Bootleg Hollow • Catskills Pond Side Sanctuary

Tucked in the woods, this eclectic 4-bedroom home with a private pond is a soulful Catskills retreat. Owned by a jazz musician, it’s filled with creative energy and character—ideal for artists, families, and friends. Enjoy cozy living spaces, forest walks, and peaceful moments by the water. A one-of-a-kind escape designed to help you unplug, unwind, and reconnect. For distances to local towns, attractions, and venues, please see the Neighborhood section of this listing. Opening Snapshot • 4-bedroom, 2-bath historic home on 47 private acres with pond. Sleeps up to 8 guests • Ideal for artists, families, and groups seeking a creative, nature-filled retreat • Features private pond, expansive land, open living space, and one-of-a-kind character Sleeping & Bathroom • Bedroom 1: 2 single beds • Bedroom 2: Double bed • Bedroom 3: Queen bed • Bedroom 4: Double bed, queen beed • Bathrooms: 2 (1 main floor, 1 second floor) • Sleeps: 8 Highlights • Set on 47 private acres of woods and meadows • Private swimmable pond • Historic home with original materials and artistic character • Open-concept main floor for gathering and creativity • Large front porch overlooking lawn and pond • Hosted creative retreats, workshops, and music sessions The Space • Originally an 1890s center hall Colonial, thoughtfully restored with salvaged materials and custom details • Open main floor with kitchen, dining, and cozy sitting area designed for connection • Large windows bring in natural light and forest views • Upstairs features four bedrooms, full bath, and laundry • A warm, welcoming layout with both shared spaces and quiet corners Outdoor Living • Expansive front porch with views of the pond and surrounding land • Swimmable pond for summer days • 47 acres to explore—woods, meadows, and open space • Ideal for walking, relaxing, and reconnecting with nature The Experience Spring / Summer • Swim in the pond, explore the land, and enjoy long days surrounded by nature and fresh mountain air Fall • Take in vibrant foliage, crisp air, and peaceful surroundings perfect for reflection and creativity Winter • Unplug and settle into a quiet, inspiring space with room to gather and unwind Location • Private setting with easy access to nearby Catskills towns • Close to hiking, farms, and outdoor recreation • Short drive to local dining and seasonal attractions Important Notes • Rural setting (wildlife, insects, uneven terrain) • Pond is natural and not lifeguarded—swim at your own risk • Historic home with unique character and layout Good Fit For • Best suited for artists, creatives, families, and groups seeking a unique, nature-based Catskills experience Booking Notes • Calendar is always up to date—book early for peak weekends and seasonal stays Before Arrival • A digital guest guide is provided with directions, house details, and local recommendations Management • Professionally managed by Stay Catskills for a seamless guest experience Guests have access to the home with the exception of the attic. You’ll have the house and property all to yourself, but we’re always just a message away if you need anything. Reach out by phone or email and we’ll be happy to answer questions, share our favorite local spots, or help make your stay as comfortable and inspiring as possible. We want your stay to be safe, comfortable, and smooth. Here are a few important details to know before and during your visit: Check-In & Check-Out • Check-in: 4:00 PM – 10:00 PM • Check-out: 11:00 AM • No changes to check-in or check-out times during holidays or from Memorial Day through Labor Day • Early check-in or late check-out may be available outside of these dates with advance notice and approval • Changes are subject to availability and may include an additional fee Cell Service & Arrival • There is limited or no cell service • Enable WiFi calling before arrival • Save or screenshot arrival details (address, door code, WiFi, contact info) in advance Quiet Hours & Neighbor Respect • Quiet hours: 9:00 PM – 8:00 AM • Keep outdoor noise to a minimum, especially at night • Sound carries in rural areas—please be respectful of neighbors Guests & Gatherings • No parties or events • Guest count must match the reservation • Daytime visitors require prior approval Pets • One dog allowed with prior approval and fee • No cats Water Use & Septic • Property is on a private well and septic system • No outdoor hoses, sprinklers, slip and slides, or kiddie pools • Flush toilet paper only (no wipes or paper products) • Please use water conservatively Wildlife Awareness • Located in a rural Catskills setting with active wildlife • Common sightings may include deer, raccoons, foxes, and coyotes • Insects and occasional rodents are part of the natural environment in rural areas • While the home is professionally cleaned and maintained, sightings of ants, insects, or signs of wildlife may occur, especially seasonally • Do not leave food or trash outside or unattended indoors Winter Travel (October–April) • Rural, mountainous roads can be unpredictable • AWD, FWD, or 4WD recommended • All-weather tires with good tread required • Avoid rear-wheel drive vehicles in snow or ice • Driveway is plowed and shoveled every 3–4 inches of snow • Shovel provided for guest use • Salt is not provided—guests are advised to bring some if needed • Host and service providers cannot provide roadside assistance or tow services Cancellation Policy and Refunds • All reservations are subject to the platform’s cancellation policy • No refunds will be issued outside of these terms, regardless of reason • Travel insurance is strongly recommended to protect against unexpected changes The driveway is about 1/4 mile long, narrow, and uneven in spots. For safe access, you will NEED a AWD or 4WD vehicle with at least 7–8 inches of ground clearance (typical for most SUVs and trucks). Low-clearance vehicles—like sedans, compact cars, sports cars, or minivans—may have difficulty navigating the drive and are not recommended. In addition, there is limited cell service in this area. The house does get cell service. The road in is part of the adventure, and the privacy at the end makes it worth it! Pond Disclaimer: The pond is available for guest use, including swimming, solely at the guest’s own risk. The property owner and host assume no liability for injury, loss, or damage arising from its use. Guests are responsible for supervising minors at all times. During winter months, the pond may not be completely frozen; accessing or skating on the ice is done entirely at your own risk. The TV's are not new, they're vintage! Both TV's are in bedrooms. A VHS player and basic cable is available. This is also the homeowner’s getaway, so you may see some personal touches and belongings around the house. Think of it like staying at a friend’s place—make yourself comfortable, and please treat the space with the same care and respect you would your own home.