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Search results; Over 1,000 homes in Callicoon

Boutique hotel in Callicoon
Shaker-Style Boarding House in Callicoon - Apt. 1
2 bedrooms, 2 beds, 2 private bathrooms
3–8 Nov
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4.8 out of 5 average rating, 10 reviews
Home in Livingston Manor
Woodlands Cottage | Container Pool • Fire Pit
3 bedrooms, 3 beds, 2 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Barn in Roscoe
Sleep Above the Alpacas Scenic Farm Getaway
3 bedrooms, 3 beds, 1 bathroom
25–30 Aug
4.98 out of 5 average rating, 150 reviews
Top guest favourite
Cottage in Roscoe
Roscoe Cottage Pet Friendly
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 118 reviews
Guest favourite
Cabin in North Branch
Red Tail Ridge
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.97 out of 5 average rating, 37 reviews
Top guest favourite
Home in Livingston Manor
The Manor Farmhouse
3 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 37 reviews
Guest favourite
Guest house in Callicoon Center
Beautiful Mtn Cozy Cabin-183 acres-Amazing Views
2 bedrooms, 3 beds, 2 bathrooms
24–29 Aug
4.97 out of 5 average rating, 65 reviews
Top guest favourite
Home in Livingston Manor
Livingston Lookout: Mountaintop Retreat w/ Hot Tub
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.94 out of 5 average rating, 51 reviews
Guest favourite
Home in Callicoon
Chic Country Contemporary w/ Fireplace
3 bedrooms, 3 beds, 2 bathrooms
23–28 Aug
4.85 out of 5 average rating, 41 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
21–26 Oct
4.99 out of 5 average rating, 70 reviews
Guest favourite
Place to stay in Livingston Manor
Designer A-Frame + Barrel Sauna | Vogue-Featured
2 bedrooms, 2 queen beds, 1 bathroom
31 Aug – 5 Sept
4.92 out of 5 average rating, 176 reviews
Superhost
Farm stay in Swan Lake
Farmsteads Barnyard Cozy 3 Bedroom Suite
3 bedrooms, 4 beds, 2 bathrooms
18–23 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Nature lodge in Swan Lake
Farmstead's Corn Crib - Cozy One Bedroom Suite
1 bedroom, 2 double beds, 1 bathroom
17–22 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Cabin in Damascus
Cozy A-Frame | Hot Tub, Fire Pit & Pet-Friendly
1 bedroom, 1 queen bed, 1 bathroom
7–12 Sept
4.99 out of 5 average rating, 278 reviews
Top guest favourite
Cabin in Roscoe
The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Jeffersonville
Vinyl Pines · Architect Cabin, Hot Tub + Sauna
3 bedrooms, 4 beds, 2.5 bathrooms
23–28 Aug
4.96 out of 5 average rating, 47 reviews
Guest favourite
Flat in Livingston Manor
Riverview apt in town center
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 81 reviews
Top guest favourite
Home in Livingston Manor
Private 5-Acre Farmhouse Retreat
3 bedrooms, 4 beds, 1.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 20 reviews
Superhost
Tent in Roscoe
Stay Wild & Tent It
1 bed, 1 bathroom
16–21 Aug
New place to stay