Renovated Chalet with Hot Tub and Pond

Welcome to Winterberry Pond, our completely renovated converted barn which is nestled on 7+ private acres. This two bedroom, one bathroom home has a modern aesthetic, having undergone a comprehensive renovation in 2022, and a brand new hot tub added in 2025. Located just 10 minutes from Roscoe and 15 minutes from Livingston Manor, this spot is the perfect spot to explore all that the area has to offer. As you step through the front doors, you’ll be greeted by a wall of windows on your right, flooding the interior with natural light. The expansive open area seamlessly combines the living room and an inviting eat-in kitchen. The bathroom, adorned with beautiful tile work, is a sight to behold. Sunlight bathes the open floor plan throughout the day, creating an ideal environment for conversations while preparing a meal or enjoying a glass of rosé. Vaulted ceilings add to the spacious and airy ambiance, making this an inviting space for all your gatherings. This home comfortably accommodates 4 guests with 2 spacious bedrooms featuring luxury linens. Outside, the home is thoughtfully situated away from the road, offering a sense of seclusion and privacy. The property boasts over 7 acres of land, adorned with mature trees that are just waiting to be explored. The generously sized yard provides ample space for outdoor activities, with the additional the included hot tub to relax & soak up the suds & views! Many a summer afternoon can be enjoyed row boating on the private pond, where the abundant wildlife promises to excite and entertain. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk. Sleeping arrangements: Bedroom 1: 1 king bed Bedroom 2: 1 queen bed - Set off the road on 7+ acres of remote Catskills land. - Cozy living area with open floor plan for convenient entertaining. - Fully-stocked kitchen with modern appliances and an island with a breakfast bar. - Modern renovated bathroom featuring a walk in shower. - 2 spacious bedrooms with luxury linens. - Spacious backyard for gathering and entertaining including a fire pit, outdoor dining and grill set-up. - Private pond on the property for row boating and various activities. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk,. - Convenient proximity to hiking trails, nature, and ski mountains for year-round outdoor activities - Short drive to the towns of Roscoe and Livingston Manor • The internet at this property is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection. • Winter Access Notice: The driveway and parking area is plowed in winter. During snowy conditions, a 4WD or AWD vehicle is strongly recommended for reaching the home. If you’re traveling without one, access may be difficult or not possible at times. Property Manager Homes cannot be held responsible for weather-related access issues or provide assistance if a vehicle becomes stuck. Property Manager Homes offers convenient self check-in. Check-in instructions will be sent by email and text prior to arrival with everything you need to access the home easily and on your schedule. You’ll also receive a digital Guest Guide for the home, packed with helpful tips, house info, and local recommendations to make the most of your stay. • Early check-ins or late check-outs: Standard check-in time is 4:00 p.m. and standard check-out time is 11:00 a.m. If the home is ready earlier on the day of arrival, an early check-in may be available when confirmed with our main office. Late check-outs must be requested and confirmed by our main office prior to departure. - Winter Access Notice: A 4WD or AWD vehicle is strongly recommended to access the home during the snowy season. Guests without the appropriate vehicle may be unable to reach the property. Property Manager cannot be held responsible for access issues or assist if a vehicle becomes stuck. Getting around Roscoe is part of the adventure—quiet roads follow trout streams and wind through wooded hills, making each drive peaceful and picturesque. With a car, you can easily reach fishing spots, breweries, and neighboring towns, with minimal traffic and plenty of places to stop. Route 17 provides quick access to other Catskills destinations, while local byways lead to scenic overlooks and the heart of “Trout Town, USA.” Every drive offers a chance to spot wildlife, cross a covered bridge, or discover a new picnic spot by the river. Cell service is generally reliable in town, but can fade in remote areas, so download maps ahead of time. Parking is easy and free, and the relaxed pace means you can truly enjoy the journey as much as the destination. Airports: • Stewart International Airport (SWF): 1 hour 40 minutes • Albany International Airport (ALB): 2 hours • New York City Airports (JFK/LGA/EWR): 2.5–3 hours • Wilkes-Barre/Scranton International Airport (AVP), PA: 1 hour 45 minutes Popular Landmarks: • Roscoe Diner (classic eatery) • Junction Pool (famous fly-fishing spot) • Catskill Fly Fishing Center & Museum (nearby) • Trout Town USA Park (recreation) • Roscoe O&W Railway Museum (railroad history) • Roscoe Beer Company (brewery) • Beaverkill Covered Bridge (historic, nearby) • Willowemoc Creek (fishing, nature) • Roscoe Campsite Park (camping, events) • Catskill Scenic Trail (biking/hiking, nearby) • Trout Parade (annual event) House Rules & Important Information - By booking with Property Manager Homes, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay • Property Manager Homes Rental Agreement + Identity Registration | All guests staying at a Property Manager Homes property are required to complete identity registration and sign a rental agreement via e-signature. • Age Requirement | The reservation holder must be 25+. • Arrival Support + House Manual + 24/7 Support | Upon arrival, Property Manager Homes aims to ensure your safety, proper access to the home, and understanding of guest features. All guests are required to read the house manual upon arrival. If you have any questions, please reach out to Property Manager Homes—our team is available 24/7. • Directions + Check-In Details | Before check-in, Property Manager Homes will send all check-in details, detailed directions, and a digital guest guide for the home by email and text to help ensure a seamless arrival. • Check-In / Check-Out (Early/Late Requests) | Check-in is 4:00pm and check-out is 11:00am. We can’t guarantee early check-ins or late check-outs, and a fee typically applies. When approved, fees apply for times outside a one-hour window of standard check-in/check-out. If you need significant flexibility, the best option is to book an additional night. • Local Taxes (Including Extended Stays | In New York State and Greene County, hotel/vacation rental hosts are required to collect hotel tax, which Property Manager Homes collects within the booking transaction. For stays over 29 days, please inquire with Property Manager Homes regarding terms and conditions and any applicable tax exemptions. • Animals/Pets — No Pets: This is a no pets property. A $150/day fee will apply for violations, and you may be asked to vacate the premises with no refund (at the discretion of Property Manager Homes). Property Manager Homes follows ADA guidelines, and any additional community or HOA rules may apply. • No Smoking | This is a no smoking property. Penalty fees apply for violations, and you may be asked to vacate the premises with no refund at the discretion of Property Manager Homes. • No Parties or Events | Parties and events are not permitted. • Quiet Hours | 10:00pm–8:00am. These hours reflect local residential and regional expectations—please keep noise low and be mindful of neighbors. • Report Damages | Any known damages incurred during your stay must be reported to the property manager immediately. • Security | Some Property Manager Homes properties have exterior-only cameras for monitoring. • Local or Property Water Features | Some Property Manager Homes properties may have pools, hot tubs, or other nearby water features. There is no guard around water features—use at your own risk. • Wildlife + Pests | You will likely see wildlife during your stay (deer, turkeys, groundhogs, foxes, etc.). Please note: We are in bear country, so it’s very important to discard all garbage in the secure bear-proof bin (warmer months) or garbage can (winter). For homes that include/offer BBQs, all food items should be brought inside and BBQs scraped clean after use to avoid attracting wildlife. The home is regularly treated for pests, but because we’re in the country, it’s not unusual for an occasional insect or mouse to make an appearance. - Private pond on the property for row boating and various activities. Please note that while you are welcome to enjoy the pond, we advise using it with extreme caution as it is swim at your own risk. - The internet at this property is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection. License number: STR48-23