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Search results; Over 1,000 homes in Callicoon

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
Guest favourite
Home in Callicoon
Bright Modern Home * Wood-Stove Nights * Big Deck
3 bedrooms, 3 beds, 2 bathrooms
25–30 Oct
4.86 out of 5 average rating, 43 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
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
Top guest favourite
Chalet in Callicoon Center
Architecturally Unique Catskill Chalet
3 bedrooms, 3 king beds, 2 bathrooms
2–7 Nov
4.99 out of 5 average rating, 93 reviews
Guest favourite
Cottage in Jeffersonville
Catskill Retreat
1 bedroom, 2 beds, 1 bathroom
27 Oct – 1 Nov
4.95 out of 5 average rating, 105 reviews
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
Guest favourite
Home in Livingston Manor
Stylish Mountain Retreat, 22 Acres, Outdoor Sauna
4 bedrooms, 6 beds, 3 bathrooms
15–20 Sept
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Livingston Manor
Cozy, Catskills Getaway in the Country - 2 hrs NYC
2 bedrooms, 2 queen beds, 1.5 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 72 reviews
Top guest favourite
Home in Roscoe
The Obernburger
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
4.95 out of 5 average rating, 61 reviews
Top guest favourite
Cabin in Livingston Manor
The Ensconce: Modern cabin in the woods
3 bedrooms, 3 beds, 2 bathrooms
5–10 Oct
4.98 out of 5 average rating, 114 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
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
Top guest favourite
Home in Livingston Manor
The Glove | sauna, yoga & bocce
3 bedrooms, 3 beds, 2 bathrooms
16–21 Sept
4.98 out of 5 average rating, 48 reviews
Top guest favourite
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
15–20 Sept
4.95 out of 5 average rating, 55 reviews
Guest favourite
Cabin in Roscoe
Stunning Peaceful Lakeside Cottage
1 bedroom, 1 king bed, 1 bathroom
10–15 Nov
4.97 out of 5 average rating, 76 reviews
Top guest favourite
Home in Callicoon
Custom Designed Catskills Retreat - Guest Favorite
3 bedrooms, 3 beds, 2.5 bathrooms
19–24 Oct
5.0 out of 5 average rating, 15 reviews
Home in Swan Lake
In the clouds your cozy- lake house
2 bedrooms, 3 beds, 1.5 bathrooms
8–13 Nov
4.88 out of 5 average rating, 517 reviews
Top guest favourite
Home in Jeffersonville
Vinyl Pines · Architect Cabin, Hot Tub + Sauna
3 bedrooms, 4 beds, 2.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 52 reviews