Vacation rentals in Castleton-on-Hudson

Boutique TINY home+private HOT TUB-walk to Main St

Sept. SPECIAL(Mon-Thurs): Includes Prosecco, s’mores kit, firepit supplies. Blush is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC. Enjoy a private hot tub, firepit, dreamy loft lounge, plush queen bed, full kitchen & curated luxe design throughout. Tucked into a peaceful private oasis, yet only a 2-min walk to Main St. restaurants, brewery, shops & theater. Perfect for couples seeking a unique Hudson Valley getaway near hiking, galleries, great dining. @artparkhomes

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

Luxury A-Frame Cabin in the Woods with Sauna

🔨 Heads up: We’re currently making improvements to the property and there’s a chance of construction activity nearby on weekdays between 8am–4pm for the next few months. Evenings, nights, and weekends are completely peaceful and unaffected. 🏡 Modern A-frame in the Catskills with woodland views. Cedar barrel sauna, outdoor shower, smokeless fire table, and wrap-around deck. Queen bedroom with forest views, outdoor fireplace, fast Wi-Fi. Minutes to trailheads, waterfalls, and farmers markets.

Copper Top Mini Barn

Visit Columbia County NY for a refreshing getaway in our brand new, freshly renovated Mini Barn that sits on over 30 private acres. Enjoy the morning light, sunsets, moonlight, and star gazing over open fields. Walk the trails to beautiful views of the Catskills Mountains, listen to the singing birds or take a short drive to the best towns and villages in the Hudson Valley. You will leave The Copper Top Mini Barn feeling relaxed and recharged. Perfect for a fall getaway or a summer retreat.

Catskills Cabin on 100 Wooded Acres, Private Lake

Relax and refresh in this unique, newly renovated cabin on 100 wooded acres! Located minutes from the town of Coxsackie, the Hudson River and the Catskill Mountains, this historic cabin blends rustic charm and access to nature with comfort and convenience. High-speed WiFi and a fully stocked kitchen make this a perfect remote work destination. Ready to explore? Hike 3+ miles of on-site trails, swim or canoe in the lake, tour nearby breweries, orchards and antique stores or kayak the Hudson!

Luxury Cabin - Fall Foliage & Autumn Adventures

Welcome to our mountain retreat, nestled in the heart of nature and brought to you by Den Outdoors. 25 mins to Tanglewood, 35 mins to Jacobs Pillow, 15 mins to Jiminy Peak, 30 mins to The Clark, MASS MoCA, and the Berkshire region. 10 mins to a swimmable lake. 2.5 hrs from NYC and from Boston. Come experience all Autumn has to offer! Stunning views, no visible neighbors, Goodland wood fired hot tub, Breeo Fire pit and chairs, Webber Grill, radiant floor, WFH space, and EV charging!

Luxury Barn Retreat Near Hudson & the Berkshires

Set on eight private acres where New York meets the Berkshires, this architect-designed retreat combines dramatic contemporary design with warmth and comfort. Soaring ceilings, a chef’s kitchen, designer interiors, peaceful outdoor spaces and nearby lake access create the perfect escape. Ideal for couples, families with children or close friends, it’s a short drive from Hudson, Chatham, Great Barrington, Tanglewood and countless other destinations for shopping, dining, hiking and more.

Guest Suite in Old Chatham Hunt Country

Looking for all the perks of a hotel while staying at a house in the country? This tranquil, light filled room overlooks horse pastures and a dirt road in the heart of Old Chatham hunt country. A private entrance leads to a guest suite which includes a queen size bed, sitting area, kitchenette, and walk-in closet. Located on the first floor of a newly built, net-zero home. Power comes from solar and solar water panels provide for guilt-free hot showers! 50 MBPS fiber optic Internet!

Whip's River House

Transport yourself to a magical 1850's riverfront home in the tiny hamlet of New Baltimore. With over 200 ft of private Hudson River frontage, it's a short walk through the back yard to dipping your toes in the water. Just over two hours drive from NYC, come enjoy a riverside bbq or evening fellowship around the fire pit under the stars. Take in spectacular views from the upper and lower porches while bald eagles and herons grace the sky. This is truly a one-of-a-kind experience.

Rustic Farmhouse Meets Chic

This stylish and spacious home is perfect for family trips or small groups! Enjoy your privacy in this completely renovated three bedroom house, with full bathroom, and fully equipped kitchen. Located in the heart of Delmar, within walking distance to restaurants, bars, Stram Center for Integrative Medicine, and less than 10 minutes drive to Downtown Albany, Interstate 87 exit, 12 minutes drive to Albany Medical Center, and 20 minutes from the Albany International airport.

The Lodge at June Farms

See more of us on Prime Video's tv show, June Farms... streaming now! This cabin is a stunning, rustic, open-floor-plan retreat. The screened-in front porch looks down onto our horse pasture. This cabin is our most romantic cabin on the property. Our gigantic rain shower in the bathroom has an 8'x5' wall mirror and a French door that opens out to the forest. If you are a cook, this cabin is a chef's dream. You might also like our stunning new cabin called The Farmhouse.

Contemporary Cabin in Catskill Mountains

Our luxurious cabin is more than just an Airbnb; it's a personal sanctuary designed with your comfort and tranquility in mind. Nestled on 1.5 acres of Catskill Mountain beauty, this idyllic retreat offers everything you need for a relaxing getaway or extended stay. Enjoy the modern amenities, cozy furnishings, and breathtaking views that make our cabin a truly special place. View more pictures at @the_reve_cabin Ready to escape the ordinary? Book your stay today.