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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Top guest favorite

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, 262 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.

Superhost

A two-story house with a red and white facade is situated beside a peaceful pond. A fountain is seen gently spraying water in the foreground, surrounded by vibrant autumn foliage and rolling hills in the background. Open green grass extends towards the house.

Guest suite in Tannersville

4.85 out of 5 average rating, 118 reviews

La villa Catskills: 1 Bedroom Apt

Welcome to our home nestled in Catskill Park! We are 20 min to Windham Mnt, 10 min to Hunter Mnt, 5 min to Kaaterskill Falls, 3 min to North South Lake & plenty Catskill gems. Take in nature at our 2 acre property & enjoy the views of Upstate NY, all year round! Relax at a family-friendly stay or romantic getaway after a hike or day at the slopes. Grill with scenic mountain views from a private balcony or enjoy a toasty fire pit by the fountain lake, under the stars. #LaVillaCatskills on IG

Superhost

The interior of a rustic cabin features timbered walls and ceilings, with large glass windows offering views of the surrounding foliage. A wood-burning stove is positioned on a stone base, while a white door leads outside. Shelves hold a selection of books.

Tiny home in Palenville

4.89 out of 5 average rating, 168 reviews

Unique Tiny House Glamping in the Catskills

Looking for the perfectly romantic glamping getaway? This stunning handcrafted hut was designed by my Buddhist mother for a meditation retreat, and to commune with nature. With unique timbered walls and ceilings, a wood-burning stove (the only heat source), rustic stone detailing on the walls and large glass windows, you'll feel like you're living in the woods, but with the comfort of the indoors. Please note that this is an off-grid camping cabin without water, but there is electricity.

Top guest favorite

A bright living room features a wooden piano with sheet music displayed, accompanied by a blue sofa and an armchair. Light enters through two windows, illuminating the wooden floor and surrounding book shelves adorned with books and decorative items.

Cottage in Elka Park

4.98 out of 5 average rating, 269 reviews

Cozy Mountaintop Cottage for a Catskills Escape

Enjoy your morning coffee on the sun porch with a glimpse of the mountains over the forest, curl up with a book as light streams through the picture window, roast s’mores over the fire pit surrounded by mountain woods, grab the guitar off the wall and accompany the piano, or relax in the large soaking tub. Take a short drive to find trails, slopes, and some of the best shops and restaurants the Catskills have to offer. This cozy cottage is the perfect spot to unwind and explore all at once.

Guest favorite

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

4.95 out of 5 average rating, 174 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 favorite

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

4.94 out of 5 average rating, 106 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.

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, 393 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 favorite

The exterior of a cozy cabin is shown, featuring a wooden deck with a railing and two outdoor chairs alongside a small table. Soft lighting from wall-mounted fixtures complements the greenery surrounding the cabin. Large glass doors invite natural light, enhancing the welcoming ambiance.

Tiny home in Saugerties

4.95 out of 5 average rating, 313 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! Ac cools beautifully in summer! The Haven at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Top guest favorite

The hot tub, illuminated by blue lighting, is positioned on a wooden deck surrounded by ambient rope lights. Two chairs and a small table are nearby, creating a relaxing outdoor space for enjoying evenings with friends and family.

Home in Tannersville

5 out of 5 average rating, 153 reviews

Romantic getaway!3BDR/2BTH-HotTub/Sauna/Fireplace!

Welcome to The Camptons Cottage! Spending time at a stylish, fully renovated cottage can be a great way to have fun and create lasting memories. Enjoy the cozy atmosphere, explore the surroundings, and engage in activities that everyone will enjoy. Whether it’s soaking in the HotTub, enjoying backyard, playing games, having a barbecue, or simply relaxing together. This is pet friendly house (only one pet allowed per stay). Thank you!

Top guest favorite

A spacious living area features warm leather seating arranged around a circular coffee table, with a textured area rug beneath. Large windows allow natural light to fill the room, and a dining area with wooden chairs is visible in the background.

Apartment in Tannersville

4.97 out of 5 average rating, 74 reviews

Downtown apt in Tannersville

Located in the heart of the Village of Tannersville, the whole group will enjoy easy access to everything from this centrally located space. Hiking, skiing, dining all within a short distance! Relax on the back deck overlooking a rippling creek with a glass of wine and charcuterie from Pantry on Main after a day of skiing or start your day off with a coffee and breakfast while listening to birds chirp and water cascade.

Guest favorite

An open living space features a modern design with skylights and large windows providing natural light. A stone fireplace is situated near the seating area, which is complemented by a dining table and chairs. Warm wooden flooring adds to the inviting ambiance.

Home in East Jewett

4.97 out of 5 average rating, 254 reviews

Modern Ski-Home With Views Near Hunter & Windham

Our home is a modern, relaxing space to decompress, explore, and take time to breathe in the fresh mountain air. Tailor-made for relaxation, family-time, and endless outdoor activities. Stoke a roaring fire indoors or outdoors in a beautiful fire pit for those cooler summer and fall nights. Close proximity to hiking and sunbathing at the lake in the summer and skiing in the winter.

Top guest favorite

A wooden porch with two rustic chairs provides a view of the expansive landscape. The sunset casts warm colors across the sky, while the horizon stretches over a wooded valley. Logs are stacked along the edge, enhancing the serene atmosphere of the setting.

Cabin in Palenville

5 out of 5 average rating, 282 reviews

Big Medicine Ranch-Rustic Sunrise Cabin-Catskills

This cabin in the Catskill Mountains is perched on a cliff overlooking the beautiful Hudson Valley. The cabin is clean and in great shape, but you will be Glamping. This getaway has amazing views and privacy. It is located on 20 acres in the beautiful hamlet of Palenville. Close to Saugerties, Woodstock, Kingston, and Hunter Mountain.