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
4.99 out of 5 average rating, 156 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
Home in Tannersville
4.97 out of 5 average rating, 100 reviews

Creekside Retreat-Arcade|Fire Pit|BBQ|Dog Friendly

Escape to our 3-bedroom, 2.5-bath, 2,000 sq ft creekside cabin in the Catskills—designed for relaxing getaways, ski trips, and family adventures. Located just 10 minutes from Hunter Mountain, 20 minutes from Windham Mountain, and 5 minutes to North–South Lake, you’ll be close to some of the region’s best hiking, skiing, and outdoor activities. After a day in the mountains, come back to relax by the creek, unwind on the deck, or challenge friends and family in the game room designed for all ages

Guest favourite
Home in Tannersville
4.92 out of 5 average rating, 95 reviews

Luxury Retreat-Heated Pool, Sauna, HotTub&C Plunge

Experience Catskills luxury at The Swan Home, a modern retreat designed by MPM Designs LLC. Newly renovated with high-end furnishings and curated outdoor living, it offers a private escape with heated pool, hot tub, cold plunge, sauna, open-air shower, and outdoor fireplace under the stars. Just 9 minutes to Hunter Mountain and 2 hours from NYC, with access to Woodstock, Rhinebeck, and Windham. Enjoy high-speed Wi-Fi, a home theatre, and designer finishes—perfect for a refined weekend getaway.

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, 333 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
Cabin in Tannersville
5.0 out of 5 average rating, 45 reviews

Le Petit Patou | Dog-Friendly A-Frame with Hot Tub

Le Petit Patou Cabin is a dreamy dog-friendly getaway in the Catskills! Built in 2025, this A-Frame is where cozy mountain vibes meet modern design. Nestled among pines and minutes from Hunter Mountain, it’s the perfect escape for adventurers, romantics, and nature lovers. Wake up to sunlight pouring through the windows and enjoy breakfast in the deck. Spend your days skiing, hiking, or exploring local shops, then unwind by the wood stove or the hot tub with your preferred beverage in hand.

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
4.96 out of 5 average rating, 112 reviews

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

☀️HOT TUB ☀️FIRE PIT ☀️Hiking ☀️Skiing ☀️Dog friendly ☀️Fast wifi ☀️Indoor + outdoor dining areas ☀️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.

Top 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, 228 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
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, 118 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 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
5.0 out of 5 average rating, 46 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!

Top Guest favourite
Home in East Jewett
4.99 out of 5 average rating, 148 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, 178 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
An elevated view captures the private hot tub surrounded by a stone path, with a wooden deck adjacent to the house. Stairs lead to the deck, where outdoor seating is visible. A grill sits to the left, suggesting outdoor cooking options.
Home in Tannersville
4.9 out of 5 average rating, 106 reviews

Cozy Retreat | Walk to Shops, Hot Tub, Fenced Yard

🌄 Welcome to Your Pet-Friendly Tannersville Retreat ⛰️5-minute walk to Tannersville’s lively Main Street ⛰️5 minutes to Hunter Mountain ⛰️10 minutes to North South Lake and Kaaterskill Falls. Ideal for families, couples, or a weekend with friends and furry companions, this cozy home is designed for relaxation. Let your dog roam freely in the fully fenced yard while you soak in the private hot tub or unwind around the outdoor firepit under the stars

Popular amenities for Lake Rip Van Winkle holiday rentals