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, 148 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, 326 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
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, 165 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, 109 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 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, 136 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.

Top Guest favourite
A wooden planter filled with lush purple and green flowers is positioned on a balcony railing. Below, a manicured lawn is visible, featuring a patio set with four colorful chairs surrounding a small table, inviting outdoor relaxation and gathering opportunities.
Apartment in Tannersville
4.92 out of 5 average rating, 143 reviews

D & D’s Place

The home is located in "CATSKILL PARK", only five mile away from the #1 most visited state park in New York, "NORTH SOUTH LAKE" where you can camp, picnic, hike, swim, sail, canoe, kayak or just experience the beautiful view of the "CATSKILL MOUNTAINS". The apartment is very spacious, secluded and safe with plenty of room for children to play. We have enjoyed this area most of our life's and have raised our kids up here, so I am sure you will too! We have 2 lovable pups that live on site.

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, 221 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
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!

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, 116 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.

Superhost
An aerial view captures a bright living space with large windows allowing natural light to fill the room. A spacious couch and round table are visible, surrounded by plants. A wooden dining table sits by the windows, extending to an outdoor deck.
Cabin in Tannersville
4.87 out of 5 average rating, 411 reviews

The Greenhouse - Ski House by Hunter

The Hunter Greenhouse is a place to slow down, indulge in personal nostalgia, drink a glass (or two) of wine, and let your mind disconnect and wander. A place designed for friends and family. For good food and good conversation. 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 favourite
Home in East Jewett
4.99 out of 5 average rating, 143 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, 174 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.

Popular amenities for Lake Rip Van Winkle holiday rentals