Tarrytown and neighboring Sleepy Hollow make for one of the Hudson Valley’s most accessible escapes – less than an hour-long, scenic Metro-North ride from Grand Central. The villages sit side by side on the river, tied together by their literary history as the home of Washington Irving and his iconic Legend of Sleepy Hollow.
Tucked into the mountains of Upstate New York, the Catskills are home to some of the region’s most compelling cabin stays. These retreats — from lakefront cottages in Roscoe to timber-clad chalets in Big Indian and minimalist hideaways near Saugerties — pair considered design with close proximity to nature. Set within a few hours’ drive of New York City, the best Catskills cabins offer quiet settings, access to hiking trails and rivers, and the character of nearby small towns. Each one is designed for unhurried days and a deeper connection to the landscape.
Perched above the town of Livingston Manor in the Catskills, this cozy two-bedroom home is available as a furnished winter rental from January 1 to May 1, 2026. A perfect winter home base for anyone craving time Upstate, the house is well-suited for remote work, creative ...
Approximately 120 miles from NYC, the town of Roscoe has earned its place on the map for attracting anglers from around the globe. The town, affectionately dubbed Trout Town USA, is renowned for its plentitude of streams, lakes and reservoirs – abundant with trout – that wind their way through its sprawling forests. Roscoe is home to many notable residents, including the Two Headed Trout – who, legend has it, long ago made its home in the Junction Pool (where the famous Beaverkill River and Willowemoc Creek meet). Unable to decide which river to live in, this fabled fish sprouted a second head to face both rivers forever. Beyond its fishy fame, however, Roscoe reels in throngs of visitors for more than what its pristine waters promise. Check out our guides below for the best places to explore, eat and drink - plus, where to stay during your visit to this lively locale.
Down a tranquil, country road in Kerhonskson, NY and nestled on a serene and private 1-acre lot, sits this brand new A-frame home. Surrounded by forest with ample space to relax, this modern home offers much to the nature enthusiasts, with close proximity to some of New York State's ...
Nestled on a tranquil dead-end road is Camp Kingston - a serene and exclusive This Old Hudson (@thisoldhudson) offering. This turn-key home seamlessly blends modern living with the charm of upstate countryside. Find your own rustic retreat in the upstate oasis of Kingston, NY at Camp Kingston, set on ...
Perched on 2.59 scheduled acres is Edu's Wabi-Sabi Cabin, located in the foothills of the Catskills. This cozy yet spacious midcentury cabin, complete with wood burning fireplace, sauna and plunge pool - has been reimagined by designer Major Jacks (@majorjackscatskills) and is part of the Black Forest Club, a ...
Nestled amongst the trees, tucked back from the road, this bright contemporary cottage in Shawangunk, NY is custom designed and fully renovated. With an open floorpan, big windows and plentiful natural light, this airy getaway has loads of design details that come together thoughtfully to create a lovely full-time ...
On eight private acres in the heart of the Catskills, Airbnb in Margaretville, NY Nestled in the Pines gives us all the jungalow vibes, offering gorgeous views of the forest, a giant soaking tub, and plus plentiful space to spread out to spend time with loved ones. In addition to the main house which accommodates four guests, a small cabin is also available for two and can be used upon request. Inside, you can relax by the fire, listen to records, play board games or go upstairs to the movie theater loft. Outside, venture onto the deck, complete with lounge chairs and a grill and then wander down into the yard to the fire pit for s’mores and star gazing.
Perched on a bluff amid six acres of lush, wild forest, the sleek and sophisticated Pinecrest blends modernism with the natural world. Built in 2008 with a palette of concrete, glass, and wood, Pinecrest in Barryville, NY defines a category of minimalist, eco-friendly homes thoughtfully made with organic materials. ...