Holiday rentals in Lake Rip Van Winkle

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Top-rated holiday rentals in Lake Rip Van Winkle

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A charming home is set against a backdrop of vibrant autumn foliage and rolling hills. The exterior features a wraparound porch and is surrounded by a spacious lawn, while a serene lake is visible nearby, enhanced by natural landscaping and nearby seating areas.
Guest suite in Tannersville
4.72 out of 5 average rating, 111 reviews

La Villa Catskills: Studio

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! Enjoy a family friendly stay or romantic getaway in nature & relax on the private wrap around porch after a nearby hike or day at the slopes! Relish the views of Upstate NY at the fire pit on our 2 acre lawn, next to our fountain lake, with scenic mountain views at day or at night under the stars. #LaVillaCatskills on IG

Top guest favourite
A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.
Apartment in Hunter
4.95 out of 5 average rating, 534 reviews

Hunter Mtn. Cozy Close Clean Condo *Great Reviews*

Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Top guest favourite
A cozy cottage is nestled among snow-covered trees, blending into the winter landscape. The blue exterior is contrasted by bright yellow accents on the front door. A path leads through the untouched snow, creating a sense of peaceful solitude in the winter scene.
Cabin in Tannersville
4.98 out of 5 average rating, 280 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
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, 112 reviews

Luxury A-Frame Cabin in the Woods with Sauna

Modern, glass‑fronted A‑frame perched in the Catskills, offering sweeping mountain vistas. Relax in the private cedar barrel sauna & refreshing outdoor shower, gather round the smokeless propane fire-table, or fire up the propane grill for al‑fresco dinners. A stylish bedroom with woodland views, luxe linens, fast Wi‑Fi, and a cozy electric fireplace blend comfort with design. Minutes to trailheads, waterfalls & farmers markets - ideal for couples seeking a serene and restorative escape.

Top guest favourite
A modern living area features a sleek gray sofa with cushions positioned for comfort, a round coffee table, and an inviting dining space. The kitchen, equipped with dark cabinetry and stainless steel appliances, is adjacent to windows allowing natural light to fill the room.
Flat in Tannersville
5 out of 5 average rating, 20 reviews

The Innwoods - One Bedroom Apartment

This cozy one 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 enjoying a cup of coffee before hiking at the falls. 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
Cottage in Palenville
4.93 out of 5 average rating, 177 reviews

Creekside Cottage

Come for hiking, skiing, bird watching or a cozy weekend with your loved one. You'll be in the Catskills on the stream in Palenville, N.Y. Palenville is located near Saugerties (shops, restaurants), Hunter (skiing, hiking, fishing), Kingston, Hudson (Olana House, Warren Street), and Catskill, as well as the Kaaterskill Overlook in Kaaterskill Wild Forest. Contact us for seasonal, long term, and mid-week discounts. Want to take your time on departure day? Just let us know.

Top guest favourite
Guest suite in Woodstock
4.99 out of 5 average rating, 188 reviews

Woodstock retreat with hot tub and deck with view

Guest suite in home of long-time Woodstock artist and resident. Separate entrance off 2nd story deck with meadow and mountain views. Space has everything you need for a retreat away from it all – a meditation nook for 2, yoga mats to use inside or out on the deck, hot tub to soak cares away and relax after a day out and about in the beautiful Catskill mountains. Hot tub is in 3-acre backyard with privacy enclosure, so bathing suits are optional (we provide bathrobes.)

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
4.98 out of 5 average rating, 123 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.

Guest favourite
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, 322 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 favourite
A bright dining area features a wooden table surrounded by colorful chairs. Hat decorations adorn the wall, while a pendant light hangs above. A small plant adds green accents near a lamp, and sunlight streams through window panes, illuminating the inviting space.
Home in Tannersville
5 out of 5 average rating, 40 reviews

Cozy Village House in the Mtns-7mins to Hunter Ski

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.

Top guest favourite
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.
Flat in Tannersville
4.96 out of 5 average rating, 82 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 favourite
A light-filled corner of the cottage features a wooden dining table with orange metal legs and two chairs. A vase of fresh flowers sits on the table, and sunlight streams in through nearby windows, illuminating the simple decor.
Cottage in Saugerties
4.95 out of 5 average rating, 260 reviews

Blue Mountain Cottage

Enjoy the best of the Catskills from Blue Mountain Cottage. The cottage is 5 minutes from many mountain trails, 12 minutes to Woodstock, 10 to Saugerties, under 30 to Hunter Mountain and 20 to Kingston. This area has so much to offer in all four seasons! We are just down the road from Indian Head Wilderness in Catskill Park, and very close to Kaaterskill Wild Forest.

Popular amenities for Lake Rip Van Winkle holiday rentals