Holiday houses in Lake Rip Van Winkle

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Top-rated holiday 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, 140 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
Apartment in Tannersville
5 out of 5 average rating, 58 reviews

Apt 1 - One Bedroom Apartment in Tannersville

Make yourself at home in this 600 sq ft charming 1-bedroom apartment in the heart of Tannersville. Enjoy a bedroom with a queen bed, full kitchen, living room with sleeper sofa, electric fireplace, Roku TV, Wi-Fi, and a full bath with tub and shower. Walk to shops, restaurants, and the synagogue is just 5 minutes away. Perfect for exploring the Catskills, with Hunter Mtn, hiking trails and Kaaterskill Falls all nearby. The apartment is above a restaurant, so some ambient noise may be heard.

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, 319 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.

Top Guest favourite
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, 160 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.

Guest favourite
A vibrant yellow hammock is positioned among trees in a lush green yard. The scene captures a person reading, with a portion of a spacious wrap-around deck visible in the background, along with outdoor seating arranged nearby.
Cabin in Tannersville
4.95 out of 5 average rating, 105 reviews

Hot Tub~Fire Pit~Hiking~BBQ~Catskills~Kaaterskills

☀️Private Chef Services Available☀️ ☀️HOT TUB ☀️FIRE PIT ☀️Hiking ☀️Skiing ☀️Pet friendly ☀️Fast wifi ☀️Wrap Around Deck w/ Weber Grill ☀️Washer/Dryer ☀️5 min to Hunter Mt. ☀️16 min to Windham ☀️2 hrs to NYC Let us show you a 5⭐️ experience! This upstate getaway is the ideal home to escape the city, breathe deeply and have fun. Our home was hand-built in the 80's and we've preserved the perfect nostalgia of that moment - pre cellphones! - while updating it to meet all contemporary needs.

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, 215 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 favourite
An open-plan living area showcases a wooden ceiling with exposed beams and large windows allowing natural light. A dining table with several chairs and a comfortable leather sofa is visible, accompanied by a coffee table and a fireplace for cozy evenings.
Cabin in Tannersville
4.99 out of 5 average rating, 124 reviews

Camp Catskills - enjoy your time away!

Welcome to Camp Catskills - a place to relax, enjoy, and laugh with friends and family (and your pet friend). This home was designed with family and friend vacations in mind and has the perfect balance of modern and comfort. Just 4 minutes to Hunter Mountain and 4 minutes to downtown Tannersville, Camp Catskills is a great starting place to explore and come home to. Enjoy a chef's kitchen, fireplace, firepit, multiple outdoor seating, indoor spin bike, and beautiful scenery!

Top Guest favourite
A spacious living area features a large sectional sofa paired with two accent chairs. A coffee table sits atop a decorative rug, while a flat-screen television is mounted on the wall. The modern kitchen is visible in the background, equipped with stainless steel appliances.
Apartment in Tannersville
5 out of 5 average rating, 42 reviews

The Innwoods - Two Bedroom Apartment

This cozy two bedroom apartment is located directly on Main Street in the heart of Tannersville, NY. With plenty of space, this unit is perfect for relaxing after a long day out on the mountain or entertaining before a night out on the town. This apartment is conveniently located and is walking distance to all of the restaurants and shops that the Village of Tannersville has to offer. All while being a 5-minute drive to Hunter Mountain and a 15-minute drive to Windham Mountain!

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
4.95 out of 5 average rating, 110 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
Home in East Jewett
4.99 out of 5 average rating, 137 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, 164 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.

Guest favourite
Cabin in Tannersville
4.97 out of 5 average rating, 30 reviews

Evergreen A-frame - Views of Mts & Sunrise

Welcome to Evergreen A-frame! We’re nestled in the Great Northern Catskills, 2 hours north of New York City, and a short 10 minute walk to the shops, restaurants, and cafes on Main St, Tannersville. Evergreen A-frame is the perfect balance for guests who come for the mountains but also enjoy the convenience of walking to town. We are 7 minutes from Hunter Mountain Ski Resort and 20 minutes from Windham Mountain Club. Kaaterskill Falls is 9 minutes from our house.

Popular amenities for Lake Rip Van Winkle holiday rentals