Vacation rentals in Blackhead Mountain

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Blackhead Mountain

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

%{current} / %{total}1 / 1
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
5 out of 5 average rating, 100 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!

Guest favorite
A warm living area is featured, showcasing wooden walls and a vaulted ceiling. Comfortable seating is arranged around a coffee table with an assortment of plants. Large windows reveal a snowy landscape, while shelves display books and decorative items.
Cabin in Maplecrest
4.94 out of 5 average rating, 262 reviews

The Cabin - Ski House near Windham

The Cabin is set back, secluded, unbelievably cozy and wonderfully romantic. It's a place to reconnect and recharge, to listen to the river and hear the wind through the trees and indulge in slow lunches and long walks and truly marvel at the Catskills. There's hiking in the summer, skiing in the winter, mountain fresh air and dark, starry nights. This is a house, and you can treat it as such. But if you let go, and give in to the energy of a space created with love, this will feel like home.

Top guest favorite
A warm bedroom is framed by sloped wooden ceilings and contains a spacious bed adorned with plush bedding. Two bedside lamps provide soft light, accentuating the wooden decor. A round window offers a view of the trees outside, enhancing the natural ambiance.
Guesthouse in Windham
5 out of 5 average rating, 147 reviews

Catskill Mts Artist Cabin Hike Ski Dine Firegaze

Here Now ! Beautiful winter hikes, skiing, dining, markets, firegazing… Our storybook cabin is privately nestled in the heart of the Catskill Mts, near seasonal stream and lake, under open sky, surrounded by forest. Enjoy very nearby skiing; Windham or Hunter Mt, winter hikes, dining, antique, art and farm mrkts. Experience true quiet, endless stars, staring into a wood fire, w/complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill.

Top guest favorite
A cozy cottage is nestled among snow-covered trees, blending into the winter landscape. The blue exterior is contrasted by bright yellow accents on the front door. A path leads through the untouched snow, creating a sense of peaceful solitude in the winter scene.
Cabin in Tannersville
4.98 out of 5 average rating, 286 reviews

Cabin by the woods, Hunter Mountain & Kaaterskills

Our cozy little cottage is tucked away adjacent to the woods. This single floor 650sf apartment is a perfect place to unwind, build a bonfire, & enjoy the nature that surrounds you. Wake up in the morning to watch deer while enjoying your coffee on the porch. Main St. Tannersville is only an 8 min walk; with its nice selection of restaurants & shops. Hunter Mountain & Kaaterskill Falls are within a 10 min drive . Woodstock, Saugertise, Windham, Catskill & Kingston are within a 35 min drive.

Guest favorite
A yellow cabin with a welcoming porch is pictured, surrounded by tall green grass and trees. Two wooden chairs are positioned in front, providing a serene spot for outdoor relaxation. Large windows allow natural light to enter, enhancing the cabin's inviting exterior.
Cabin in Maplecrest
4.94 out of 5 average rating, 206 reviews

Fraxinus House - Ideal for Windham & Hunter

Scenic country cabin located between Hunter Mountain and Windham Mountain, in the charming hamlet of Maplecrest. Surrounded by trees and the wilderness, it creates an idyllic mountainside escape, private and secluded grounds with only night stars and the sounds of wildlife. The decor is a mix of modern, color, and comfort, with lots of natural wood details. Both ski mountains are only a short 10 mins drive away. This is a great place for a romantic getaway or an outdoor trip in the Catskills.

Guest favorite
A red cottage emerges amid a vibrant landscape of autumn foliage. The path lined with fallen leaves leads to the home, surrounded by tall trees showcasing bright yellows and oranges. Sunlight filters through the branches, illuminating the serene setting.
Cabin in Purling
4.96 out of 5 average rating, 105 reviews

Catskills Mountain Cottage - Near Hunter & Windham

The Mountain Cottage is a cozy, thoughtfully-designed home in the heart of the Great Northern Catskills, perched on a scenic hill surrounded by an acre of tall, whimsical trees. Only 2.5 hours from NYC, 20 minutes to Windham Mountain, and 25 minutes to Hunter Mountain. It is centrally located to renowned hiking trails, mountain biking, skiing, the Kaaterskill Falls, antique shopping, local apple picking, and excellent coffee, breweries, and vineyards to be enjoyed throughout the four seasons!

Top guest favorite
Condo in Windham
4.9 out of 5 average rating, 224 reviews

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Top guest favorite
A wooden porch with two rustic chairs provides a view of the expansive landscape. The sunset casts warm colors across the sky, while the horizon stretches over a wooded valley. Logs are stacked along the edge, enhancing the serene atmosphere of the setting.
Cabin in Palenville
5 out of 5 average rating, 295 reviews

Big Medicine Ranch-Rustic Sunrise Cabin-Catskills

Winter guests should have an all-wheel drive to get up the driveway due to snowy conditions. If not, you can leave car in our driveway and we’ll bring you up. This cabin in the Catskill Mountains is perched on a cliff overlooking the beautiful Hudson Valley. The cabin is clean and in great shape, but you will be Glamping. This getaway has amazing views and privacy. It is located on 20 acres in the beautiful hamlet of Palenville. Close to Saugerties, Woodstock, Kingston, and Hunter Mountain.

Top guest favorite
A modern A-frame cabin is illuminated under the evening sky, featuring large glass doors that open to a spacious deck with outdoor seating. The surrounding wooded area is visible, adding to the tranquil setting of the nature retreat.
Cabin in Freehold
4.94 out of 5 average rating, 300 reviews

Tiny Home A-Frame with Hot Tub & Creek

Just a little over 2 hours from NYC, the Cozy A-Frame is a 400 sq foot, eco-friendly, creekside cabin set in the Northern Catskills of New York. Our brand new home has been thoughtfully designed to include many indulging comforts while secluded in nature. Take in the calm of the woods from the hot tub or while roasting s'mores at the fire pit. Or turn up the music on the vintage stereo and watch the snow fall. An ideal getaway for those seeking a romantic escape or a change of pace to WFH.

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, 116 reviews

Luxury A-Frame Cabin in the Woods with Sauna

Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

Guest favorite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.95 out of 5 average rating, 192 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top guest favorite
A modern living room is featured, highlighting large bay windows that provide a view of the surrounding nature. A comfortable leather sofa is paired with a side chair and decorative plants. Wooden doors and light-colored walls enhance the spacious feel, complemented by a subtle area rug.
Home in Saugerties
4.98 out of 5 average rating, 103 reviews

Cozy Winter Upstate Cabin

Beautiful 2 bedroom/1 bath home centrally located between Woodstock and Saugerties in the gorgeous Catskill Mountains. Come for hiking, skiing, shopping and dining, it is all at your fingertips! Your home is a chic cabin situated on a large property and provides a fully stocked kitchen if you choose to cook at home, a gas grill, and fire pit in the back yard for evening enjoyment. Visit the many fun shops just down the road, or one of our lovely locally owned restaurants! Enjoy!

Popular amenities for Blackhead Mountain vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Greene County
  5. Windham
  6. Blackhead Mountain