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, 152 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!

ValueFamilyParking

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, 328 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.

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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, 167 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.

LocationValueLong stay

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, 146 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.

LocationFamilySleep quality

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, 110 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.

ValueFamilyComfort

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, 224 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!

LocationFamilyComfort

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.

LocationValueHiking

Top Guest favourite

The sleeping area features a spacious bed dressed in light linens. Two nightstands with lamps flank the bed. Above, framed artwork complements the vaulted ceiling with wooden beams. Natural light enters through a window, illuminating the area and enhancing the neutral color scheme.

Apartment in Tannersville

4.97 out of 5 average rating, 91 reviews

The Innwoods - Studio Apartment 1

This cozy attic studio is located directly on Main Street in the heart of Tannersville, NY. Enjoy this intimate space while watching the snow fall above you or while enjoying a cup of coffee before taking a stroll through Main Street. 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!

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Top Guest favourite

Home in East Jewett

4.99 out of 5 average rating, 144 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.

FamilyValueCleanliness

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, 175 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.

LocationValueTV

Top Guest favourite

A modern living space is highlighted by large windows allowing ample natural light. A cozy sofa is positioned next to a round dining table, with colorful accents and greenery present. Exposed wooden beams add warmth to the open layout, creating a welcoming atmosphere.

Cabin in Hunter

4.97 out of 5 average rating, 102 reviews

Moritz -Modern Cabin, Stunning Hunter Mtn Views

Escape to the Moritz Cabin, a modern mountain retreat with stunning views of the Hunter Mountain slopes. Featured in Architectural Digest (AD) as one of 'The Best Airbnb Cabins for Going Off-Grid in Style' mountain cabins, this stylish, light-filled space comfortably accommodates 2 guests. Unique features include a cozy pellet stove, a walk-in shower with a skylight, and a spacious deck. Perfect for a romantic getaway or a solo trip to connect with nature.

FamilyLocationKitchen

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, 105 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

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