
House vacation 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.

Art House Bird Sanctuary at EBC Sculpture Park
The Art House is set in a Sculpture Park developed by the artists Tom and Carol Holmes.The Parks 38 acres of rolling hills, grass land with valley views are bordered by two streams and woodlands.The views are magnificent.The house is set on the second tier of three rolling hills.Tom creates magical and life changing experiences in the landscape; at EBC Bird Sanctuary Sculpture Park. The Art House offers exceptional privacy, incredible quiet and extensive wildlife. A pristine experience awaits.

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.

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.

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

Bright hamlet home mins to Livingston Manor!
Welcome to our sun-filled home with a magical backyard where two creeks converge! This modernized 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 with a fully fenced yard for you to relax with kids or pets :) 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!

River view:
Rental is located next to a busy road , if you are not comfortable with some traffic at certain times of the day then this may not be for you I would also note that this home is small inside but very comfortable . There is a cozy yard to relax in next to a fire pit and a table and chairs if you would like to eat outside. I will provide firewood for one night, and charcoal for grill for one night as well. Located 1/4 mile from home is a local place to purchase extra wood .

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
Popular amenities for Callicoon house rentals
House rentals with a pool

Lakefront Mansion w/ Hottub, Firepit, Ping Pong!

Modern Oasis w/ Sauna, Hot Tub + Fire Pit

Lakeside Oasis

Lake Front Retreat in the Poconos * King Bed*

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

Trout fishing on the Delaware

Spacious Catskills Farmhouse on over 5 acres!

Fern Leaf Farmhouse - Spacious, Cozy, Peaceful
Weekly house rentals

Callicoon Vintage Farmhouse

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

Luxe & Modern farmhouse | House of Jane West

Modern Gem in the Heart of Downtown Callicoon NY

Modern Farmhouse Nestled in the Catskills

Catskills - sweeping views and pool - Casa Nera

Private Escape, Stunning Views in Jeffersonville

Modern Secluded Retreat
Private house rentals

Highland House

Hemlock Hill Barn - Hillside Views, Hot Tub + Pond

Fireplace + Luxury | The Gabel Farmhouse

Cozy, Catskills Getaway in the Country - 2 hrs NYC

Modern Farmhouse With Expansive Catskills Views

Old Campbell Place: Peaceful cabin with hot tub

Hollister House

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

Nightly prices starting at
Callicoon vacation rentals start at ๏บฉ.๏บ735 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 guestsโaveraging 5 out of 5!
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- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Bushkill Falls
- Montage Mountain Resorts
- Elk Mountain Ski Resort
- Minnewaska State Park Preserve
- Delaware Water Gap National Recreation Area
- Resorts World Catskills
- Sunset Hill Shooting Range
- Promised Land State Park
- The Country Club of Scranton
- Plattekill Mountain
- Claws 'N' Paws
- Lackawanna State Park
- Tobyhanna State Park
- Warwick Valley Winery & Distillery
- Ventimiglia Vineyard
- Three Hammers Winery
- Bushkill Falls




