
House holiday rentals in Callicoon
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Top-rated house rentals in Callicoon
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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.

Indoor Heated Pool + Sauna + Creek, Spacious 4Bdrm
This one-of-a-kind property nestled in the quiet village of North Branch has all the makings of a dream vacation. This cozy home in the woods has 3 stunning acres with creek access towards the end of the property! Enjoy a full-size heated indoor pool + an infrared sauna open year-round combined with breathtaking scenery. If you're looking for a vacation for kids + adults, this peaceful home is for you! Enjoy a relaxing vacation in a comfortable home with all the beauty that nature has to offer.

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 thatโs made for creating memories that will last a lifetime!

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.

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 โข Clawfoot tub โข Front & back porches โข Hummingbird & bunny watching โข Den & WiFi โข Peace & quiet โข All included in your stay! Hundreds of 5-star reviews say it all. IG: #luxtonlake #tenmileriver #cutesthousenarrowsburg

Private, Elegant Chalet w/ A Breathtaking View
Welcome to your all-season escape, to this funky yet luxury, spacious yet cozy, modern yet classic chalet. Where you can experience the perfect vacation, whether it is outdoors with family and friends or appreciating the art pieces throughout the interior. Greet the evenings with a cozy wood-stove and a movie or a glass of wine and a book, sunset with drinks on the deck and the mornings with a fresh espresso. Make some memories at this unique and family-friendly place.

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.

Delaware River retreat
Approximately two hours from the GW bridge - this beautiful country home is located directly on the Delaware River. The house features a full kitchen, a large dining room, and two porches that overlook the river. Watch the eagles, warm up by the fireplace, ski, hike, fish, canoe, swim, eat and laze about. With hi-speed cable and WiFi, tons of space inside and out, this house is perfect for a getaway, staycation, or for families and couples looking to remote-work.

In the clouds your cozy- lake house
Cozy lake house in Catskill,only 2 hrs away from NYC.The property has 2 Bedroom 1-1/2 baths & sleeps 4-6 people. Guest can enjoy kayaking fishing in property.The property is close proximity 2 downtown Jeffersonville & Bethel-Woods Center for Arts (Historic Site of the 1969 Woodstock Music & Art Fair).Nearby attractions ~ Villa Roma Resorts,Resort World Casino, Kartrite Resort & Water park & Holiday Mountain Ski resort.Visit local farms and Catskill brewery

Modern creekside cabin in the Catskills
Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, weโre also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

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.
Popular amenities for Callicoon house rentals
House rentals with a pool

Modern Home in โค๏ธ Poconos Camelback Lake ๐ฃ ๐โโ๏ธ ๐ฑ

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

Garden Villa | Hot Tub + Holidays + Fire Pit

Private Game house-Basketball*Hot Tub*Jacuzzi*Gym

Trout fishing on the Delaware
Weekly house rentals

Callicoon Vintage Farmhouse

Modern Oasis w/ Sauna, Hot Tub + Fire Pit

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

Hemlock Hill Barn - Hillside Views, Hot Tub + Pond

Modern Gem in the Heart of Downtown Callicoon NY

Lake Ridge Bungalow w/ outdoor SAUNA

Modern Farmhouse Nestled in the Catskills

Luxe Gabel Farmhouse | Fire Pit & Country Views
Private house rentals

Islander House - 5 mins from Bethel Woods

Luxe & Modern farmhouse | House of Jane West

Catskills - sweeping views and pool - Casa Nera

Swimming Hole, New Hot Tub, Game Barn Coming Soon

Cozy, Catskills Getaway in the Country - 2 hrs NYC

Modern Farmhouse With Expansive Catskills Views

Hollister House

Stylish Mountain Retreat, 22 Acres, Outdoor Sauna
Quick stats about house rentals in Callicoon

Nightly prices starting at
Callicoon holiday rentals start at $355ย NZD per night before taxes and fees

Verified guest reviews
Over 320 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Callicoon rentals

5 Average rating
Callicoon stays are highly rated by guestsโaveraging 5 out of 5!
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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
- Plattekill Mountain
- Lackawanna State Park
- Claws 'N' Paws
- Tobyhanna State Park
- Warwick Valley Winery & Distillery
- Ventimiglia Vineyard
- Three Hammers Winery




