Vacation Rentals By Owner In Roscoe, NY

A fully renovated 1920’s homestead on 5 acres of gorgeous Catskills landscape. This light filled home offers four large bedrooms, a spacious living room with a fireplace; an open concept kitchen/dining area; and a screened in side porch. Outside is a large open lawn with expansive views, a natural spring, a treehouse for all ages, and an inviting fire pit. The location while rural is not remote, minutes from truly great restaurants and venues. Come enjoy this magical place!brbrThis renovated 1920's country home is just under 2000 square feet. The property maintains its original character while providing modern amenities. It is situated on 5 acres of private land including open views of the mountains and a pond. The property also includes a turn of the century barn and natural spring.brbrYou will have full access to the property, except the attic and basement storage areas. There is no access to laundry on site as the basement is not suitable for guests. There is a nice laundromat 10 minutes away in Livingston Manor.brbrWe are minutes from Roscoe, Livingston Manor, Callicoon, and Bethel Arts Center. Roscoe is situated in the Catskill Mountains where there are plenty of beautiful landscapes and outdoor activities to enjoy. The area has also recently undergone a renaissance and has a wonderfully active food, drinks, and arts scene. A few of our favorite spots to grab a drink or bite include: Upward Brewery, Seminary Hill, and the Callicoon Wine Merchant for tapas.

Charming 4-bedroom Private Home on 5 Acres of Land with Open Mountain View’s

Roscoe, New York, United States

Bed

Bath

Sleeps

$359.0

Consider this house your home away from home while you visit Roscoe. This house features three bedrooms and two and a half baths, including two king beds and one full bed, perfect for a family or group. The welcoming atmosphere makes it easy to unwind after a day of adventure. Relax on the sunlit deck as deer browse nearby. Fly fish the Beaverkill with exclusive access to our stretch of the river. Let the kids and dog roam free on our 3 acres while you watch bald eagles soar overhead. Whether hiking fishing hunting or just visiting, you'll find something that appeals to you.

A peaceful riverside getaway in the heart of Roscoe.

Roscoe, New York, United States

Bed

Bath

Sleeps

$885.16

Welcome to Buck Brook Valley. Our property offers 2 lovely farmhouses on 52 secluded acres with a private, 9 acre man made lake. A great gathering place for family and friends. brbrHike along wide cut trails through deep woods. Swim from the large floating platform, use one of the kayaks or rowboats or try your hand at fishing in our beautiful, spring fed 9 acre lake. Pick blueberries while enjoying a leisurely walk on the cleared grass road around the lake. Read a book or just relax in the gazebo, while enjoying the beautiful lake views. BBQ on the large stone patio with gas grill, outdoor tables, umbrellas & plenty of comfy chairs. Gather on the large spacious lawn for a game of badminton, volleyball or croquet. When the sun sets, relax with family and friends by the lake side firepit. Enjoy a glass of wine or cocktail while the kids roast marshmallows.brThe 2 houses are rented together, as one package.br The larger house sleeps 10 and the smaller house sleeps 6. Perfect for family reunions or get togethers with friends. brThe larger rambling farmhouse has a huge gathering room with a 9 foot dinning table, pool table, piano & comfortable seating areas. A TV room with large flat screen TV.A cozy living room, An eat-in kitchen. 3 bedrooms downstairs (1 king with private bath, 1 queen and 1 bedroom with 2 single beds. A full bath and sun porch complete the 1st floor. The second floor has 2 bedrooms (1queen bedroom and 1 large bunk room that sleeps 4 (great place for kids)brbrThe smaller house - a 1910 renovated farmhouse, has an eat-in kitchen with panty, living room, queen bedroom, full bath and sun porch on the 1st floor. 2nd floor has 1 large bedroom with 3 single beds (great for kids) and 2 small bedrooms both with a double bed. brbrBoth house have a laundry area with washer and dryer. brbrClose to Jeffersonville and Roscoe with great restaurants shops, micro-brewery and distillery. Golf and tennis at nearby Tennanah Lake. Fishermen! We are a 5 minute ride from the Beaverkill. brClose to Bethel Woods and the Woodstock Museum and Resort World Catskill Casinobr10 minutes from exit 94 on Route 17brbrKeywords: Beaverkill, farmhouse, family reunion, fishing, swimming, Catskills, Bethel Woods, , Roscoe.

Country House

Catskill Mountain Farmhouses with Private Lake, Sleeps 16

Roscoe, New York, United States

Bed

Bath

Sleeps

$239.56

Experience Luxury RV Camping in Roscoe, NYbrbrNestled in a serene natural setting overlooking a tranquil pond, our 32ft stationary RV offers the perfect retreat for nature lovers and those seeking a peaceful getaway.brbrRV Features:brbr • Strong WiFi to keep you connectedbr • Fully stocked with all necessary supplies (just bring your clothes and fishing gear)br • Pet-friendly with no additional pet fee (multi-dog friendly, off-leash, well-trained dogs only; 2 dog maximum; no pit bulls or full breed German Shepherds allowed)brbrAmenities:brbr • Private fire pit, deck, and BBQ areabr • Access to two private lakes within walking distancebr • 6 acres of property with walking trailsbr • Friendly, on-site hosts Mike & I, along with our two friendly puppiesbr • Bonfire assistance and personalized recommendations for local activities and diningbrbrLocal Attractions:brbr • Fishing, hiking, bird watching, canoeing, and kayakingbr • Nearby waterfalls and Mud Pondbr • Alpaca farm just 10 minutes away, great for both children and adultsbr • Outdoor restaurants, Roscoe Brewery, and local shops in the town of Roscoe, only 4 miles down the mountainbrbrComfort and Convenience:brbr • Luxury RV with all the comforts of home, including a fully loaded kitchen and plenty of seating areasbr • Extra clean towels, toiletries, and kitchen essentials providedbr • Board games and outdoor games like corn hole available for entertainmentbr • Dedicated to maintaining social distancing and ensuring your safety and privacybrbrJoin us for a relaxing and rejuvenating stay, surrounded by nature, in the beautiful woods of Roscoe, NY. Whether you’re looking to unwind under the stars or embark on local adventures, our luxury RV has everything you need for a memorable vacation. Book your stay today!

Mobile Home

Roscoe RV Pet Friendly

Roscoe, New York, United States

Bed

Bath

6

Sleeps

Select Dates for Price

Beautiful private room/bath on the main level of the Trout Town Inn, located in down town Roscoe. Distilleries, shops and restaurants are with walking distance. Enjoy the Mountain View’s and the famous Beaverkill River right across the street. Plenty of fly shops and guides to create the best fishing experience!br

Catskills Adventures

Roscoe, New York, United States

Bed

Bath

Sleeps

$405.67

A beautiful escape for you and the family or a memorable romantic getaway in famous Roscoe, New York. Newly built bright and spacious log cabin with modern amenities nestled on a private road with a beautiful and private natural waterfall. Minutes to fishing, swimming, restaurants and local breweries and distillery. Escape for an intimate retreat or bring the extended family. Sleeps up to 9 comfortably! Spacious bedrooms and bathrooms. The master bath has a whirlpool tub. Open floor plan with large kitchen, dining and living room for entertaining or just taking it easy. Cozy up in front of the fire or swing open the French doors in summer and enjoy the cool breeze. Step onto the elevated deck and look out over the magnificent forest while grilling some dinner! Listen! The sound you hear are two streams passing on either side that come together to form a picture-perfect private waterfall just a short trail walk from the cabin... bring wine! Night time Sit around the campfire or the propane firepit on the deck listening to your favorite music on the integrated bluetooth sound system. Seven minutes to the Beaverkill river... world famous for trout fishing, great for swimming and kayaking. Five minutes to the award winning Do Good Distillery and Roscoe Brewery, quaint boutique shops and cozy farm-to-table restaurants. The cabin, the waterfall, the small town.. truly memorable and unique.. Make this your annual retreat!brbrNo parties, pleasebrPets - please reach out to owner regarding policy. Thanks!brbr(Photos by Ryan Scott Fitzgerald photography)

Cabin

Secluded modern log cabin with picturesque private water fall on 12 acres!

Roscoe, New York, United States

3

Bed

Bath

8

Sleeps

$1145.29

**Welcome to your Catskills retreat!**brbrThis newly updated Sullivan County home offers 4 large bedrooms, 3.5 baths, a home gym, and an outdoor shower. Spend your days by the seasonal private pool, grilling on the deck, or relaxing by the outdoor fire pit. Inside, enjoy relaxing by a wood-burning stove, playing games. Equipped with fast WiFi, making it great for families, couples, or remote workers. Dog-friendly and close to Livingston Manor and Callicoon—a perfect spot to unwind in the Catskills

Beautifully restored Catskill Farmhouse w/pool.

Roscoe, New York, United States

Bed

Bath

Sleeps

$262.18

Summary:brbrWelcome to Winterberry Pond, our completely converted barn 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. Spend your evenings soaking under the stars, then gather around the fire pit for s’mores and stories. 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.brbrbrbrThe Space:brbrAs 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—perfect for easy conversation while preparing a meal or enjoying a glass of rosé. Vaulted ceilings add to the spacious, airy feel, and sunlight pours into the open floor plan throughout the day. The bathroom features beautiful tile work and a walk-in shower. This home comfortably accommodates 4 guests with 2 spacious bedrooms featuring luxury linens.brbrbrbrOutside, the home is thoughtfully set back from the road, offering a sense of seclusion and privacy on over 7 acres of Catskills land dotted with mature trees just waiting to be explored. The generously sized yard invites outdoor fun and laid-back evenings, with an upgraded hot tub area that’s ideal for soaking under the sky after a day of hiking or skiing. Gather around the fire pit for s’mores and stories, then wind down with the quiet of the woods all around you. Spend summer afternoons row boating on the private pond and keep an eye out for local wildlife. Please note: while you’re welcome to enjoy the pond, we would not recommend swimming in it. The pond is intended for canoeing and fishing only.brbrbrbrSleeping arrangements:brbrBedroom 1: 1 king bedbrbrBedroom 2: 1 queen bedbrbrbrbr- Set off the road on 7+ acres of remote Catskills land.brbr- Cozy living area with open floor plan for convenient entertaining.brbr- Fully-stocked kitchen with modern appliances and an island with a breakfast bar.brbr- Modern renovated bathroom featuring a walk in shower.brbr- 2 spacious bedrooms with luxury linens.brbr- Upgraded hot tub area for relaxing and taking in the viewsbrbr- Spacious backyard for gathering and entertaining including a fire pit, outdoor dining and grill set-upbrbr- Private pond on the property for row boating and various activities. Please note: while you’re welcome to enjoy the pond, we would not recommend swimming in it. The pond is intended for canoeing and fishing only.brbr- Convenient proximity to hiking trails, nature, and ski mountains for year-round outdoor activitiesbrbr- Short drive to the towns of Roscoe and Livingston Manorbrbrbrbr• The internet at this property is provided by Starlink. While speeds are typically strong, service can occasionally fluctuate due to weather and other factors and may not always allow a perfectly consistent connection.brbr• 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. Portoro Homes cannot be held responsible for weather-related access issues or provide assistance if a vehicle becomes stuck.brbrbrbrGuest Access:brbrPortoro 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.brbrbrbr• 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.brbrbrbrThe Neighborhood:brbrThe 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.brbrbrbrRoscoe, 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.brbrbrbrThings to See & Do:brbr• Things to Do: brbr- Go fly fishing at Junction Pool or Willowemoc Creek.brbr- Visit the Catskill Fly Fishing Center & Museum.brbr- Enjoy craft beer at Roscoe Beer Company.brbr- Explore the Roscoe O&W Railway Museum.brbr- Picnic or play at Trout Town USA Park.brbr- Attend the annual Trout Parade.brbr- Shop at local outfitters for fishing gear.brbr- Camp or hike in nearby state forests.brbrbrbr• Things to See: brbr- The confluence of Beaverkill and Willowemoc at Junction Poolbrbr- Catskill Fly Fishing Center & Museum’s riverside campusbrbr- Roscoe Diner’s classic neon signbrbr- Willowemoc Creek’s trout-filled watersbrbr- Beaverkill Covered Bridge’s historic wooden span (nearby)brbr- Trout Town USA Park’s riverfront settingbrbr- Roscoe O&W Railway Museum’s vintage railcarsbrbr- Rolling hills and farmland surrounding the hamletbrbrbrbr• Golf Courses: Roscoe Mountain Club, Villa Roma Resort Golf Course, Twin Village Golf Coursebrbrbrbr• Museums: Catskill Fly Fishing Center & Museum, Roscoe O&W Railway Museum, Time and the Valleys Museum (Grahamsville, nearby)brbrbrbr• Local Markets: Roscoe Farmers Market, Livingston Manor Farmers Market (nearby), Callicoon Farmers Market (nearby), Roscoe Beer Company Marketbrbrbrbr• Local Restaurants & Shoppingbrbr- Restaurants: Roscoe Diner, The Junction, Raimondo’s Restaurant & Pizzeria, Roscoe Beer Co., The Courtyard, Riverside Café, Northern Farmhouse Pastabrbr- Shops: Beaverkill Angler, Roscoe Beer Co. Shop, Catskill Flies, Prohibition Distillery Shop, Junction Pool Gifts, Roscoe General Store, Northern Farmhouse Pasta ShopbrbrbrbrAnnual Festivals & Events:brbr• Roscoe Trout Paradebrbr• Roscoe Rockland Chamber of Commerce Fall Festivalbrbr• Catskill Fly Fishing Center Summerfestbrbr• Livingston Manor Trout Parade (Livingston Manor, nearby)brbr• Callicoon Country Fair (Callicoon, nearby)brbr• Roscoe Beer Festbrbr• Roscoe Catskills Pride Festivalbrbr• Livingston Manor Ice Carnival (Livingston Manor, nearby)brbr• Delaware County Fair (Walton, nearby)brbr• Sullivan County Fair (Liberty, nearby)brbrbrbrGetting Around:brbr- 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. Portoro cannot be held responsible for access issues or assist if a vehicle becomes stuck.brbrbrbrGetting 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.brbrbrbrRoute 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.brbrbrbrCell 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.brbrbrbrAirports:brbr• Stewart International Airport (SWF): 1 hour 40 minutesbrbr• Albany International Airport (ALB): 2 hoursbrbr• New York City Airports (JFK/LGA/EWR): 2.5–3 hoursbrbr• Wilkes-Barre/Scranton International Airport (AVP), PA: 1 hour 45 minutesbrbrbrbrPopular Landmarks:brbr• Roscoe Diner (classic eatery)brbr• Junction Pool (famous fly-fishing spot)brbr• Catskill Fly Fishing Center & Museum (nearby)brbr• Trout Town USA Park (recreation)brbr• Roscoe O&W Railway Museum (railroad history)brbr• Roscoe Beer Company (brewery)brbr• Beaverkill Covered Bridge (historic, nearby)brbr• Willowemoc Creek (fishing, nature)brbr• Roscoe Campsite Park (camping, events)brbr• Catskill Scenic Trail (biking/hiking, nearby)brbr• Trout Parade (annual event)

Hot Tub, Private Pond, Fire pit

Roscoe, New York, United States

Bed

Bath

Sleeps

$218.02

Beautiful room in the Trout Town Inn. Located in downtown Roscoe. brDistilleries, restaurants, fly shops are all within walking distance. The inn is located across from the famous Beaverkill River! We encourage you to relax in our private gazebo surrounded by beautiful Mountain View’s.

Catskills Adventures

Roscoe, New York, United States

Bed

Bath

Sleeps

$349.17

Relax in a different level at this unique and tranquil getaway. Backyard is set on top of a bluff with views of the famous Junction (where the Beaver kill and Willowemac Rivers merge) with the sun setting over the mountains with peaceful view of Route 17 that creates an incredible juxtaposition.

Sunset Over The Junction

Roscoe, New York, United States

Bed

Bath

Sleeps

$134.47

Escape to Nature’s Comfort in Roscoe NY. Discover the perfect blend of nature & luxury with or premium glamping adventure in Trout Town USA.. our Tiny Huts offer the ideal retreat for unwinding and reconnect with the great out doors. Located just 30 minutes from Bethel Woods concert venue, our Tiny Huts are perfect for weekend getaway or a concert adventure.brbrThe Tiny Hut features:br*Electric fireplace 4 cozy evenings br* Sofa that pulls out into a full size bedbr* WiFi to keep you connected and streaming br* Light/fan combo 4 your comfortbr* Coffee station to kickstart your adventure br* Black out roller shades 4 privacy and deep sleepbrbrOutside your Hut, enjoy:br*BBQ/fire pit 4 cooking and sitting under the starsbr* Punic table 4 outdoor diningbr* Firewood available 4 purchase on-site br* bring your stocked cooler, charcoal & lighter fluidbr* Bath house with a shower/ Toilet well stocked brbrDiscover the unique charm of our themed tiny houses at Roscoe Tiny Homes:brbrProperty of Bigfoot: Unwind in a cozy retreat that pays homage to the elusive legend. brbrCluckin’ Crazy Chicken Coop: Enjoy a whimsical stay in our delightful chicken-themed tiny house.brWho’s My Mind in the Woods: Lose yourself in nature with all the comforts you need.brbrEach tiny house is ready to be booked and offers a picnic table, barbecue, and fire pit. Come check us out and enjoy a great stay!brbrBook your stay and experience glamping @ its finest in Roscoe, NY seasonal available April-November brFishing season though hunting season perfect location 4 adventure

Cabin

Property of Big Foot Roscoe, NY

Roscoe, New York, United States

Bed

Bath

Sleeps

$649.29

Situated on 1 acre of land, 2 hours from NYC, Roscoe Haven is a private oasis. 4 bedrooms & 3 bathrooms comfortably sleep up to 14 guests. Indoor game room features large screen TV, the fully stocked kitchen & dining room w/ indoor fireplace provide a cozy atmosphere. Backyard & deck overlook a flowing stream. Seasonal swimming pool, year-round hot tub, outdoor deck w/seating areas, BBQ, fire pit, play set & ample parking. Perfect for families, friends & couples seeking a peaceful getaway.

Roscoe Retreat

Roscoe, New York, United States

Bed

Bath

Sleeps

$81.62

Beautiful room in downtown Roscoe. Located across the street from the famous Beaverkill River! Distilleries, restaurants and fly shops are within walking distance.brWe encourage you to relax in our private gazebo surrounded by beautiful Mountain View.

Catskills Adventures

Roscoe, New York, United States

Bed

Bath

Sleeps

$308.62

Summary:brbrExperience the best of the Catskills at Woodland Chalet—a spacious, beautifully renovated retreat with 2 bedrooms and multiple outdoor entertainment areas including a fire pit, gazebo, and expansive deck. Perfect for families or groups, you’ll enjoy privacy, comfort, and quick access to Roscoe and Livingston Manor’s top breweries, shops, and fishing.brbrbrbrPlease SEE: Other things to notebrbrFor Area Details, Please SEE: The neighborhood & Getting aroundbrbr*Pet Friendly, fee applies per pet.brbrbrbrThe Space:brbrWoodland Chalet, Home Features:brbr• 2 Bedroom, 2 Bath – Available for up to 4 Guests!brbr• Expansive Deck With Grill & Outdoor Diningbrbr• Fire Pit & Gazebo In Scenic Wooded Settingbrbr• Beautiful Open Interior, Fireplace, Vaulted Ceilings & Modern Kitchenbrbr• Cozy Loft Desk for Easy Remote Workbrbr• Free WiFi & Smart TVbrbrbrbrNOTE: Need more room Our 3-bedroom chalet listing accommodates up to 6 guests for larger parties and is available with an additional nightly rate.brbrbrbrNestled on six acres of tranquil Catskills forest, Woodland Chalet offers a peaceful retreat for relaxation and nature. The home’s striking A-frame architecture is set among towering trees, with large windows and an exterior deck that blend indoor and outdoor living. Enjoy a grassy lawn with bright red Adirondack chairs, a short path to a charming gazebo, and a spacious upper deck at the back of the home—elevated above the grounds and perfect for outdoor dining, grilling, and gathering under the stars. The upper deck is accessed directly from inside, while a lower deck and a dedicated fire pit area with modern seating offer even more places to unwind.brbrbrbrThis tranquil, renovated abode is only a short distance from two of the hottest towns in the Catskills—Roscoe and Livingston Manor—where you’ll find local breweries, distilleries, shops, art galleries, and some of the best fishing! Enjoy high-speed WiFi, luxury furnishings, thoughtful amenities, and Smart TV in this quiet, picturesque retreat from the city.brbrbrbrInside, the open-concept great room features vaulted ceilings, a fireplace, and a comfy sectional sofa. The dining area is surrounded by windows and opens to the deck, so you can enjoy meals with a view. The kitchen is equipped with modern stainless-steel appliances, open shelving, and everything you need for cooking and entertaining. The main level also includes a full bathroom and a laundry room for convenience.brbrbrbrBedroom 1 is located on the main level and features a queen bed with a stylish green accent wall. Upstairs, Bedroom 2 is the primary suite with a king bed, ensuite bath, and peaceful woodland views. Both beds are fitted with quality Casper mattresses for cool, comfortable sleep. Just outside the primary bedroom, a loft workspace with a desk and chair is perfect for remote work or creative projects.brbrbrbrWhether you’re savoring your morning coffee on the deck, strolling the wooded grounds, or gathering friends and family for a meal outdoors, Woodland Chalet is all about making the most of the Catskills setting. Multiple outdoor entertainment areas invite you to relax and connect: enjoy an expansive deck with an outdoor grill and dining space overlooking the trees, or spend your evenings around the fire pit under the stars. The gazebo is a peaceful spot to pause and take in the woodland views*. Here, every day brings new ways to enjoy the fresh mountain air and the beauty of nature, making this chalet the ideal home base for your Catskills adventure.brbrbrbrPlease Note: A 4WD vehicle is required to access the property during the winter months.brbrbrbr*The gazebo does typically offer outdoor seating, which is currently in storage and the gazebo will be furnished after the homeowner has had it re-stained Spring '26.brbrbrbrGuest Access:brbrWe offer convenient door codes for self-check-in. Portoro Homes uses convenient keyless entry for self check-in, details provided 2 weeks (or less) prior to arrival by email and text message.brbrbrbr• Early check-ins or late check-outs: If the property happens to be ready earlier than the standard 4 pm check-in time on the day of your arrival, in most cases an early arrival option may be available when confirmed with Portoro Homes. Late check-outs must be confirmed with Portoro Homes prior to the date of departure.brbrbrbrThe Neighborhood:brbrThe 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.brbrbrbrRoscoe, 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.brbrbrbrThings to See & Do:brbr• Things to Do: brbr- Go fly fishing at Junction Pool or Willowemoc Creek.brbr- Visit the Catskill Fly Fishing Center & Museum.brbr- Enjoy craft beer at Roscoe Beer Company.brbr- Explore the Roscoe O&W Railway Museum.brbr- Picnic or play at Trout Town USA Park.brbr- Attend the annual Trout Parade.brbr- Shop at local outfitters for fishing gear.brbr- Camp or hike in nearby state forests.brbrbrbr• Things to See: brbr- The confluence of Beaverkill and Willowemoc at Junction Poolbrbr- Catskill Fly Fishing Center & Museum’s riverside campusbrbr- Roscoe Diner’s classic neon signbrbr- Willowemoc Creek’s trout-filled watersbrbr- Beaverkill Covered Bridge’s historic wooden span (nearby)brbr- Trout Town USA Park’s riverfront settingbrbr- Roscoe O&W Railway Museum’s vintage railcarsbrbr- Rolling hills and farmland surrounding the hamletbrbrbrbr• Golf Courses: Roscoe Mountain Club, Villa Roma Resort Golf Course, Twin Village Golf Coursebrbrbrbr• Museums: Catskill Fly Fishing Center & Museum, Roscoe O&W Railway Museum, Time and the Valleys Museum (Grahamsville, nearby)brbrbrbr• Local Markets: Roscoe Farmers Market, Livingston Manor Farmers Market (nearby), Callicoon Farmers Market (nearby), Roscoe Beer Company Marketbrbrbrbr• Local Restaurants & Shoppingbrbr- Restaurants: Roscoe Diner, The Junction, Raimondo’s Restaurant & Pizzeria, Roscoe Beer Co., The Courtyard, Riverside Café, Northern Farmhouse Pastabrbr- Shops: Beaverkill Angler, Roscoe Beer Co. Shop, Catskill Flies, Prohibition Distillery Shop, Junction Pool Gifts, Roscoe General Store, Northern Farmhouse Pasta ShopbrbrbrbrAnnual Festivals & Events:brbr• Roscoe Trout Paradebrbr• Roscoe Rockland Chamber of Commerce Fall Festivalbrbr• Catskill Fly Fishing Center Summerfestbrbr• Livingston Manor Trout Parade (Livingston Manor, nearby)brbr• Callicoon Country Fair (Callicoon, nearby)brbr• Roscoe Beer Festbrbr• Roscoe Catskills Pride Festivalbrbr• Livingston Manor Ice Carnival (Livingston Manor, nearby)brbr• Delaware County Fair (Walton, nearby)brbr• Sullivan County Fair (Liberty, nearby)brbrbrbrGetting Around:brbr- 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. Portoro cannot be held responsible for access issues or assist if a vehicle becomes stuck.brbrbrbrGetting 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.brbrbrbrRoute 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.brbrbrbrCell 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.brbrbrbrAirports:brbr• Stewart International Airport (SWF): 1 hour 40 minutesbrbr• Albany International Airport (ALB): 2 hoursbrbr• New York City Airports (JFK/LGA/EWR): 2.5–3 hoursbrbr• Wilkes-Barre/Scranton International Airport (AVP), PA: 1 hour 45 minutesbrbrbrbrPopular Landmarks:brbr• Roscoe Diner (classic eatery)brbr• Junction Pool (famous fly-fishing spot)brbr• Catskill Fly Fishing Center & Museum (nearby)brbr• Trout Town USA Park (recreation)brbr• Roscoe O&W Railway Museum (railroad history)brbr• Roscoe Beer Company (brewery)brbr• Beaverkill Covered Bridge (historic, nearby)brbr• Willowemoc Creek (fishing, nature)brbr• Roscoe Campsite Park (camping, events)brbr• Catskill Scenic Trail (biking/hiking, nearby)brbr• Trout Parade (annual event)

2BR Chalet: Deck, Fireplace, Loft, Forest Views

Roscoe, New York, United States

Bed

Bath

4

Sleeps

$452.0

This 1890's farmhouse is located in world famous Roscoe- Trout Town USA. Roscoe is in the heart of the Catskills Park. The property features a massive yard and beautiful views of the forrest and mountains from every window in the house. A lovely creek borders the property. Landscaped flower gardens surround the main upper yard. A big charcoal grill, fire pit, hammock and outside seating area are perfect for unwinding after a long day of adventures. The lower yard has large fire pit and a field to run in or throw a ball. Nestled throughout the property are intimate seating areas, an old stone staircase, grotto, winding paths that go through a large wildflower marsh and a small hillside deck for a lazy afternoon nap or watching the sunset. Inside the house the decor is casual and charming. The kitchen is easy to work in- the dishwasher, butcher block counters, and a large farmhouse sink make cleanup easy. Cast iron and stainless cookware, baking sheets and muffin tins are easy to access. Dishes and glassware are on open shelves so you won't need to search for things. Plenty of spices and basic pantry items are in this well appointed kitchen. In the living room a large fireplace stocked with wood is surrounded by big cozy sofas. The intimate dining room can seat up to 8 people. The inclosed porch has sofa's and an additional bed for an extra guest or as a place to relax away from the rest of the group. The bedrooms have double beds, a desk, dresser and roomy closets. Each bedroom has a standing fan and comes with bedding and towels. Guests can refresh in two bathrooms, both of which include bathtubs. Roscoe's Main Street is a 10 minute walk from the property with plenty of excellent little restaurants to choose from. Also s stones throw from the property is an excellent local brewery, a local distillery, golf course, and ice cream parlor. Roscoe is famous for the excellent trout fishing but there are also stunning hiking trails, waterfalls, swimming, and quaint towns in the vicinity. Whether you’re looking for a place to call home during the fishing season, a romantic getaway, a family retreat, or just a break from city life, this amazing farmhouse provides a comfortable and peaceful retreat.

Country House

Big storybook farmhouse in Roscoe, Trout Town USA, a classic Catskills retreat!

Roscoe, New York, United States

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$363.49

Sunday Lodge & Mountain House is a peaceful retreat on 5 acres in the Southern Catskill Mountains. Our home is located about 2-2.5 hours from NYC, and minutes from the charming towns of Roscoe and Livingston Manor.brbrTucked away on a mountain road, this is the perfect a place to relax and unwind. You can sleep. You can sip. You can cook. You can workout. You can hang. Outside of our doors you can fish. You can hike. You can stargaze. You can play. A place to do everything or nothing at all.

Chalet

Cozy Catskills Chalet

Roscoe, New York, United States

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$749.19

Large 4-bedroom log cabin that exudes coziness from the inside out. Set on a gorgeous, 15+ acre property and only 7 minutes from both downtown Livingston Manor and Roscoe. Stay home and enjoy the mountainous views, watch for wildlife, or head into the nearby towns for an amazing food, brewery or vintage shopping scene!brbrOur log home merges the essence of the Catskill mountains with the textures and minimalistic design of a Scandinavian cottage. Our aesthetic is warm, simple, and luxurious. We feature local art, vintage pieces, and a touch of boucle wherever possible.brbrWell-equipped, well-stocked kitchen with mountain views and 4 bar stools.brHandmade, wooden table that comfortably seats 6 or more.brOutdoor dining room with log table and 4 seats, plus bar stools for additional guests.brbrComfortable living room with 2 couches, a swivel loveseat, and additional nook seating. Wood burning fireplace for cuddling up, plus thermostats in every room for ease of use. And in the warmer months, fans throughout. Open layout indulges an entertainer's dream.brbrAnd when the weather is right, enjoy our deck and vast 15 acre property. We've got no shortage of Adirondack chairs, picnic tables and more.brbrLAYOUTbrbrFirst floor:br- Enter in accommodating mudroom or through the garagebr- Half bathroom in entryway hallwaybr- Open layout kitchen, dining room and living roombr- Play room with futonbr- Primary bedroom with full bathroombr- Furnished deck with grill; accessible from living room, master bedroom and via stairs from the outsidebrbrSecond floor:br- Open loft area with queen bed nooked into windowbr- Upstairs bedroom 1 with queen bed and futonbr- Upstairs bedroom 2 with queen bedbr- Upstairs full bathroombrbrBasement coming soon!

Amber Acres Lodge; Spacious Log Cabin with Mountain Views and Lake Access

Roscoe, New York, United States

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$237.13

We provide an authentic cabin feel with all the modern conveniences. Breakfast, lunch and dinner are within walking distance. The Trout Town Inn is nestled in the heart of Roscoe. The Trout Town Inn is within walking distance of the Beaverkill River, shops, restaurants and experiences that would have you wanting to come back for more.

Catskills Adventures

Roscoe, New York, United States

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Sleeps

$243.86

Beautiful suite in the Trout Town Inn, located in downtown Roscoe. Across the street from the famous Beaverkill! Distilleries, restaurants and fly shops are within walking distance. We encourage you to relax in our private gazebo surrounded by beautiful Mountain View’s.

Catskills Adventures

Roscoe, New York, United States

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