Summary:
Two homes set on five wooded acres in the Catskills, a short drive from Roscoe and Callicoon. The renovated main house features a spacious deck for grilling and dining, while the modern guesthouse offers a private retreat with a sleeping loft, kitchen, bathroom, large sundeck, and its own driveway—perfect for reconnecting with nature and loved ones.
Please SEE: Other Things to Note
For Area Details, Please SEE: The Neighborhood & Getting Around
*Pet Friendly, fee applies per pet.
The Space:
Rustic Chic Cabin + Tiny House, Home Features:
• 3 Bedrooms, 2 Baths - Available for up to 8 Guests!
• Secluded wooded setting with two separate homes
• Main cabin: Hot tub, fire pit, screened-in porch, grill + outdoor dining
• Tiny house includes its own wraparound deck + grill
• Free WiFi by Satellite Internet & Smart TV
Sleeping Arrangements:
• Bedroom 1 - King Bed (Main House)
• Bedroom 2 - Full Bed (Main House)
• Bedroom 3 - Queen Bed (Main House)
• Guesthouse Studio Loft: 1 King Bed (ladder access)
Rent 2 Properties!
Rustic Chic Cabin + Tiny House is a secluded, two-home retreat tucked into the trees—perfect for groups who want to reconnect, spread out, and actually feel “away.” Enjoy the convenience of two separate spaces on one lot, ideal for families, friends, or multi-generational stays.
Rustic Chic Cabin (Main House)
The main cabin blends rustic character with modern comfort, featuring an open-concept layout with warm wood finishes and plenty of natural light. The kitchen is a standout with matte black cabinetry, a crisp white tile backsplash, stainless steel appliances, a modern vent hood, and a farmhouse-style sink under a bright window. Gather around the oversized butcher-block island for pancake breakfasts, charcuterie nights, and après-adventure snacks. The living area is bright and airy thanks to big windows and a skylight, with a large sectional for movie nights and a cozy wood stove for classic cabin vibes. Downstairs, a second living space is perfect for games and relaxing. The cabin includes three bright bedrooms with comfortable linens and a renovated full bath that’s clean and refreshed. The main house features multiple outdoor entertainment areas including a screened-in porch, a deck with an outdoor grill and dining, a fire pit, and a hot tub.
Tiny House (Detached Guesthouse Studio)
Just steps away, the tiny house adds extra flexibility with its own open living-dining space, full kitchen, bath, washer/dryer, and a lofted king bed accessed by ladder. Inside, warm wood walls and a vaulted, double-height ceiling make the space feel open and airy, while tall windows and a large picture window bring in beautiful natural light and forest views. The cozy living area includes a wall-mounted TV and a mini wood stove for chilly evenings, plus efficient heating/cooling via a ductless mini-split for year-round comfort. Sliding doors open to the wraparound deck for easy indoor/outdoor living—perfect for morning coffee, grilling, and winding down under the trees.
• Winter Access Notice: 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. Portoro Homes cannot be held responsible for weather-related access issues or provide assistance if a vehicle becomes stuck.
• Satellite Internet: Internet is provided by ViaSat a satellite internet company. This can cause the internet to fluctuate and possibly not allow consistent connection.
- This is a two home lot, while you have privacy and separation from the other house, each home is still visible from either home. There are two separate driveways for each house.
Need less space for your group? You can rent each of the properties individually—just message us for more information.
Guest Access:
Portoro 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.
The Neighborhood:
The Catskills and Hudson Valley are fantastic destinations for anyone looking to escape the city and experience a blend of natural beauty, vibrant culture, and small-town charm. This region is famous for its rolling mountains, lush forests, and scenic river views—perfect for hiking, biking, kayaking, or simply soaking up the outdoors. In autumn, the foliage is truly spectacular, painting the landscape in vibrant colors. Throughout the area, you’ll discover a unique mix of history and creativity, with beautifully preserved architecture, art galleries, boutique shops, and a thriving farm-to-table dining scene featuring fresh local produce and artisanal goods. Weekend markets, cozy cafés, and a welcoming community vibe are found in every corner. The region is rich in culture, with attractions like Olana, Clermont State Historic Site, and regular art shows, music events, and seasonal festivals. Whether you’re after adventure, relaxation, or a foodie experience, the Catskills and Hudson Valley deliver it all—making any of these charming towns a perfect home base for exploring this special corner of New York.
Roscoe, affectionately known as “Trout Town, USA,” is a haven for anglers and outdoor lovers, where the legendary Beaverkill and Willowemoc rivers converge. The town’s unique claim to fame is its world-class fly fishing, drawing visitors from around the globe to its pristine waters and historic fishing lodges. Beyond the rivers, Roscoe offers a classic Catskills experience with rustic inns, local breweries, and a main street lined with gear shops and cozy cafés. The surrounding forests and hills provide endless opportunities for hiking, camping, and wildlife watching. Roscoe’s blend of sporting heritage, natural beauty, and small-town friendliness makes it a must-visit for anyone seeking both adventure and relaxation in the Catskills.
Things to See & Do:
• Things to Do:
- Go fly fishing at Junction Pool or Willowemoc Creek.
- Visit the Catskill Fly Fishing Center & Museum.
- Enjoy craft beer at Roscoe Beer Company.
- Explore the Roscoe O&W Railway Museum.
- Picnic or play at Trout Town USA Park.
- Attend the annual Trout Parade.
- Shop at local outfitters for fishing gear.
- Camp or hike in nearby state forests.
• Things to See:
- The confluence of Beaverkill and Willowemoc at Junction Pool
- Catskill Fly Fishing Center & Museum’s riverside campus
- Roscoe Diner’s classic neon sign
- Willowemoc Creek’s trout-filled waters
- Beaverkill Covered Bridge’s historic wooden span (nearby)
- Trout Town USA Park’s riverfront setting
- Roscoe O&W Railway Museum’s vintage railcars
- Rolling hills and farmland surrounding the hamlet
• Golf Courses: Roscoe Mountain Club, Villa Roma Resort Golf Course, Twin Village Golf Course
• Museums: Catskill Fly Fishing Center & Museum, Roscoe O&W Railway Museum, Time and the Valleys Museum (Grahamsville, nearby)
• Local Markets: Roscoe Farmers Market, Livingston Manor Farmers Market (nearby), Callicoon Farmers Market (nearby), Roscoe Beer Company Market
• Local Restaurants & Shopping
- Restaurants: Roscoe Diner, The Junction, Raimondo’s Restaurant & Pizzeria, Roscoe Beer Co., The Courtyard, Riverside Café, Northern Farmhouse Pasta
- Shops: Beaverkill Angler, Roscoe Beer Co. Shop, Catskill Flies, Prohibition Distillery Shop, Junction Pool Gifts, Roscoe General Store, Northern Farmhouse Pasta Shop
Annual Festivals & Events:
• Roscoe Trout Parade
• Roscoe Rockland Chamber of Commerce Fall Festival
• Catskill Fly Fishing Center Summerfest
• Livingston Manor Trout Parade (Livingston Manor, nearby)
• Callicoon Country Fair (Callicoon, nearby)
• Roscoe Beer Fest
• Roscoe Catskills Pride Festival
• Livingston Manor Ice Carnival (Livingston Manor, nearby)
• Delaware County Fair (Walton, nearby)
• Sullivan County Fair (Liberty, nearby)
Interaction with Guests:
Our goal is to make sure your stay exceeds expectations from start to finish. Portoro Homes communicates by email and phone, and once your booking is confirmed, we’ll email your rental agreement for e-signature. Check-in instructions are sent by email and text message prior to arrival, and we offer convenient self check-in. During your stay, we’ll typically check in by text once or twice to ensure a 5-star experience, and we’re available 24/7 if any questions come up. After checkout, we’ll follow up—we’re excited to hear about your stay and welcome any feedback.
