Family-friendly vacation rentals in Callicoon

Wooded Livingston Manor Oasis With Stream & Deck

Enjoy a private getaway in Livingston Manor! Our light-filled Catskills house is designed with local character for entertaining, with an open plan and fully-stocked kitchen. The rocky creek behind the huge yard is great for wading. In winter a woodstove keeps you cozy while you look through oversize picture windows at the snow. In summer you'll spend evenings on a large deck with grill and dining area, and gather around the Solo Stove fire pit before you fall asleep to the sound of the stream.

Historic Schoolhouse, River, Retreat, Music Studio

This 1920s Schoolhouse has been lovingly converted into a unique & wonderful inspiring , artsy Air BnB destination , experience , home for large groups of family and friends , up to 16+. Chefs kitchen with 13 ft. dining table. Close to the Delaware river in one of the most pristine & beautiful areas of NYS. The rental also includes use of a music /jam/ recording studio . Full size pool table in the game room .Large private lawn area with barbeque grill and fire pit. Ample off street parking

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.

Cozy Getaway Cabin in The Catskill Mountains

Our cozy getaway Cabin that sits near a fishing stream overlooking a waterfall with large rock formations. The private grounds meander through a pristine woodland. The meticulously maintained Catskill Cabin is nestled on a hill above the babbling brook with great southern exposure. Our cabin is away from the road, so you can enjoy peace and quiet. This is an ideal location for those who love nature, privacy, and want to escape from everyday life with some style. @cabinonpantherkill

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.

Cozy renovated One Room Schoolhouse

Renovated One room schoolhouse nestled in the Catskill Mountains. Outfitted with solar panels, an indoor full bathroom and an outdoor shower with a private refreshing stream in the backyard. Walk out the the door for wonderful hiking. Close to town and a micro brewery at the end of the road! Relax and be creative in the woods! Full kitchen! With wood stove and refrigerator (no microwave at the moment). Full bathroom with claw foot tub.

Beautiful Craftsman Home in Lake Huntington

Whether you’re taking in an outdoor concert at Bethel Woods or a weekend of outdoor adventure, this sunlit Craftsman home is the perfect place to base your Catskills getaway. Spend a day relaxing on 2+ acres or venture out to experience one of the many things the Catskills has to offer. Our home is managed by a local management company that offers numerous concierge services upon request.

The Shack in Narrowsburg

Featured in Curbed and Homestyle Magazine, The Shack is an ideal getaway from NYC for up to five guests. Set on seven acres of private land near the cute town of Narrowsburg, NY, with great dining, shopping and outdoorsy activities. Just two hours from NYC. Full cell phone coverage, two desk areas for working and decent WiFi. Instagram @theshackshackshack

Renovated Country Cottage w/ Hot Tub & View

Relax and recharge in the secluded garden hot tub at this charming 1900s farm cottage and take in charming country views. Soak up the contemporary, Scandinavian-style interiors, then toast marshmallows around the fire pit under the stars. This cozy 1100 SF home is a perfect getaway to unwind, located just two hours from Manhattan.