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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Superhost
Home in Tannersville
4.97 out of 5 average rating, 103 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, 96 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
Home in East Jewett
4.9 out of 5 average rating, 42 reviews

Europe in The Catskills

Welcome to "Europe in The Catskills", where your senses will commune with stunning nature and intimate surroundings, and where you will create enduring memories your family will cherish. Our European design is characterized by functionality, minimalism, and timelessness. With a neutral color palette, natural materials, functionality over form, and classic silhouettes, "Europe in The Catskills" beckons a culture of a morning espresso, an afternoon glass of Rosé, and embracing life with passion.

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, 334 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.

Superhost
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!

Guest favourite
A charming backyard is presented, featuring a fire pit surrounded by wooden seating. A beautifully restored blue Victorian home serves as the backdrop, with trees and shrubs providing an inviting natural setting. The scene is completed with vibrant greenery and a touch of rustic charm.
Home in Tannersville
4.95 out of 5 average rating, 113 reviews

Victorian Mountain House | Firepit, Lake, Walkable

Have you been in a sloppily flipped AirBnB with all IKEA furnishings? Us too. Instead, we welcome you to our lovingly restored historic Victorian vacation home featuring unique vintage touches throughout. Just outside the village, it combines convenience with picturesque mountain views. Take a short walk to antique and novelty shops, cafes, the lake & Huckleberry Trail. Or stay in and lounge around in the hammock under the apple tree or cozy up by the fire pit under the stars.

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, 94 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!

Top guest favourite
Home in East Jewett
4.99 out of 5 average rating, 149 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, 179 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
The entrance of the log home is framed by two large, decorative doors, leading into a welcoming space. A stone patio is surrounded by manicured grass and colorful plantings, with two modern hanging chairs positioned nearby for relaxation.
Home in Tannersville
5.0 out of 5 average rating, 64 reviews

Luxury Custom Home With Hot Tub Minutes From Town

Just minutes from Hunter Mountain, scenic hikes, and breathtaking Catskill views, our custom home is ideally located—only a block from the best restaurants and shopping in town. With high-end amenities, including a chef’s kitchen, heated floors, fireplace, pool table, entertainment system, and an outdoor kitchen with BBQ, pizza oven, fire pit, and hot tub. Perfect for friends and family, just 2.5 hours from Manhattan—your ideal mountain escape!

Superhost
Home in Tannersville
5.0 out of 5 average rating, 73 reviews

Cozy/sunny Village House- walking distance to town

Welcome to Spring Street House, our quiet 3-bedroom, 2-bath Catskills escape. Just a 2-minute walk from Main Street Tannersville, and a 7-minute drive to Hunter Ski Mountain! Whether you're looking to hike, ski, explore waterfalls, or unwind with fresh mountain air, this is your perfect upstate base for adventure, relaxation or remote work. We think you'll find Tannersville to be extremely well juxtaposed for exploring the area.

Popular amenities for Lake Rip Van Winkle vacation rentals