
Holiday houses in Castleton-on-Hudson
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Top-rated holiday rentals in Castleton-on-Hudson
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Hudson: MV Buren 2 bedroom cottage Lake Property
If you are a nature lover and like comfort then this place is for you. Former home of the Martin Van Buren hunting lodge and more recently, the Hudson Boys Club. 26 private acres with 1500 ft of lakefront: swimming, kayaking and fishing - bring your fishing rod! You might be lucky and catch a good bass! 1150 sf bungalow w/ 200 sf patio (ideal for eating out!). Open loft style living: bedroom, living room, kitchen and dining. The property can also host weddings, events, price upon request.
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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!
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Lemongrass Cottage!
Lakefront Cottage, set between Albany, the Berkshires, & Columbia County! Explore quaint towns, nearby music venues & local eateries. Kayak from the yard; bike or hike the Empire Albany Rail Trail; create memories around our cozy firepit. BBQ your dinner, snuggle with comfy blankets, fuzzy slippers & witness magnificent sunsets from the comfort of our sunroom. You might catch a glimpse of our resident Swan or the Bald Eagles, making your stay truly unforgettable! Don't forget your water shoes!
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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.
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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.
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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!
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Spacious Apartment at the Back of the Tudor House
Enjoy your privacy in this completely renovated, modern two bedroom apartment with full bathroom, and fully equipped kitchen at the rear of the 120 year old English Tudor house, with a private entrance, and self check-in. Located in the heart of Delmar, within walking distance to restaurants, and bars, 0.3 mile to Stram Center for Integrative Medicine, about eight minutes drive to Downtown Albany, seven minutes of the Interstate 87 exit, and twenty minutes from the Albany airport.
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Hudson River Beach House
Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.
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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.
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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.
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Pond Side R & R
Our home is a close drive from Hudson, Kinderhook or Chatham, NY and a ten minute walk to the Hudson River and a boat launch. Enjoy miles of country roads for walking and biking and our nine acres through meadows and woods on mowed paths. Guests have access to an Adirondack style cottage overlooking a pond. Close to numerous restaurants, galleries, antique shops and cultural activities. This property is good for couples, a group of friends and families.
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Boutique TINY home+private HOT TUB-walk to Main St
Blush at Art Park Homes is a romantic boutique tiny home getaway in Chatham, NY—just 2.5 hrs from NYC & Boston. 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
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Popular amenities for Castleton-on-Hudson holiday rentals
Other great holiday rentals in Castleton-on-Hudson

1840s quiet farmhouse peaceful and serene fire pit
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Catskills Cabin on 100 Wooded Acres, Private Lake
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The Catskill Equestrian Cabin
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Ontario's Luxe House
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Peaceful & Private Retreat
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Creekside Couple's Escape w/ Hot Tub Sauna & More!
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Summer Mountain Retreat + Views, Fire Pit, Hot Tub
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Designer Farmhouse Retreat, Sauna, Fire-Pit & Golf
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Plattekill Mountain
- Bash Bish Falls State Park
- June Farms
- Thacher State Park
- Hunter Mountain Resort
- Zoom Flume
- Taconic State Park
- Bousquet Mountain Ski Area
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Naumkeag
- National Museum of Racing and Hall of Fame
- Poets' Walk Park





