Holiday rentals in Willow

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Top-rated holiday rentals in Willow

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Guest favourite
A gently flowing stream meanders alongside the property, bordered by smooth stones and lush greenery. Vibrant autumn foliage enhances the serene landscape, with a glimpse of the cottage visible in the background, nestled among the trees.
Cottage in Willow
4.86 out of 5 average rating, 262 reviews

Peace Cottage

Sweet Streamside Cottage in the magical hamlet of Willow in the town of Woodstock NY. Every surface is wiped and cleaned meticulously. Feng Shui Designed. Ski and Snowboard- Minutes to Belleayre , Hunter and quick drive to Windham. Hike the mountain with beautiful foliage, enjoy the hammock & fetch with your pup. Peaceful setting to unwind, work remotely, go deep into meditation or celebrate with your crew. We are conveniently on the Trailways route to NYC & can arrange solo or group retreats

Top guest favourite
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
5 out of 5 average rating, 111 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 favourite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 241 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

Guest favourite
Cabin in Saugerties
4.83 out of 5 average rating, 327 reviews

Container Cabin in the Catskills (Field)

*Click on our logo to see our other cabins. The Field Cabin is a recently renovated 4-season shipping container cabin with a master bedroom, electricity, A/C, wood-fired hot tub, wood stove, furnace, indoor bathroom/shower, mountain views, patio, La Colombe coffee, gas grill, kitchen, and fire ring. Warm in the winter and cool in the summer, it sits on 20 acres, two hours north of NYC. Hiking, Woodstock, Kingston, Saugerties or the Hudson River 20 min away. As seen in Dwell, CNN, and Time Out.

Guest favourite
A modern living area features large glass doors overlooking a lush green landscape. Natural light fills the space, highlighting the minimalist furnishings, including a stylish sectional sofa and a glass coffee table. Shelving along the wall displays books and decorative items.
Home in Woodstock
4.97 out of 5 average rating, 173 reviews

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Guest favourite
Cabin in Lanesville
4.95 out of 5 average rating, 220 reviews

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

Welcome to Clove Creek Cabin! We just added an outdoor ooni pizza oven ! Located 25 min from Woodstock/7 min from Phoenicia/7 min from Hunter Mt/8 min from Tannersville Village! We are between two magical creeks. Our charming Cabin is minutes from the gorgeous Euphrates Falls and Diamond Notch Falls. The best hiking/Ski mountain trails will be right outside your door, just a 5 min drive, all the magic of the Catskill forrest is right at your fingertips!

Guest favourite
Two rustic cabins are nestled among trees, surrounded by vibrant greenery and colorful flowers in a landscaped stone garden. Each cabin features a welcoming porch, providing space to relax in a tranquil natural setting.
Cabin in Willow
4.94 out of 5 average rating, 455 reviews

Woodstock Cabin in the Woods

We offer a rustic, cozy and clean studio cabin for you to enjoy & make your home base while you explore the area. It's an intimate space to relax & rejuvenate in. We are located between Woodstock and Phoenicia making it easy to explore the eclectic shops and delicious restaurants and awesome hiking. We are close to great hikes, fishing and skiing can be found 25-45 minutes away .Please read details thoroughly, so you can ensure this is right fit for

Top guest favourite
The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.
Treehouse in Willow
4.96 out of 5 average rating, 844 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

Guest favourite
A wooden dining table is adorned with a woven runner, featuring a round tray filled with fresh fruits including oranges and limes. The background displays a bright kitchen with white cabinetry and stainless steel appliances, complemented by rustic beams overhead.
Cabin in Mount Tremper
4.94 out of 5 average rating, 245 reviews

Modern Catskills Cabin

Our cozy cabin is right on Route 212 in Mount Tremper, between Woodstock and Phoenicia, in close proximity to everything the sublime Catskills have to offer like hiking, skiing, swimming, and fishing. We are 20 minutes to Belleayre, 25 to Hunter, and 40 to Windham Mountains for the best of Catskills skiing, snowboarding, and snowtubing. The Pines restaurant is a short 5 minute walk from the cabin and home to local eclectic cuisine.

Guest favourite
The distinctive three-story silo home is framed by trees, showcasing a red front door. A wooden walkway leads to the entrance, with snow gently resting along the path. The surrounding greenery hints at a serene, wooded atmosphere.
Chalet in Willow
4.9 out of 5 average rating, 169 reviews

Cozy Silo Home with Mountain Views near Woodstock

Escape to the Willow Silo, a unique 3-story tower retreat with stunning mountain views. Comfortably sleeping 6, this charming home is nestled in the woods yet just 10 mins from Woodstock & 15 from Phoenicia. Features include an indoor fireplace, outdoor fire pit, and a deck perfect for stargazing. Your ultimate relaxation getaway awaits, surrounded by hiking trails and nature's beauty. PERMIT No: 23N-277

Top guest favourite
A living room features a leather sofa and a wooden coffee table, surrounded by colorful artwork on the walls. Natural light fills the space through two windows, revealing a warm wood ceiling. A rocking chair and patterned rug add comfort to the inviting atmosphere.
Home in Woodstock
4.98 out of 5 average rating, 238 reviews

Sweeping mountain views in Woodstock, NY

A quick 3 minute drive to the center of town, our recently built 3 bedroom house has gorgeous mountain views and is on 5 beautiful secluded acres surrounded by trees. The property is fantastic in all seasons and close to amazing Catskill skiing, hikes, waterfalls, swimming holes, and the Hudson River, as well as the towns of Phoenicia, Saugerties, Kingston, Catskill, Hudson, Rhinebeck, and Tivoli.

Top guest favourite
A rustic cabin stands amidst a snowy landscape, surrounded by trees with bare branches. Soft sunlight filters through, casting gentle shadows on the ground. A small patio area is visible in front, featuring outdoor seating and a stone wall that complements the natural setting.
Cabin in Woodstock
4.93 out of 5 average rating, 822 reviews

Byrdcliffe Artist Studio (27.1-1-70)

Historic Byrdcliffe Artist's Studio ... is a classic cabin in the woods where theater companies were launched, cartoon characters drawn, and famous books written. Quiet & inspirational, perfect for artists, couples, close friends, and small families. A place to breathe fresh air & see the stars. Everyone is welcome!

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