Vacation rentals in Castleton-on-Hudson

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Top-rated vacation rentals in Castleton-on-Hudson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.
Cabin in Saugerties
4.99 out of 5 average rating, 152 reviews

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!

Top guest favorite
Cottage in Nassau
4.97 out of 5 average rating, 87 reviews

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!

Top guest favorite
A mid-century A-frame house is set within a lush landscape, surrounded by trees displaying autumn colors. A spacious driveway leads to the entrance, and a large deck with railings extends along the front, offering an inviting outdoor space.
Chalet in Averill Park
4.94 out of 5 average rating, 100 reviews

A Hidden Sparrow

/\ Keeping it cozy, yet modern. Our take on hygge minimalism. A Hidden Sparrow is a classic mid-century A-frame nestled on 60+ acres for hiking and has a picturesque creek that flows in the front of the property. With fresh upgrades, tasteful aesthetic and comfy accommodations, A Hidden Sparrow is an idyllic sanctuary offering complete privacy for your next getaway. This all season escape is the perfect place to disconnect from your typical dwelling and enjoy everything nature has to offer. /\

Top guest favorite
The lodge cabin is presented against a vibrant sunset, illuminated by soft lights along the pathway leading to the entrance. The structure features a large deck with an overhanging roof, surrounded by trees and landscaped greenery.
Cabin in Castleton-on-Hudson
4.94 out of 5 average rating, 125 reviews

Private Family Cabin w/ Hot Tub and Secluded Pond

Escape to a private 3.5-acre log cabin retreat in a serene bird sanctuary in the Hudson Valley. Perfect for multi-generational families, this home offers stunning pond views, a game room, hot tub, and mini-golf- while being just minutes from local attractions and golf club on the same street, perfect for guest who enjoy a round during their stay. Enjoy upscale comfort with rustic charm, comfortably accommodating large groups seeking relaxation and fun. Features an EV charger and welcomes pets.

Top guest favorite
An A-frame cabin is nestled within a forested area, featuring a striking black exterior and a sloping roof with wooden accents. Tall grasses and shrubs surround the entrance, creating a natural backdrop. A gravel path leads to the cabin, framed by lush greenery.
Cabin in Saugerties
4.97 out of 5 average rating, 166 reviews

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.

Top guest favorite
A cozy living area is highlighted by natural wood paneling and large windows allowing ample sunlight. A comfortable gray couch is positioned near a warm lamp, while a decorative basket and a small table with a subtle blue rug complete the inviting atmosphere.
Barn in Stuyvesant
4.95 out of 5 average rating, 43 reviews

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.

Top guest favorite
The cabin features a charming exterior with a blue-gray wooden facade and a bright red door. Large windows provide natural light to the space. Two red Adirondack chairs are positioned on the stone patio, inviting guests to relax in the natural surroundings.
Cabin in Climax
4.95 out of 5 average rating, 82 reviews

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!

Guest favorite
Cabin in East Nassau
4.97 out of 5 average rating, 101 reviews

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!

Top guest favorite
A spacious bedroom features a large queen bed with a white duvet and decorative pillows. Two sets of French doors open to an outdoor view, flanked by soft curtains. A cozy seating area with a light-colored sofa adds comfort, illuminated by natural light from the windows.
Guest suite in Valatie
4.98 out of 5 average rating, 289 reviews

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!

Guest favorite
A rustic cabin constructed with wooden planks and stone features is nestled among tall trees. Lush greenery surrounds the cabin, while a stack of logs is positioned in the foreground. A gravel pathway leads up to the entrance, enhancing the natural setting.
Cabin in West Sand Lake
4.96 out of 5 average rating, 352 reviews

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.

Top guest favorite
A modern cabin exterior is set against a backdrop of colorful autumn foliage. The structure features large glass doors and windows, allowing natural light to flow inside. A spacious lawn is visible, complemented by seating arrangements on the patio, inviting relaxation in nature.
Cabin in Round Top
4.99 out of 5 average rating, 175 reviews

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.

Top guest favorite
A charming red cottage is framed by lush greenery, with vibrant plants surrounding the entrance. A gravel driveway leads up to the home, inviting guests to explore the surrounding natural beauty. The structure features multiple windows, allowing light to brighten the interior.
Barn in Stuyvesant
5 out of 5 average rating, 136 reviews

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.

Popular amenities for Castleton-on-Hudson vacation rentals