House vacation rentals in Callicoon

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!

Private Riverfront Home — The Maisonette

Your own acre of private frontage on the Delaware River! Modern house with chef's kitchen, espresso machine, farmhouse sink. Step outside to Adirondack chairs on the deck, stroll the sprawling lawn to the fire pit, then the beautiful river itself. Enjoy the deep soak tub and deluxe outdoor shower. Walking distance to charming main street, hiking nearby. Central AC. Oak floors and stone counters locally sourced and sustainable. All-natural Pharmacopia bath products. The ultimate upstate getaway.

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.

Ridge Haven: Catskills home w/ open deck & firepit

Welcome to Ridge Haven! Our home features an open floor plan w/ a fireplace, a big deck w/ grill, a seasonal outdoor shower & a fire pit on the upper lawn. Propane & firewood included. Only 2 hours from NYC in the hamlet of Narrowsburg. Nestled against the Delaware River, it is home to a variety of shops, acclaimed restaurants, art galleries, & antique stores. <15 mins from hikes, swimming/tubing on the Delaware, Bethel Woods, and Callicoon. <30-60 mins to skiing (Elk, Big Bear & Shawnee).

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.

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.

The Blue Hill House...A modern Catskills getaway

The Blue Hill House is a modern Catskills cabin featuring 3 large bedrooms, 2 bathrooms, a fully equipped kitchen, and much more.  Nestled on 7 private acres just a few minutes away from Livingston Manor, the Blue Hill House is the perfect mix of Catskills mountain escape and modern getaway. Enjoy the stunning mountain views from the large deck, or explore the nearby hiking trails, lakes, dining options, and shops. Follow us on insta @thebluehillhouse.