Family-friendly holiday rentals in Callicoon

Beautiful & Secluded Streamside Catskills Cabin

Private & secluded Smallwood cabin sleeps 6. Central A/C. Park & Hear the stream flowing when you pull up. Large great room with fireplace & windows overlooking backyard stream. 1 master bedroom, 1 separate guest room, 1 open sleep loft (2 twin beds) Enjoy evenings on the deck, or by the outdoor fire pit listening to the stream that leads to a small waterfall. Enjoy the swim pit right in your backyard! Outdoor Shower! Close to Bethel Woods, hiking & White Lake dining & Toronto Reservoir

8A Lakefront, Duplex Cabin *AC *WiFi * Cable TV

Just Steps to the Sparkling Lake, from this Brand new 100 year old Cabin, set up like a Hotel Room Featuring Private entrance, 2 Queen size beds a deck, BBQ, fire pit, Guest controlled Heat and Air Conditioning, Cable TV, WIFI and Phone. .Row Boats, Kayaks and Canoes available for Guests use on the lake free of charge .120 Acres of Nature trails for Hiking ( Trails closed During Hunting Season, Oct1 to Jan 1 ) .Located Approx. 5 Miles from Bethel woods Concert Center (Woodstock 1969)

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.

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 Cabin at Pleasant Valley Farm

The cabin is located on a dirt road on our farm with a beautiful pond and an amazing view! This off-grid, cabin has two queen beds (100% cotton sheets), a mini-kitchen with a battery-ignition gas range, solar powered refrigerator, solar lighting, a wood stove, an outdoor shower, a fire pit, and an old-fashioned outhouse. An expansive porch and dock provide comfortable outdoor living. A seasonal favorite, the cabin is available May-Oct.

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 of secluded property or venture out to experience one of the many things the Catskills has to offer. 2 large bedrooms, modern country kitchen, and a massive covered deck to grill and relax. Extended stays available. Dogs welcome.

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.

Good Vibes Studio in the Woods

Relax in our peaceful studio featuring a memory foam queen bed and a futon—perfect for a quiet getaway or a fun weekend near top attractions. Just minutes from Bethel Woods, Resorts World Casino, Kartrite Waterpark, and White Lake dining. Surrounded by nature, with hosts next door if you need anything!

Farmhouse at Boyds Mills, family fun, super clean

The Farmhouse in Boyds Mills welcomes guests year round sleeping 10, this is a great home to gather with family and friends. Warm up inside by the fire, relax in the large three season room overlooking the valley, or sit by the pond for a breathtaking sunset. Create memories in this country oasis.