Top Family + Wellness Retreat Compound
8 bedrooms, 15 beds, 5.5 bathrooms
7–12 Sept
4.97 out of 5 average rating, 67 reviews
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
Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 21 reviews
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
Top guest favourite
Cabin in Livingston Manor
Casa Catskills, An Artist Haven
2 bedrooms, 2 beds, 1 bathroom
13–18 Sept
5.0 out of 5 average rating, 15 reviews
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
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
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
Home in Roscoe
Catskill Farmhouses-Private Lake
9 bedrooms, 16 beds, 3 bathrooms
9–14 Sept
Top guest favourite
Loft in North branch
FireHouse Airbnb! Huge 1BDRM/Loft/kitchen
1 bedroom, 2 beds, 1 bathroom
4–9 Sept
4.98 out of 5 average rating, 66 reviews
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
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
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
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, 33 reviews
Guest favourite
Home in Livingston Manor
Luxury Catskills Sauna Retreat -Haven On The Manor
3 bedrooms, 3 beds, 2 bathrooms
14–19 Sept
4.87 out of 5 average rating, 15 reviews
Top guest favourite
Home in Jeffersonville
Buff's Country Escape
4 bedrooms, 4 beds, 2.5 bathrooms
2–7 Sept
5.0 out of 5 average rating, 13 reviews
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