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Tarrytown + Sleepy Hollow, NY
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.
A Guide to Cold Spring, NY
Cold Spring, NY is one of our favorite day trips from NYC. An hour on the MetroNorth puts visitors right in the heart of town and its scenic, walkable Main Street. Though it’s only about half a mile long, Cold Spring’s Main Street packs a punch, with boutiques and restaurants nearly packed in a row — made even more appealing by its surrounding mountain backdrop. The area is also home to some of the Hudson Valley’s most scenic hikes and cultural landmarks. The combination makes it an ideal day trip: spend the morning in nature, then relax with lunch, shopping, and cultural exploration in one of the region’s most charming river towns.
The Best Catskills Cabins for a Peaceful Upstate Escape
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.
A Guide to Kerhonkson, NY
Set between the Catskills and the Shawangunk Ridge, Kerhonkson, NY is a low-key gateway to some of the Hudson Valley’s most dramatic landscapes. Here, glacial lakes meet ridge-line trails, and post-hike afternoons wind down with small-batch cider, tacos, or natural wine beneath the trees. Home to Minnewaska State Park Preserve – a 22,000-acre expanse of cliffs, forests, and panoramic viewpoints – Kerhonkson draws hikers, swimmers, and day-trippers with its blend of rugged terrain and relaxed hospitality. A six-mile hike might wrap with a sandwich and a cider flight, while a Friday night could mean craft cocktails at a roadside motel. Kerhonkson moves at its own pace – mornings on the ridge, evenings around the table, with plenty of space to breathe between. Read on for our full area guide, including where to hike, eat, and drink.
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Piaule: a Landscape Hotel + Spa Getaway in Catskill, NY
Located just outside Catskill, Piaule is a hotel and spa developed with Garrison Architects, defined by modern design and quiet luxury.
The Graham & Co.: a Boutique Catskills Hotel in Phoenicia, NY
A modern take on the classic Catskills getaway, The Graham & Co is a 20-room boutique hotel nestled in the hamlet of Phoenicia. With a blend of vintage character and contemporary comfort, this laid-back retreat offers a nostalgic nod to the region’s heritage while delivering all the essentials for a stylish and simple escape.
The Moon Cabin: a Handcrafted Log Cabin in Windham, NY
Set on 2.5 secluded acres just minutes from Windham and Hunter Mountains, The Moon Cabin is a rustic-luxe log home surrounded by forest, hiking trails, and a private pond. Thoughtfully designed for reconnection and rest, the home features soaring ceilings, exposed beams, and wood-burning charm.
Seminary Hill: a Boutique Hotel, Cidery + Restaurant in Callicoon, NY
Set in the heart of the Western Catskills, Seminary Hill is more than just a boutique hotel — it’s also a certified organic orchard, an eco-conscious cidery, and a tasting room perched atop one of Callicoon’s highest hills. Known for its MICHELIN Key–awarded hospitality and sweeping views of the Delaware River Valley, it's earned its rank as a destination unto itself.
TOURISTS Welcome: a Reimagined Motor-Lodge in North Adams, MA
Tucked between the Berkshires and the Hoosic River, TOURISTS Welcome is a 46-room riverside lodge that reimagines the classic American roadside motel through a design-forward lens. Inspired by 1960s motor lodges and the area’s industrial past, the low-slung buildings feature warm white oak cladding, contemporary interiors, and expansive windows that blur indoor and outdoor space. Rooms are spare but intentional, with custom-built furnishings, built-in benches, and woven textiles that nod to regional craft. Trails begin on site and meander into forested hills, while a saltwater pool, fire pits, and art sculptures add a layer of quiet luxury to this outdoorsy retreat.
Catskills Cloud House: a Modern Mountain Retreat in Phoenicia, NY
Tucked into the mountains of Phoenicia, NY, Catskills Cloud House is a serene, design-forward getaway with easy access from New York City — no car required. This renovated three-bedroom vacation rental is just minutes from Phoenicia Diner, Rail Explorers, and local trailheads, yet feels worlds away. With green amenities including an EV charger and eco heating/cooling system, the property offers a low-impact way to experience the Catskills in comfort and style.
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Old Quarry House in Catskill, NY
In the woods of Catskill, NY, Old Quarry House offers a unique retreat with a private swimming hole, dual outdoor fire pits and one cozy indoor fireplace. This modern home features oversize windows and glass doors throughout for a sun-drenched getaway — perfect for chilly seasons when brisk weather keeps you indoors. During summer, enjoy the home’s private swimming hole on Kaaterskill Creek: pack a bag and head down to the water, enjoying meals at the designated picnic area with table, grill and bonfire — or to the swimming area, with flat rocks that seem to float above the surrounding water.
Canopy Hill House in Roxbury, NY
Perched high on a hill with incredible views of the mountains, Canopy Hill House is an exceptional Airbnb in Roxbury, NY. The modern farmhouse exudes both tranquility and character, with thoughtful touches for guests like its noteworthy coffee setup, plus Made In and Melsen supplies in its remarkably beautiful kitchen. To help guests relax, bath salts and yoga mats are provided.
Two Good Cabins in Roscoe, NY
Just over two hours from NYC, these lakeside cabins are located on a peaceful, non-motorized lake in the heart of the Catskills. Accommodating up to seven guests in five bedrooms, two cozy cabins offer just the right amount of space and privacy for groups of friends and family.
Artist’s Haven in Eldred, NY
This brand new home on two acres is set back over 300' from the road in the quietude of the Delaware River Valley. The building is split into two sides: both residential, one rental. On one side, builder and artist Peter Maslow resides and paints in his massive studio. On the other, its three bedroom Airbnb is a SoHo loft-like space with loads of space and modern amenities. Outside, guests can enjoy a spacious yard and fire pit.
Beaver Brook in Barryville, NY
Whether or not you realize it, you may already own a piece of Beaver Brook: it’s the home of Scott’s Cabin, which graces the cover of beloved book Cabin Porn. What started as a visual collection of cabins on Tumblr, aptly named “Cabin Porn,” eventually manifested into the build of this off-grid, rustic cabin in Barryville, NY. Following completion, the project was photographed by local artist Noah Kalina, and used for the cover of this best-selling book. Almost 10 years after its original publishing, Scott’s Cabin remains the picture in our minds at the very mention of “cabin.”
Mirrör Haüs in Windham, NY
Immerse into nature at Mirrör Haüs I & II — two freshly launched vacation rentals in Windham, NY. These twin tiny houses are part of the 22-acre Haüs Windham campus, an ongoing project with multiple lodging options including a chalet, duplexes and more.
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PerryWood in Bethel, NY
Set on five wooded acres with views over Hunter Lake, PerryWood offers a private retreat framed by forest and water. The double A-frame rises through the trees, its walls of glass and vaulted ceilings bringing the surrounding landscape fully into the home. Light shifts across the wood-clad interiors, while decks and pathways extend living spaces into the treeline, creating a sense of calm and continuity between indoors and out.
The Catskill Overlook in Saugerties, NY
Set at the end of a long private drive, The Catskill Overlook rises on steel and concrete pillars, its glass-and-concrete form elevated above 13.4 wooded acres. Walls of glass frame mountain ridges, while soaring ceilings with exposed beams and polished concrete floors create interiors that feel both sculptural and serene — a home defined as much by its architecture as by its natural surroundings.
Camp Woodridge in Lake Placid, NY
Camp Woodridge stretches along the westerly shore of Lake Placid, tucked beneath Loch Bonnie Mountain. Framed by mature trees, the property opens onto private lake frontage with sweeping views of the Adirondack High Peaks. A wood-clad main cabin and a newly built guest cabin anchor the grounds, together offering three bedrooms and three bathrooms that balance shared gathering space with private corners for retreat. The lake and mountains form a quiet, ever-present backdrop, and the setting feels both intimate and expansive, offering a sense of retreat without ever losing sight of the surrounding natural beauty.
Modern Farmhouse Estate in Bovina Center, NY
Set at the end of a tree-lined allée with cascading waterfalls, this modern farmhouse is nestled into landscaped grounds overlooking the Bovina Valley and distant ridge lines. Defined by its seamless connection to nature, the home opens to wraparound porches, bluestone terraces, and French doors that frame sweeping views. Beyond the main residence, the property unfolds into gardens, outdoor rooms, and guest spaces — a Catskills retreat designed for both quiet living and convivial gathering.
The Beacon Firehouse: 1889 Landmark in the City’s Creative Core
Built in 1889, the Beacon Firehouse is a landmark of the city’s historic core, distinguished by its mansard roof, original bell tower, and arched windows. Once central to Beacon’s civic life, it retains much of its original craftsmanship – from ornamental plasterwork to finely crafted woodwork – alongside modern infrastructure. Today, its scale and adaptable layout position it for a new chapter, from cultural or community use to boutique hospitality, all within steps of Main Street’s shops, restaurants, and galleries in one of the Hudson Valley’s most active small cities.
The Wildflower Cottage in Woodstock, NY
Steeped in vintage character, the Wildflower Cottage is an early 1900s village home just a short walk from the center of Woodstock. The single-level layout is warm and easy, with original hardwood floors, crystal doorknobs, and paned windows that catch light throughout the day. Outside, a fenced yard and wraparound deck offer quiet moments among mature trees and flowering gardens. The grounds provide a serene setting where mature gardens and vintage character come together, reflecting the home’s thoughtful details and timeless appeal.