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Search results; Over 1,000 homes in Callicoon

Top guest favourite
Cabin in Callicoon
Chic Cabin on Callicoon Creek
3 bedrooms, 5 beds, 1 private bathroom
1–6 Nov
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4.97 out of 5 average rating, 448 reviews
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
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
Top guest favourite
Chalet in Roscoe
Sunday Mountain House - Cozy Catskills Chalet
3 bedrooms, 3 beds, 1.5 bathrooms
20–25 Sept
4.96 out of 5 average rating, 161 reviews
Top guest favourite
Chalet in North Branch
Catskills Mountain Chalet l 5 Star experience !
3 bedrooms, 3 beds, 3 bathrooms
20–25 Sept
4.99 out of 5 average rating, 151 reviews
Top guest favourite
Home in Livingston Manor
Red Door Hill House, Views, Pond, Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 81 reviews
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
Guest favourite
Home in Callicoon Center
Spacious Catskills Farmhouse w/Private Pond
7 bedrooms, 7 beds, 5 bathrooms
13–18 Oct
4.96 out of 5 average rating, 46 reviews
Guest favourite
Villa in North Branch
Catskill’s Top Family + Wellness Retreat Compound
8 bedrooms, 15 beds, 5.5 bathrooms
15–20 Sept
4.97 out of 5 average rating, 68 reviews
Top guest favourite
Cabin in Town of Cochecton
Chez Cochecton, a modern cabin in the Catskills
3 bedrooms, 3 queen beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 152 reviews
Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Home in Callicoon
Chic Country Contemporary w/ Fireplace
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.86 out of 5 average rating, 43 reviews
Top guest favourite
Home in Livingston Manor
Secluded oasis nestled in nature
3 bedrooms, 6 beds, 1 bathroom
27 Sept – 2 Oct
4.93 out of 5 average rating, 29 reviews
Luxe
Home in Callicoon
Hilltop Wellness Oasis with Pool, Hot Tub, Sauna
5 bedrooms, 6 beds, 5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 12 reviews
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, 251 reviews
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
Guest favourite
Home in Livingston Manor
Renovated Catskills Retreat | Fire Pit • 3BR + Bon
3 bedrooms, 7 beds, 2 bathrooms
14–19 Sept
4.91 out of 5 average rating, 80 reviews
Cottage in Jeffersonville
Fairytale Catskills Escape (4BR/3BA) w EV Charger
4 bedrooms, 4 beds, 2.5 bathrooms
14–20 Sept
4.9 out of 5 average rating, 10 reviews
Top guest favourite
Home in Livingston Manor
Livingston Manor Lodge - brand new Catskills house
4 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 22 reviews