Town of Callicoon, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Callicoon, New York on RentalSaver.com!

Town of Callicoon Rentals

From $922 per night (USD)
VRBO
Dreamy Lakefront Log Cabin - 2hrs from NYC! Sleeps 14 (5Bed/3Bth) 7 private acre
Bedrooms:
2
Bathrooms:
5
Sleeps:
14
Welcome to Clearwater Cabin on Sand Pond. Nestled in the foothills of the Catskill Mountains this lake house offers sere ...
From $922 per night (USD)
VRBO
From $236 per night (USD)
Expedia
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Close to Callicoon Hills & Bethel Woods. A truly amazing place to stay. Artistic, eclectic, luxurious, super comfortable ...
From $236 per night (USD)
Expedia
From $373 per night (USD)
VRBO
Secluded 60-Acre Chalet with View & Private Ponds
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Charming chalet secluded in a 60-acre parcel with view and two private ponds in the Catskills (Callicoon Center, Sulliva ...
From $373 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Cozy Catskills Chalet
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Sunday Lodge & Mountain House is a peaceful retreat on 5 acres in the Southern Catskill Mountains. Our home is located a ...
From $369 per night (USD)
Expedia
From $781 per night (USD)
VRBO
Bright, fun, feature-filled Catskills getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Bright, fun Catskills getaway packed with attractive features, conveniently located, & perfect for hosting. Uniquely des ...
From $781 per night (USD)
VRBO
From $456 per night (USD)
Expedia
3-bedroom chalet just 13 minutes drive to Bethel Woods
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
In Jeffersonville's center lies a cozy three-bedroom cottage, providing a peaceful retreat during your upcoming holiday. ...
From $456 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Woodland Chalet, Fire Pit, Gazebo & Forest Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Experience the best of the Catskills at Woodland Chalet, a spacious, beautifully renovated retreat with 2 bedr ...
From $301 per night (USD)
VRBO
From $927 per night (USD)
VRBO
Beautifully restored Catskill Farmhouse w/pool.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
**Welcome to your Catskills retreat!** This newly updated Sullivan County home offers 4 large bedrooms, 3.5 baths, a ho ...
From $927 per night (USD)
VRBO
From $647 per night (USD)
VRBO
Lilac Hill - VIEWS, Privacy, and Design
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Lilac Hill is a stunning escape in the heart of the Catskills, located just 2 hours from NYC. Set on 39 pr ...
From $647 per night (USD)
VRBO
From $652 per night (USD)
VRBO
Brookside Manor - Elegance near Livingston Manor
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: Brookside Manor is an elegant country escape in the heart of the Catskills, located 2 hours from NYC. Set ...
From $652 per night (USD)
VRBO
From $731 per night (USD)
VRBO
Clancy House - Cedar Hot Tub, Sleeps 10
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Summary: Escape to this breathtaking 4-bed, 4 bath retreat in Livingston Manor. On a serene 5-acre lot, this modern hom ...
From $731 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Modern Manor on Maple
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to Modern Manor on Maple! Built in the 1920s, this charming two-story farmhouse is located in the heart of Jeff ...
From $274 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Immerse in your private woods in our modern cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Our cabin is a stylish retreat set on 5 private wooded acres. All houses in this private neighborhood have at least 5 ac ...
From $460 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Winterberry Pond, Converted Barn & Hot Tub
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Welcome to Winterberry Pond, our completely converted barn nestled on 7+ private acres. This two bedroom, one ...
From $471 per night (USD)
Expedia
From $412 per night (USD)
VRBO
Callicoon Cottage with Private Pond, Fireplace and Fire Pit Family, Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our enchanting retreat, where two distinctive homes—a cozy cottage and a charming farmhouse—await you on a pi ...
From $412 per night (USD)
VRBO
From $365 per night (USD)
Expedia
Architectural Gem - Catskill Chalet, hot tub, wraparound deck on 6 acres
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Unwind in a secluded and cozy upstate escape on 6+ wooded acres off a dead-end road while relaxing to the tune of Callic ...
From $365 per night (USD)
Expedia
From $364 per night (USD)
VRBO
Entire Catskills Retreat - Hot Tub • Sauna • Fireplace • Vinyl
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Perfectly centered in the western Catskills, this private retreat is just 3 minutes from Jeffersonville’s charming Main ...
From $364 per night (USD)
VRBO
From $1144 per night (USD)
VRBO
Livingston Manor Lodge - brand new, modern upstate house - 10 min from town
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
The ultimate family or friend luxury retreat in the Western Catskills, just two hours outside of New York City. Come enj ...
From $1144 per night (USD)
VRBO
From $528 per night (USD)
VRBO
Catskills Creekside House near Livingston Manor
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Immerse yourself in a memorable Catskills getaway at The Shirley Main House! Nestled in the charming village of Youngsvi ...
From $528 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Dancing Doe Estate with Wood Stove, Hot Tub & Firepit
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
SUMMARY Perched on a hill above the Village of Jeffersonville, Dancing Doe Estate, is a perfect marriage of country char ...
From $483 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Chic Home w/ Fireplace & Beautiful Sunsets
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Beechwood’s Beacon! Here are a few things I think ...
From $501 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Hot Tub, Fire Pit, Views & 14 Acres | Onyx Ridge
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
“The cabin was beautiful, clean, comfortable, and the views were absolutely incredible. The location felt wonderfully pr ...
From $423 per night (USD)
Expedia
From $675 per night (USD)
VRBO
Wellness Retreat with Hot Tub, Gym, Cold Plunge, Office
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Koto House is a rejuvenating wellness retreat designed for those who are seeking a peaceful getaway to reconnect with na ...
From $675 per night (USD)
VRBO
From $503 per night (USD)
VRBO
Hilltop Retreat with Hot Tub in Livingston Manor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
**NEW TO VRBO! 5-STAR SUPERHOST AND GUEST FAVORITE ON ABNB** It’s always the perfect time to book a getaway to the west ...
From $503 per night (USD)
VRBO
From $480 per night (USD)
VRBO
Renovated Creekside Retreat: Fire Pit, Sleeps 13 Near Livingston Manor
Bedrooms:
2
Bathrooms:
3
Sleeps:
13
Welcome to Cattail Manor Newly renovated Catskills retreat just minutes from Livingston Manor, set on a scenic property ...
From $480 per night (USD)
VRBO
From $1081 per night (USD)
VRBO
The Nest At Swiss - Lakefront Luxury In The Catskills
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Your cozy getaway awaits in Jeffersonville at this brilliant house. With 4 bedrooms including a king, queen, twin, and f ...
From $1081 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Private Escape, Stunning Views in Jeffersonville
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this cozy one-bedroom home with an additional loft featuring two twin beds, perfect for small families or coup ...
From $351 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Milk House @ Indigo Bunting Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We invite you to enjoy our renovated guesthouse, once the milk house on a productive dairy farm in the mid-twentieth cen ...
From $307 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Shandelee Brook House - Hot Tub Serenity, Peaceful Surroundings - 5 Mins to Livingston Manor
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Shandelee Brook House is a 4 bed, 2.5 bath cottage just 2.5 hours from NYC with access to Shandelee Lake. The ...
From $671 per night (USD)
VRBO
From $432 per night (USD)
Expedia
Serene Duplex w/ On-Site Brook in Callicoon Center
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private Balcony | Local Brews Nearby | 8 Mi to Livingston Manor | 9 Mi to Beaverkill Creek, Birthplace of U.S. Fly-Fishi ...
From $432 per night (USD)
Expedia
From $481 per night (USD)
VRBO
Red Tail Ridge Cabin in North Branch
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Tucked in the woods above North Branch, Red Tail Ridge offers a peaceful escape with sweeping views and quiet charm. A s ...
From $481 per night (USD)
VRBO
From $371 per night (USD)
Expedia
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 mins - Sleeps 8
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Late summer sunshine meets upcoming fall foliage at Shady Fox Farm Catskills! Whether you are locking in the final weeks ...
From $371 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Dreamwood: A Modern Catskills Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Just two hours from NYC, Dreamwood is a stylish mid-century modern meets country contemporary retreat. Clean lines, warm ...
From $398 per night (USD)
VRBO
From $337 per night (USD)
VRBO
Ro House - A Modern Cabin w/ Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled in the picturesque Catskills region, the Ro House offers the perfect balance of convenience and tranquillity in ...
From $337 per night (USD)
VRBO
From $602 per night (USD)
VRBO
Red Hill House - Farmhouse Charm with Natural Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Red Hill House is a beautiful 3 bed 1.5 bath farmhouse just over 2 hours from NYC. With an artful flair, cover ...
From $602 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Modern House - 100 Acres w/ Waterfall & Hiking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Hi, I’m Anna. I’m so glad you’re here, and I’d love to welcome you to Howard’s Hill! Here are a few things I think you’ ...
From $589 per night (USD)
Expedia
From $1337 per night (USD)
VRBO
NEW: Catskills Lakefront Resort
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
Every once in a while, a property comes along that feels less like a vacation home and more like a private resort. Perch ...
From $1337 per night (USD)
VRBO
From $671 per night (USD)
VRBO
Redwood Manor - Historic Home with Pool & Deck
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Redwood Manor is a 4 bed, 2 bath historic farmhouse just 2 hrs from NYC. Designed for pure relaxation or work- ...
From $671 per night (USD)
VRBO
From $572 per night (USD)
VRBO
Modern Black-Clad Chalet 3BR/3Bath with Private Pond in Callicoon Center
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your Callicoon Center getaway awaits at this fabulous gated 3-bedroom house. The black-clad modern chalet sits high with ...
From $572 per night (USD)
VRBO
From $468 per night (USD)
VRBO
Stag Hill: Cozy Catskills| Firepit + Pet Friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Stag Hill House is a 3 bed, 2 bath, pet-friendly gambrel style farmhouse under 2.5 hrs from NYC. This welcomin ...
From $468 per night (USD)
VRBO
From $393 per night (USD)
VRBO
Newly-built Creekside Getaway with Sauna
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Apathouse is a brand new Catskill getaway along the Callicoon Creek. Constructed of four prefabs, they are cleverly arra ...
From $393 per night (USD)
VRBO
From $411 per night (USD)
Expedia
Woodland Chalet, Fire Pit, Deck & Forest Views, 3-Bed
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summary: Experience the best of the Catskills at Woodland Chalet, a spacious, beautifully renovated retreat with 3 bedr ...
From $411 per night (USD)
Expedia
From $463 per night (USD)
VRBO
Deer Hill Cabin | Valley Views | Games + Fire Pit
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summary: Rustic but refined cabin in the hills of North Branch, just over 2 hours from NYC. Three bedrooms on the main ...
From $463 per night (USD)
VRBO
From $351 per night (USD)
Expedia
Luxe Barn • Hot tub • Fire Pit • Ski • Catskills
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Step into unmatched luxury at this fully renovated 1850s barn, where rustic charm meets modern elegance. Tucked away in ...
From $351 per night (USD)
Expedia
From $403 per night (USD)
VRBO
Perfect 3-bedroom house with AC in enchanting Livingston Manor
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
Discover this 3-bedroom house in Livingston Manor. The lovely bedrooms offer a mix of cozy beds, including a king, queen ...
From $403 per night (USD)
VRBO
Click For Pricing
Expedia
Silent G Farms: 8 bedroom, 3 houses, 20 acres, hot tub, sauna, pond, sleeps 22
Bedrooms:
5
Bathrooms:
8
Sleeps:
22
Twenty private acres luxury retreat in the Western Catskills. Farmhouse, Guesthouse, and a 4,000 sq ft Barn sleep up to ...
Click For Pricing
Expedia
From $1560 per night (USD)
VRBO
Luxury Home Near Bethel Woods. Indoor Pool, Sauna, Movie Theater & Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to our luxury Catskills retreat in Jeffersonville, NY — a spacious family-friendly home designed for relaxation, ...
From $1560 per night (USD)
VRBO
From $762 per night (USD)
Expedia
Luxury Catskills Sauna Retreat -Haven On The Manor
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Private 3BR/2BA escape on secluded wooded land with a wood-burning stove and outdoor sauna. Minutes to skiing, hiking tr ...
From $762 per night (USD)
Expedia

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Town of Callicoon Rentals

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Results: 48 Rentals