
House holiday rentals in Callicoon
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Top-rated house rentals in Callicoon
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Bright hamlet home mins to Livingston Manor!
Welcome to our sun-filled home with a magical backyard where two creeks converge! This antique farmhouse is an easy 8-min drive to Livingston Manor, one of the most popular towns in the Catskills. The home is on the sleepy Main St of a hamlet in the midst of revitalization, with creatives and small businesses taking the lead. You can truly unwind and enjoy nature without having to leave the property, stroll the rail trail just a few doors down from the house, or use our tips to explore the area!

Cozy Catskills Escape with Wildlife and Views
Welcome to Deer Hollow, a bucolic retreat sitting on three lush acres in the Sullivan County Catskills. Deer Hollow is nestled on a hill, just a five minute drive to the hamlet of Callicoon on the Delaware River. Only a two hour drive from New York City's George Washington Bridge, Callicoon is a charming community, waiting to be explored. With four bedrooms and two full baths, Deer Hollow comfortably sleeps up to eight guests, making it the perfect gathering place for your family and friends.

BirchRidge A-Frame: Sauna/Firepit/King Bed/7 Acres
Nestled in the Catskills Forest, less than 2 hrs from NYC, you'll find Birch Ridge A-frame! This gorgeous 2-bedroom cabin is set on 7 private acres with hiking areas and a seasonal stream. Enjoy the wall of windows that creates a magical stay with breathtaking views. This is the perfect place to relax, sit in the barrel sauna, hike through the private forest, roast marshmallows over the fire, and soak up the sounds of nature. A space that’s made for creating memories that will last a lifetime!

Stunning Passive Solar Cabin on 135 acres & pond
Just the perfect cabin. This newly built, passive solar house has a wood-burning stove, incredible views and is drenched with light. The house is intimate yet connected to the outside, with total seclusion and every imaginable modern convenience! It’s an architect-designed marvel of concrete, glass and reclaimed wood that sits on 135 acres of field and forest with a lovely swimming pond and miles of hiking trails. The cabin sleeps up to 6 people in two bedrooms and a spacious sleeping loft.

Parkston Schoolhouse
Relax and unwind in this historic converted one-room schoolhouse. Built in 1870, the Parkston Schoolhouse served all grade levels in the Livingston Manor area. The schoolhouse was retired and converted to a cozy cottage style home in the mid 20th century and has recently been renovated into a stylish tiny home getaway. The home is tucked into the hillside along the beautiful, winding Willowemoc Creek and is set amidst a lush Catskill landscape just a five minute drive from Livingston Manor.

Woodsy Retreat, Sunny Home with Paths and Stream
This lovely hand-made home in the woods, lined with windows, flooded with light, has 2 bedrooms and 2 full baths, and a large wraparound deck facing a feisty stream. It has 10 hilly acres of woods with its own paths to wander. Work, relax and play in its inspiring kitchen and lofty spaces stocked with albums, movies, books, art supplies, and instruments. Enveloped in nature, yet only a 10 minute drive to local hot spots including Narrowsburg, Callicoon, Skinners' Falls and Bethel Woods.

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park being Developed by the artist Tom and Carol Holmes. The Park is 38 acres of rolling hills, grass land with valley views, bordered by two streams and woodlands. The views are magnificent. The house is set on the second tier of three rolling hills 1000 feet up from the road. The property is the newest building project/ABNB offering from Tom; who creates magical and life changing experiences...in the landscape; at EBC Bird Sanctuary Sculpture Park.

Cutest Little House in Narrowsburg
Relax in an idyllic wooded setting with 1000 feet of totally private river frontage, yet a 5 minute drive to Narrowsburg's restaurants and shops. If you like nature, privacy, history, vintage decor & design, this quaint 1950s cottage is for you. Hiking & campfires • Clawfoot tub • Front & back porches • Hummingbird & bunny watching • Den & WiFi • Peace & quiet • All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Butternut Farm Cottage
Butternut Farm Cottage is an 1880's farmhouse. One and a half story great room with wood burning stove, kitchen, dishwasher; laundry room, two bathrooms and library with TV and Wifi. Lots of natural light. Sound system throughout. Covered porch. Comfortable beds. BBQ grill and fire-pit. Good for couples, solo adventurers, business travelers, families, and medium size groups (up to 6). **While not an issue for most some ambient noise from Rt. 17 is heard when outside.

Gingerbread House- a 1950s Catskills Chalet
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Teal Cottage in Honesdale
Newly renovated cute cottage in historical Honesdale. Originally built in the 1940's as a TV repair shop and lovingly converted into a home. You will find yourself in rural PA, yet close enough to walk to the shops and restaurants in town. Get away from the hustle and bustle of city life and enjoy a few peaceful days in our lovely town. Garage parking for one car or a 15 minute walk from the Shoreline bus drop-off.

Play Creekside, Cook Like a Chef
➡ Save us to your WISHLIST for future stays! 🔥 Fire pit under the trees 🍳 Fully stocked kitchen w/ island 🎿 15 min to Belleayre; 20 min to Plattekill Mtn 🛍️ 5 min to Margaretville, 10 min to Andes 📺 55" Smart TV; Fast WiFi, Record player ✨ Dine outdoors under the string lights 🐶 Dog friendly: Up to two dogs with non-refundable $100 fee. Sorry, no cats allowed.
Popular amenities for house rentals in Callicoon
House rentals with a pool

The Green Light Lodge- minutes to beach & skiing!

Lakeside Oasis

Lake Front Retreat in the Poconos * King Bed*

Golf Sim! Hot Tub/Game Room/Cinema 2 Kings

Modern House with Hot-Tub and Fireplace

Trout fishing on the Delaware

Spacious Catskills Farmhouse on over 5 acres!

Pool Hot tub Sauna Canoe Country Lakehouse
Weekly house rentals

Retreat w/ Hot Tub, Gym, Cold Plunge, Office

Luxe & Modern farmhouse | House of Jane West

Hemlock Hill Barn - Hillside Views, Hot Tub + Pond

Lake Ridge Bungalow w/ outdoor SAUNA

Modern Farmhouse Nestled in the Catskills

Modern Secluded Retreat

Bethel Woods Escape: Hot Tub + Fire Pit

Camp Callicoon
Private house rentals

Islander House - 5 mins from Bethel Woods

Modern Gem in the Heart of Downtown Callicoon NY

Catskills - sweeping views and pool - Casa Nera

Luxe Gabel Farmhouse | Fire Pit & Country Views

Swimming Hole, New Hot Tub, Game Barn Coming Soon

Cozy, Catskills Getaway in the Country - 2 hrs NYC

Modern Farmhouse With Expansive Catskills Views

Stylish Mountain Retreat, 22 Acres w/ Bocce Court
Quick stats about house rentals in Callicoon

Nightly prices starting at
Callicoon holiday rentals start at € 172 per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Callicoon rentals

5 Average rating
Callicoon stays are highly rated by guests – averaging 5 out of 5!
Destinations to explore
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- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Bushkill Falls
- Belleayre Mountain Ski Center
- Montage Mountain Resorts
- Minnewaska State Park Preserve
- Elk Mountain Ski Resort
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Sunset Hill Shooting Range
- Promised Land State Park
- The Country Club of Scranton
- Salt Springs State Park
- Villa Roma Ski Resort
- Plattekill Mountain
- Lackawanna State Park
- Claws 'N' Paws
- Tobyhanna State Park
- Warwick Valley Winery & Distillery
- Ventimiglia Vineyard
- Three Hammers Winery