Holiday rentals 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, 102 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

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, 544 reviews

Hunter Mtn. Close Clean Cozy 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, 291 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

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, 282 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 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, 121 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.

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

4.94 out of 5 average rating, 101 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.

Top 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, 110 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

A warm and inviting living space is seen, featuring a round wooden dining table surrounded by four rustic chairs. An adobe wood-burning fireplace is visible in the background, with seating arranged nearby for relaxation. Natural light flows in through a window, enhancing the cozy atmosphere.

Home in East Jewett

4.98 out of 5 average rating, 101 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

Guest suite in Woodstock

4.99 out of 5 average rating, 197 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

4.99 out of 5 average rating, 134 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, 332 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

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, 266 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.