Vacation rentals in Livingston Manor, NY with free parking

Hamlin House is a charming escape in the heart of the Catskills, located 2 hours from NYC. Set on 50 peaceful and wooded acres with plenty of space to explore, this home has 5 bedrooms and 3 full baths. Amenities include a fireplace, firepit, access to the Willowemoc Creek for fishing, outdoor dining, and access to the best hiking and dining in the region. Main St. in Livingston Manor is just minutes away! Built in 1865, Hamlin House is nestled in a clearing on the edge of 50 private wooded acres just a 5-minute drive from Main Street in Livingston Manor and 6 minutes from Roscoe. Just across the road, the property features 1,100 yards of riverfront rights on the Willowemoc, one of the area’s hallowed trout rivers. Throughout the five-bedroom farmhouse, the interior design showcases the original features such as pressed tin ceilings, rosewood floors with intricate wood-work and exposed rafters, and juxtaposes them with a mix of 1970s modern European furniture and pieces from current New York-based designers. The well-stocked chef’s kitchen has includes a modern Wolf gas range and oven, two sinks, dishwasher, wine fridge, and Mocamaster coffee machine. Sip coffee in the breakfast nook or continue on to the dining room to host a memorable feast for friends and family. A short hallway extends from the kitchen to the dining room on one end and a full bathroom on the other. Across from the kitchen is the sun-soaked living room with pressed tin ceilings, a fireplace, a collection of games and puzzles, and a high-end vintage stereo with streaming capability and vinyl collection. Continue into the den and cozy up on the large L-shaped De Sede buffalo leather sofa with 55’ Roku TV. Upstairs, the main bedroom has a king bed and en suite bathroom with a clawfoot tub and shower. The second floor features four more bedrooms: another king, two queens, and a twin, along with a shared bathroom with a shower and tub. Each room has been thoughtfully decorated with handpicked items, crisp linens, and vintage rugs atop hardwood floors throughout. A dedicated landing office connects the two sides of the second story. Head outside to the bluestone patio to grill or over to the fire pit and stargaze to the soothing background sound of Boscom Brook. Pro Tip: The design approach to this house features many beautiful and delicate pieces. We really discourage families with young children from selecting this particular property. But send us an email, and we can direct you to a more bulletproof family option! Hamlin House is less than two hours from New York City, and while you’ll definitely want a car to get there and around the area, there is also a Short Line bus to the city from Monticello, about 20 minutes away. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. A/C & Cooling: There are window AC units available for each of the bedrooms. Fans are also available. License number: 09170522

Experience 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. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around Pet Friendly, fee applies per pet. Woodland Chalet, Home Features: • 2 Bedrooms, 2 Baths, up to 4 guests • Expansive Deck With Grill & Outdoor Dining • Fire Pit & Gazebo In Scenic Wooded Setting • Beautiful Open Interior, Fireplace, Vaulted Ceilings & Modern Kitchen • Cozy Loft Desk for Easy Remote Work • Free WiFi & Smart TV NOTE: Need more room? Our 3-bedroom chalet listing accommodates up to 6 guests for larger parties and is available with an additional nightly rate. Nestled 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. This 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. Inside, 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. Bedroom 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. Whether 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. Please Note: A 4WD vehicle is required to access the property during the winter months. *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. This home uses door code entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. • 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. 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) Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • No Parties or Events. • Quiet Hours observed, 10:00pm to 8:00am. • A 4WD vehicle is required to access the property during the winter months. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. • We cannot guarantee early check ins or late checkouts. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of New York and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date, maximum of 2 per stay, dogs only. A $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. License number: STR6-24

Escape to this breathtaking 4-bed, 4 bath retreat in Livingston Manor. On a serene 5-acre lot, this modern home offers contemporary living spaces and outstanding outdoor amenities. Enjoy a cedar hot tub, a deck with grill and a backyard oasis with outdoor dining, firepit, hammocks & lawn games. Inside, a cozy fireplace, chef’s kitchen, study & basement with a second TV/games room. Nearby towns Livingston Manor (10 min), Roscoe (10 min) & Callicoon (25 min) Welcome to this stunning 4-bedroom, 4-bathroom home nestled in picturesque Livingston Manor, NY. With its expansive 5-acre lot, this property offers a serene and luxurious retreat for up to 10 guests. As you step into this bright and modern home, you’ll be captivated by the abundance of natural light streaming through large windows, illuminating the sleek finishes and exquisite design elements throughout. Every detail has been carefully considered to provide outstanding amenities and create a space that is both visually stunning and inviting. The inviting covered porch, adorned with rocking chairs, beckons you to relax and soak in the tranquility of the surroundings. Enter through the sweeping front foyer, and you’ll find a sitting room boasting an impressive fireplace, perfect for cozy evenings with loved ones. The heart of this remarkable home is the Chef’s kitchen, a culinary enthusiast’s dream. The clean white tile backsplash creates a pristine backdrop for the sleek black cabinetry, exuding modern sophistication. Equipped with state-of-the-art appliances, including a tortilla press, food processor, blender, Sodastream, paella pan, wok, and pasta machine. Bask in the glow of natural light as you move effortlessly through the kitchen, enjoying picturesque views through the large sliding doors that seamlessly connect indoor and outdoor living. For your entertainment, the adjacent TV room offers a cozy retreat with large windows and a comfortable sectional sofa, perfect for enjoying your favorite shows. In the basement, you’ll discover a second TV/games room where excitement awaits. Engage in friendly competition with the Buck Hunter arcade game and shuffleboard table, or set the mood with the vinyl player and Bluetooth speaker. Unleash your inner rockstar with the karaoke microphones and speaker, creating unforgettable moments of musical fun. Dive into classic board games like Jenga and chess, ensuring endless entertainment for everyone. Venture outside to the wooden deck, where an enchanting outdoor dining area awaits. Gather around the large table and chairs to savor meals al fresco while taking in the beautiful surroundings. Lounge on the sun loungers, soaking up the sun’s rays, or fire up the BBQ grill for outdoor cooking. Descend from the deck to discover a delightful patio adorned with a firepit, creating the perfect ambiance for cozy evenings under the starlit sky. The sleeping accommodations are equally impressive. The large master bedroom on the first level features a queen bed and a luxurious en-suite bathroom with a freestanding bathtub and double vanity, providing a private sanctuary for relaxation. On the second floor, the two guest bedrooms offer a queen bed or two full beds with a shared full bathroom on the same level. The basement level offers a fourth bedroom with a full over full bunk bed and another full bathroom. Additionally, two of the bedrooms are equipped with convenient workstations, should any work needs arise during your stay. AC units exist in the master bedroom and main living space, all other bedrooms have fans. The property shines with outdoor entertaining options, most notably the stunning cedar hot tub. Unwind in the hammocks on the lush lawn, engage in a friendly game of bocce or cornhole, or explore the surrounding area with the provided wiffle ball equipment. Discover the perfect blend of privacy, contemporary design, and limitless entertainment options in this remarkable Livingston Manor retreat. Book your stay now and create unforgettable memories in this idyllic haven. Clancy House is less about 2 hours from New York City, and while you’ll definitely want a car to get there and around the area, there is also a Short Line bus to the city from Monticello, about 25 minutes away. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. A/C: There is a split unit A/C in the living room and master bedroom. Both upstairs bedrooms are equipped with ceiling fans, and the basement stays naturally cool throughout the year. License number: 10470723

Experience the best of the Catskills at Woodland Chalet, a spacious, beautifully renovated retreat with 3 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. Please see: Other Things to Note For Area Details, please see: The Neighborhood & Getting Around Pet Friendly, fee applies per pet. Woodland Chalet, Home Features: • 3 Bedrooms, 2 Baths, up to 6 guests • Expansive Deck With Grill & Outdoor Dining • Fire Pit & Gazebo In Scenic Wooded Setting • Beautiful Open Interior, Fireplace, Vaulted Ceilings & Modern Kitchen • 2 Separate Work From Home Spaces • 3rd Bedroom Offers Private Entry Foyer/Flex Space With Weight Set • Free WiFi & Smart TV NOTE: Hosting a smaller group? Our 2-bedroom chalet listing is ideal for up to 4 guests and is offered at a lower rate. Nestled on six acres of tranquil Catskills forest, Woodland Chalet is designed for relaxation and connection with nature. The striking A-frame architecture is surrounded by trees, with large windows and an exterior deck that blend indoor and outdoor living. Step outside to 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 provide even more places to unwind. This 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. Inside, 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, making it easy to enjoy meals with a view. The kitchen is equipped with modern stainless-steel appliances, open shelving, and all the essentials for cooking and entertaining. On the main level, you’ll also find a full bathroom and a laundry room for convenience. Bedroom 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. In the full chalet, the finished basement offers an additional queen bedroom with quality bedding, a flexible space with a weight set and bench area, perfect for morning workouts is offered at the base of the stairs outside of the bedroom. Whether 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. Please Note: A 4WD vehicle is required to access the property during the winter months. *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. This home uses door code entry for self-check-in; your door code is sent by email and text within two weeks of arrival. Early check-in and late check-out are available upon request (subject to availability). Please contact us at least 24 hours in advance. • 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. 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) Please pay close attention to following the house rules. Non compliance could result in sizable fines. • All guests staying at a Portoro are required to sign (esignature) a rental agreement and complete identity registration. • Age restrictions apply. Reservation holder must be 25 years of age. • No Parties or Events. • Quiet Hours observed, 10:00pm to 8:00am. • A 4WD vehicle is required to access the property during the winter months. • Upon arrival, we aim to ensure your safety, proper access to the home, and guest features. Should you have any questions, please don’t hesitate to reach out to Portoro directly. • Known damages incurred during your stay must be reported to the property manager immediately. • Before check in, we will send you detailed directions to ensure a seamless arrival. • Check-in time is 4:00 p.m. Check-out time is 11:00 a.m. • We cannot guarantee early check ins or late checkouts. If your need for an early check in or late check out is great, your best option is to book an additional night. • Some homes have cameras for external monitoring only. • In the State of New York and in Sullivan County, all hotel and vacation rental hosts are required to collect hotel tax. We collect these taxes within the booking transaction. • This is a No Smoking property. Penalty fees for violations will apply and you may be asked to vacate the premises with no refund at the discretion of the Host. • Animals/Pets, Dogs Only, Guidelines and Fee* Animals/pets must be disclosed prior to reservation arrival date, maximum of 2 per stay, dogs only. A $150.00 fee per animal/pet is required. Animals/pets are not permitted anywhere on the premises unless prior approval is obtained. Any unauthorized animals/pets at the property will result in a $150.00 per day / per animal/pet fee, and may result in your reservation being canceled, and you may be required to vacate from the Property. License number: STR6-24

Welcome 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. 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, 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. Outside, 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. 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. • Upgraded hot tub area for relaxing and taking in the views. • 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: while you’re welcome to enjoy the pond, we would not recommend swimming in it. The pond is intended for canoeing and fishing only. • 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 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. • 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 cannot be held responsible for weather-related access issues or provide assistance if a vehicle becomes stuck. Portoro 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. • We cannot guarantee early check-ins or late check-outs, as both are subject to availability. Please contact us 24 hours prior to check-in to submit your request. • 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. 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 Portoro, guests agree to the guidelines below to help ensure a safe, respectful, and enjoyable stay. • Portoro Rental Agreement + Identity Registration, All guests staying at a Portoro 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, Portoro 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 Portoro; our team is available 24/7. • Directions + Check-In Details, Before check-in, Portoro 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 Portoro collects within the booking transaction. For stays over 29 days, please inquire with Portoro 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 Portoro). Portoro 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 Portoro. • 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 Portoro properties have exterior-only cameras for monitoring. • Local or Property Water Features, Some Portoro 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: while you’re welcome to enjoy the pond, we would not recommend swimming in it. The pond is intended for canoeing and fishing only. • 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

Welcome to Nature’s Edge, a beautiful modern cabin designed to take full advantage of its stunning surroundings. On a quiet road inside the Willowemoc Wild Forest just 15 mins outside of Livingston Manor, and only 2.5 hrs from NYC. This 3-Bed/ 2 Bath retreat features large windows and abundant natural light, a cozy woodstove, a, primary ensuite with large soaking tub, a wrapping deck, firepit, private pond & serene surroundings. Nearby towns: Livingston Manor (15 mins), Roscoe (15 mins) Nature’s Edge is designed to invite the outdoors in at every angle, with elegant interiors to ensure comfort and serenity. Cathedral ceilings, expansive windows, and doors create airy and spacious interiors flooded with natural light, effortlessly blending modern, sleek decor with the captivating outdoor landscape. Through the front door, you’ll find an entry hall with a double closet for tidily storing your jackets and shoes before entering the spacious modern kitchen. Custom black cabinetry is complemented with white marbled quartz counters and brass hardware. Open upper shelving directs the eyes upwards to the cathedral ceilings and large windows. Black stainless appliances and fixtures keep everything feeling clean and cohesive. A generous island provides extra storage and a convenient breakfast bar. The dining area is bathed in light from the extensive large windows, adjacent to both sliding doors onto the wraparound deck and the cozy reading nook with a wood-burning stove. No matter the season, your views from the dining table promise to be superb. The spacious living area once again revolves around the gorgeous scenery, offering plenty of room for gathering with friends and family. The wall of oversized windows and high ceilings keep this space bathed in natural light throughout the day. Each of the three bedrooms features sliding glass doors that frame picturesque views like artwork and open directly onto the expansive deck, offering seamless access to the tranquil outdoor oasis of this home. The primary suite features a king bed and ensuite bath with a walk-in shower and large soaking tub. Bedroom 2 includes a queen bed and a convenient workspace, while Bedroom 3 offers a comfortable double bed. An additional tiled bath with a walk-in shower and a convenient laundry room complete the indoor spaces. Outside, a serene sanctuary awaits. An expansive wraparound deck offers an idyllic setting for outdoor cooking, dining, and lounging, all framed by the picturesque view of your private pond (not swimmable). Enjoy al fresco meals surrounded by nature’s beauty and spend evenings around the firepit, perfect for stargazing and sharing stories. Nearby, explore favorite hikes like Frick Pond and Hodge Pond. At Nature’s Edge, immerse yourself in the seamless blend of modern design and serene surroundings. This countryside home provides a living experience where nature takes center stage. Whether you’re dining on the deck beneath starlit skies, gathering around the firepit, or enjoying picturesque views from every room, you are sure to create unforgettable moments with loved ones, finding peace and inspiration at every turn! Nature’s Edge is just 2.5 hours from New York City, and you’ll definitely want a car to get there and around the area. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.

Stream Views | Large Multi-Level Covered Deck w/ BBQ | Fire Pit | 6 Mi to Livingston Manor Escape to nature with a stay at this 4-bedroom Parksville vacation rental! Boasting ample outdoor space, 'Deer View Manor' is the perfect base for your crew. Enjoy quiet mornings watching deer roam the yard or fishing at nearby Neversink Reservoir. After exploring local trails or boating on the lakes, stargaze out on the deck by the fire pit. Book your woodland retreat today! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed - Bedroom 4: 2 twin beds INDOOR LIVING - 2 Smart TVs, dining table - Books, board games - Vinyl record player, CD player, AM/FM radio OUTDOOR LIVING - Large multi-level deck, outdoor seating area - Gas grill (propane provided) - Covered pergola - Spacious yard w/ apple trees, yard games, Giant Connect 4 - Wood-burning fire pit, stream view KITCHEN - Refrigerator, stove/oven, dishwasher - Dishware/flatware, cooking basics, spices - Keurig & drip coffee makers (coffee & sugar provided) - Air fryer, blender, microwave, toaster GENERAL - Free WiFi - Keyless entry - Central heating, window A/C units, portable A/C unit - Linens/towels, iron/board - Trash bags, paper towels - Hair dryer, complimentary toiletries FAQ - Outside quiet hours (8:00 PM-8:00 AM) - Not childproofed - 5 exterior security cameras (facing out) - Pool unavailable ACCESSIBILITY - Single-story home, 5 exterior & 8 interior steps to enter PARKING - Driveway (6 vehicles) - No EV charging at property -- THE LOCATION -- - 5 miles to Liberty - Liberty Heights Trampoline and Adventure Park, antique shops, restaurants, Hanofee Park w/ lake - 6 miles to Bethel - Historic Site of the 1969 Woodstock Festival, Bethel Woods Center For the Arts: museum & concerts - 6 miles to Livingston Manor - breweries, restaurants, boutiques, hiking trails, ice cream, antique shops - 6 miles to Neversink Reservoir - boating, kayaking, fishing - 6 miles to Loch Sheldrake - boat rentals, restaurants - 7 miles to Morningside Park/Fallsburg: ball fields, bathhouse, boat docks, camping, fishing, hiking, cafe, picnic areas, playground, pool, rowboats - 12 miles to Callicoon - restaurants, movie theater, breweries, creamery - 13 miles to Monticello - Resorts World Casino, Monticello Raceway, Kartrite Resort & Indoor Waterpark, Starlight Marina - 15 miles to Roscoe 'Trout Town, USA' - 60 miles to New York Stewart Int'l Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID will be required upon check-in ADDITIONAL INFORMATION - Please observe outside quiet hours (deck, yard, etc) from 8:00 PM to 8:00 AM - This property is not childproofed and may not be suitable for young children - Your safety matters. This property features 5 exterior security cameras: 1 camera is next to the front door facing the front entry area, 1 camera is on the front of the property facing the front yard, 1 camera is on the side of the house facing out, 1 camera is on the back of the property facing the backyard, and 1 camera is next to the side door facing the basement entry area. These cameras are outward facing and record sound and video when activated by motion while guests are in residence - The basement is not accessible to guests - This single-story home requires 5 exterior and 8 interior steps to enter - The pool is not available for guest use - While there are A/C units located in all bedrooms, the living room does not have air conditioning - Electric vehicles are not allowed to be charged at the property

Fulton House is a charming escape in the heart of the Catskills, located 2.5 hours from NYC. Set on 13 peaceful acres with a mix of woodland and open meadow with plenty of space to explore, this home has 5 bedrooms and 2.5 baths. Amenities include a wood burning stove, firepit, pool table and game room, outdoor dining, and access to the best hiking and dining in the region, including great fly-fishing spots! Main St. in Roscoe is also just minutes away! Just a five minute drive from the center of Roscoe, Fulton House is tucked up in the woods, fronted by an open stretch of level lawn. The interior marries a contemporary sensibility (think light and glass) with a rustic vibe (the pine paneled ceiling, and country views) and excels at hosting groups and families due to its numerous gathering spots. Entering via the lower level, you can drop your outdoor gear and then take in the various leisure activities set up for you. There is the comfy sectional and TV for your binge watching pleasure, a games table perfect for cards, puzzles or board games, a darts board and a pool table where you always have next game. There is a half bath down here, as well as a laundry room, which is quite handy for longer-term stays. Upstairs two sets of bedrooms flank either side of the large, open plan space. The wood stove is the focal point of the lounging area, while the dining table enjoys plenty of dedicated space, not to mention a view out over the lawn. So many of the important moments connecting everyone take place around the dining table, so it’s fitting that the modern kitchen with island is well-appointed, facilitating the preparation of these meals with ease. The master bedroom with king bed is quite spacious and is en suite with a modern bathroom with tub/shower behind the sliding barn door. The bedroom next door has two twins. On the far side of the great room are another two bedrooms (queen and full) and a shared bathroom with modern tiled shower. When the leaves have fallen it’s easy to glimpse distant hills through the bare trees. In summer, the lush woods encircle the large lawn, where the fire pit beckons, and a long deck off the main space is guaranteed to be your hangout both day and night. A/C: There is a mini split unit in the living room and window units in 3 of the 4 bedrooms. Fans are provided for the fourth bedroom with twin and full beds. License number: 20200760

Brookside Manor is an elegant country escape in the heart of the Catskills, located 2 hours from NYC. Set on 8 acres with open meadows and babbling brooks, this home has 4 bedrooms and 2 full baths. Amenities include a heated swimming pool, fireplace, firepit, outdoor dining, and access to the best hiking and dining in the region. Livingston Manor and Jeffersonville are both under 10 minutes away. With Brookside Manor’s light-filled rooms, and almost 8 acres of prime, stream-front land, there’s plenty of room to relax and explore. As easy as it is to get lost in the allure of the bucolic setting — an expansive lush, green lawn, with spots of thick moss, a lovely bluestone patio for outdoor dining, a beautiful salt-water pool with a sundeck, a charming campfire circle surrounded by Adirondack chairs, a rolling brook through the entire length of the backyard, ripe apples and pears from mature fruit trees — the house itself really is the main attraction. A semi-circular paved driveway leads behind the house, and passes under a covered portico along the side. The newly renovated kitchen features a custom Sub-Zero refrigerator, a stunning Bertazzoni oven, substantial workspace and beautiful black soapstone counters. Just off the kitchen, through an arched doorway, is a little breakfast nook with windows through which you’ll find yourself birdwatching over coffee, while there’s a large dining room just around the corner featuring a century-old farm table from Spain. Enjoy the views from the calming but cheerful sunroom, a wonderful hang-out spot. A generous stone fireplace anchors the far end of the living room. Original old-growth heart pine woodwork, and aged oak floors have been lovingly cared for over the years, and provide a warm counterpoint to the white stucco walls throughout the house. Along the back hallway you’ll find a large, full bathroom with a bathtub and walk-in shower, as well as a cozy den with an Apple TV and full sized futon available for additional sleeping accommodations. Upstairs is the master bedroom, a queen, next to which is a shared bathroom. A glass shower occupies the center of the bathroom, around which is a luxurious soaking tub and a dressing area. Further down the hall are three more bedrooms: two are full-sized, and the smaller room has a twin bed. All of the house’s closets are lined in cedar. Throughout, the house has a serene feeling, a relaxing but modern tone, punctuated by carefully selected art and furniture pieces. On the property, you will find 10 massive spruce trees and an abundance of apple and pear trees and blackberry bushes. Stone trails throughout the property lead to the brook for easy access. The brook itself is enchanting, and the main reason the owners purchased the property, with large swaths of natural rock formations for sunbathing, wading and simply enjoying the sound of the water, which can be heard throughout the property. Perfectly situated, this property is ideal for exploring nearby country towns, including Livingston Manor, Jeffersonville, Narrowsburg, and Callicoon. Whether you enjoy antiquing, restaurants, hiking or other outdoor activities, there is plenty to do. The delightful farmhouse was built by the Menges family in 1930, when they housed a few guests and ran a small farm to supply fresh vegetables, fruit and dairy to the resort they owned at the top of the hill in Shandelee. Brookside Manor is less than two hours from New York City, and while you’ll definitely want a car to get there and around the area, there is also a Short Line bus to the city from Monticello, about 20 minutes away. In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads. Note: This home is not equipped with air conditioning. Fans are provided in each bedroom for your comfort. *Please note the pool opens from mid-to-late May until mid-to-late September. Please inquire regarding specific opening and closing dates. License number: 07180919

Lilac Hill is a stunning escape in the heart of the Catskills, located just 2 hours from NYC. Set on 39 private acres with charming views of the Callicoon hills, surrounded by woodlands, the home has 4 bedrooms and 3 luxe baths and is a recently renovated, design-lover’s dream. Amenities include a fireplace, firepit, and access to the best hiking and dining in the region. Nestled on a hillside, surrounded by 39 acres of private forest with jaw-dropping views, Lilac Hill is a recently renovated, antique lover’s dream. The driveway winds through the woods arriving at the enchanting green shuttered cottage, seemingly plucked out of the English countryside. The first thing you’ll notice when you enter the beautifully-appointed living room is the striking view of the Callicoon hills that is evident through the ten foot sliding glass doors. After that, it’s all about the pitch perfect country cottage décor, melding a curated antiques collection with layered textiles, resulting in THE most cozy, relaxing environment. There is plenty of comfortable seating, so you’ll live in this space, gathering around the fire in winter, grabbing a movie on the Smart TV, or simply hanging out and connecting with your fellow travelers. Just outside those sliding doors the patio is perfect for warmer weather dining and lounging. The chef’s kitchen manages to keep with the cottage theme, but with a distinctly modern edge. The 6-burner Wolf range is supplemented by a wall oven and wall microwave, and the island with barstools is always a popular spot. Once those feasts are ready, the whole gang can gather around the incredible 1700’s antique English farm table. Note the inviting bay window and window seat overlooking that fab view. On the other side of the ground floor is the master bedroom, also appointed with large sliding glass doors for private access out onto a small bluestone patio. The unique bedframe is an East Lake antique. The master en suite bathroom features a soaking tub, as well as a walk in shower. There is a second full bathroom with a walk-in rain shower rounding out the ground floor. Upstairs are the remaining three bedrooms, each unique and impeccably appointed, with wonderful artwork, furnishings and quilts. There are queen, king and full bedrooms on this level. The queen size bedroom has handy storage built into the eaves, and a projector and screen is available as an alternative location for movie night. These bedrooms share a full bath down the hallway which includes a clawfoot tub/shower. There is also an office when you need dedicated work space. The cleared grounds surrounding the house are lush and parklike, with a symphony of blossoms from spring into summer, including stands of lilac (typically bloom between mid May and Memorial Day), magnolia, dogwood, hydrangeas, apple trees and cherry trees. The fire pit and hammocks are sited to maximize exposure to the view, which is west-facing, meaning this property is sunset central. Centrally located, you couldn’t be in a better location to access the buzz of numerous popular country towns, including Jeffersonville (4 miles) and Livingston Manor and Callicoon (both 15 minutes), with their abundant eateries, breweries and shops. Don’t miss out on area dining favorite, Conover Club, just two minutes away. Lilac Hill is just over two hours from New York City, and you’ll definitely want a car to get there and to explore around the area. A/C: The three upstairs bedrooms have window AC units. There are portable AC units in the living room and dining room windows; and ceiling fans are installed in both the living room and master bedroom. License number: 08961221

Fall in love with the beauty of the Catskill Mountains at this sun-drenched 3-bedroom, 2-bath vacation rental cabin. This upscale gem is the ideal spot for a family or group, boasting a newly renovated interior with high-end amenities as well as over 3 acres of land, a wraparound deck, a fire pit, and access to the Willowemoc State Forest’s 40 miles of trails. Try your luck at trout fishing, hiking trails, or perusing the local shops, cafes, and breweries located in Livingston Manor. -- THE PROPERTY -- Fire Pit (Wood Provided) | Acess Willowemoc Wild Forest From Property | Dog Friendly w/ Fee | On 2.4 Acres Bedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin Beds (Convert to King) w/ Dedicated Workspace | Additional Sleeping: Queen Air Mattress OUTDOOR LIVING: Wraparound deck w/ dining table, furnished screened porch, screened gazebo, hammock, dog run, 3+ acres of backyard/woods, marshmallow roasting sticks, blueberry bushes & apple trees, access to Willowemoc State Forest INDOOR LIVING: 65" 4K Smart TV (HBO Max, Hulu, Amazon Prime, Netflix, & more), 6-person dining table, record player, wood-burning stove (wood provided), vaulted ceilings w/ skylights, floor-to-ceiling windows, board games KITCHEN: Fully equipped, stainless steel appliances, farmhouse sink, dishwasher, dishware/flatware, toaster, breakfast bar w/ seating, Bertazzoni gas range, Nespresso espresso/coffee maker w/ milk steamer, french press, microwave, pots/pans/bakeware GENERAL: Free high-speed WiFi (200 Mbps), washer/dryer (laundry detergent pods provided), linens/towels, heating, complimentary toiletries (shampoo, conditioner, & body wash), ceiling fans, self-check-in FAQ: 2 steps required for access, pets fee (paid pre-arrival), Ring protect & security (no cameras), no A/C PARKING: Driveway (3 vehicles), RV + street parking -- THE LOCATION -- HIKING: Willowemoc Wild Forest (access on-site), Walnut Mountain Park (10.3 miles), Swan Lake Park (12.9 miles), Sundown Wild Forest (20.6 miles), Lake Superior State Park (25.3 miles), Sam's Point Area of Minnewaska State Park Preserve (30.1 miles), Balsam Lake Mountain Wild Forest (32.4 miles) SKIING: Belleayre Mountain Ski Center (33.3 miles), Ski Big Bear at Masthope Mountain (47.0 miles), Windham Mountain (52.1 miles) LIVINGSTON MANOR (~10.0 miles): Local breweries, boutiques, cafes, restaurants, parks, hiking trails AREA ATTRACTIONS: Neversink Reservoir (3.9 miles), Historic Site of the 1969 Woodstock Festival at Bethel Woods (20.1 miles), Resorts World Catskills (20.7 miles), Stone Arch Bridge Historical Park (21.5 miles) FISHING / KAYAKING: Kayak, boat or fish on Neversink Reservoir (part of NYC’s reservoir system). Kayaks can be rented from Bradley’s AIRPORT: New York Stewart International Airport (64.4 miles) -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking within 20 feet of property. Smoking is permitted in the designated smoking areas: fire pit, gazebo, and 20 feet away from main house - Pet friendly w/ $50 fee (+ fees & taxes) - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in - NOTE: This property sleeps 6 guests in 4 beds, with room for 8 total using the queen air mattress - NOTE: The property does not offer A/C - NOTE: This property runs on a septic system, thus it is critical no items (feminine products, floss, food, toys, etc) other than toilet paper be flushed down the toilet Licence number: RT 08951221