Vacation rentals in Lake Rip Van Winkle

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Top-rated vacation rentals in Lake Rip Van Winkle

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

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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, 126 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 blue cottage is framed by colorful autumn foliage, highlighting shades of red, yellow, and orange. The porch features several chairs and a small table. A grassy area leads up to the cottage, situated on a slight elevation, creating a welcoming outdoor space.
Cabin in Tannersville
4.98 out of 5 average rating, 306 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 favourite
A welcoming living area features a light-colored leather couch and a wooden rocking chair. A circular area rug with a braided design is placed on the hardwood floor. Large glass doors provide access to outdoor views, while a fireplace adds warmth to the setting.
Home in Tannersville
4.85 out of 5 average rating, 128 reviews

Close to skiing and hiking, walk to main street

Enjoy beautiful views from deck looking over mountain. Enjoy indoor fireplace and bar/games room in basement with wood burning stove. Walking distance to restaurants and shops of Main Street Tannersville. Short drive to many local attractions: Lake Rip Van Winkle - 1 mile Mountaintop arboretum -2 miles Hunter Mountain - 5 miles Kaaterskill Falls - 5 miles Phoenicia - 12 miles Windham Mountain - 15 miles Zoom Flume Water park - 20 miles And many more local hiking trails and attractions.

Guest favourite
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
4.96 out of 5 average rating, 205 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!

Guest favourite
The open living area is highlighted by a cozy seating arrangement and a stone fireplace. A lofted bedroom area with a queen size bed is accessible via a wooden staircase. Natural light flows through the windows, enhancing the rustic wood paneling throughout the space.
Cabin in Tannersville
4.94 out of 5 average rating, 106 reviews

Mountain Top Cozy Cabin 2 Full Baths 5MI to Hunter

Mountain Top Cozy Cabin is a quaint rustic totally restored and renovated Cabin on the mountaintop that my wife and I just completed. It features a gas Fireplace, two bathrooms and two bedrooms. Walk to Main Street Tannersville Restaurants & shops. 5 min drive to Hunter Mountain. Minutes from trail heads that access the scenic Devil's path range. 10 min drive to North South Lake for swimming, biking, hiking trails, kayaking, & fishing. Sorry no children or infants, adults only.

Top guest favourite
A newly built cabin features a charming wooden exterior with warm lights illuminating the porch. The stone walkway leads to a grassy area beside the cabin, surrounded by trees. An outdoor pizza oven is visible on the patio, enhancing the inviting ambiance.
Home in East Jewett
4.98 out of 5 average rating, 123 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Top guest favourite
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, 152 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 favourite
A cozy outdoor space features a fire pit surrounded by wooden Adirondack chairs, creating an inviting ambiance. Soft outdoor lighting enhances the warm color of the chalet, which is complemented by a patio umbrella and lush greenery in the background.
Chalet in Tannersville
5 out of 5 average rating, 230 reviews

Catskill Chalet: Hunter Mtn Ski Chalet w/Spa

Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. 🌳 Escape to our cozy Catskills chalet, the perfect base for your iconic mountain getaway! 🏡 Relax and unwind in our charming home, featuring a spacious deck with a bubbling hot tub, perfect for stargazing after a day of adventure. 💫 We are lucky to be surrounded by some of the most spectacular hiking trails and waterfalls in the Catskills, we dare you not to fall in love! 😻

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, 849 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 living area features a stone fireplace with a wooden mantel, complemented by a comfortable grey sectional sofa. A coffee table sits in front of the sofa, while a TV is positioned next to a console. Natural light floods the space through sliding glass doors leading to a deck.
Townhouse in Tannersville
4.94 out of 5 average rating, 161 reviews

Cozy 3BR townhome w/views & smart climate control

Escape the city with this cozy 3-bedroom (including loft), 2-bath Catskills vacation rental with scenic views located only 2 hours away from NYC. You’ll be within 1 mile of Tannersville’s Main Street lined with lots of restaurants and antique shops, 4 miles to Hunter Mountain and 13 miles to Windham Mountain as well as other nearby attractions. Perfect for families or small group of friends.

Guest favourite
An open living space features a modern design with skylights and large windows providing natural light. A stone fireplace is situated near the seating area, which is complemented by a dining table and chairs. Warm wooden flooring adds to the inviting ambiance.
Home in East Jewett
4.97 out of 5 average rating, 268 reviews

Modern Ski-Home With Views Near Hunter & Windham

Our home is a modern, relaxing space to decompress, explore, and take time to breathe in the fresh mountain air. Tailor-made for relaxation, family-time, and endless outdoor activities. Stoke a roaring fire indoors or outdoors in a beautiful fire pit for those cooler summer and fall nights. Close proximity to hiking and sunbathing at the lake in the summer and skiing in the winter.

Top guest favourite
A spacious dining area is highlighted with wooden walls and a high ceiling, featuring large windows that invite natural light. A long table with chairs is positioned centrally, surrounded by plants and shelves filled with books and decor.
Cabin in Elka Park
4.98 out of 5 average rating, 126 reviews

The Paradise Cabin w/ Sauna - 10 min to the Falls

Escape to The Paradise Cabin, a renovated 1800s eco-farmhouse. This private retreat offers modern luxury with passive house design, an indoor sauna, and a deep soaking tub. Surrounded by nature and 130+ acres of state land, yet just minutes from Hunter and Tannersville. Perfect for a peaceful getaway for couples or small families seeking seclusion and comfort.

Popular amenities for Lake Rip Van Winkle vacation rentals