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Search results; Over 1,000 homes in Callicoon

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Top guest favourite
Home in Callicoon
Swimming Hole, OMG Game Barn! Hot Tub
4 bedrooms, 11 beds, 2 private bathrooms
4–9 Oct
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4.96 out of 5 average rating, 112 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, 25 reviews
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Guest favourite
Barn in Roscoe
Sleep Above the Alpacas Scenic Farm Getaway
3 bedrooms, 3 beds, 1 bathroom
13–18 Oct
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
10–15 Oct
5.0 out of 5 average rating, 8 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
18–23 Oct
5.0 out of 5 average rating, 81 reviews
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Guest favourite
Home in Livingston Manor
Luxury Catskills Sauna Retreat -Haven On The Manor
3 bedrooms, 3 beds, 2 bathrooms
4–9 Oct
4.83 out of 5 average rating, 18 reviews
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Guest favourite
Guest suite in Roscoe
Cozy 1 bedroom apt in heart of Roscoe
1 bedroom, 1 bed, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 19 reviews
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Top guest favourite
Home in Livingston Manor
River view:
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 364 reviews
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Guest favourite
Cottage in Livingston Manor
Lovely Yard | Firepit/BBQ | Fast Wifi
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
4.97 out of 5 average rating, 231 reviews
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Top guest favourite
Chalet in Roscoe
Sunday Mountain House - Cozy Catskills Chalet
3 bedrooms, 3 beds, 1.5 bathrooms
18–23 Oct
4.96 out of 5 average rating, 162 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 Jeffersonville
SwissHill Farmhouse| 5 Bedrooms rustic charm
5 bedrooms, 6 beds, 2 bathrooms
1–6 Oct
4.93 out of 5 average rating, 136 reviews
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Top guest favourite
Home in Jeffersonville
Private, Elegant Chalet w/ A Breathtaking View
3 bedrooms, 4 beds, 3 bathrooms
1–6 Oct
4.96 out of 5 average rating, 152 reviews
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Superhost
Home in Swan Lake
Ripple View | Hot tub, Game Room, Fire Pit
3 bedrooms, 4 beds, 3 bathrooms
4–9 Oct
New place to stay
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Top guest favourite
Nature lodge in Swan Lake
Farmstead's Corn Crib - Cozy One Bedroom Suite
1 bedroom, 1 double bed, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 26 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
2–7 Nov
4.96 out of 5 average rating, 25 reviews
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Luxe
Home in Callicoon
Hilltop Wellness Oasis with Pool, Hot Tub, Sauna
5 bedrooms, 6 beds, 5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 12 reviews
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Guest favourite
Home in Livingston Manor
Stylish Mountain Retreat, 22 Acres, Outdoor Sauna
4 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
4.94 out of 5 average rating, 66 reviews
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Guest favourite
Home in Livingston Manor
Renovated Catskills Retreat | Fire Pit • 3BR + Bon
3 bedrooms, 7 beds, 2 bathrooms
5–10 Oct
4.91 out of 5 average rating, 82 reviews