Vacation rentals in Lake Rip Van Winkle

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Top-rated vacation rentals in Lake Rip Van Winkle

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Top guest favorite

A spacious living area showcases a brown sofa adorned with decorative pillows and a light green ottoman. A dining table with white woven chairs sits nearby, illuminated by natural light streaming through the window. The modern kitchen features wooden cabinetry and stainless-steel appliances.

Apartment in Tannersville

5 out of 5 average rating, 38 reviews

Apt 1 - One Bedroom Apartment in Tannersville

Comfortable one bedroom apartment w/ queen-size bed, full kitchen, living room (with full-size fold out couch), electric fireplace, Roku TV (log into your own platforms), bathroom w/ both tub & shower, wifi, shared outdoor area. The apartment sits above a restaurant so some noise carries through. Walk to everything in Tannersville, 5 min walk to synagogue, 10 min drive to hiking, Hunter, Kaaterskill Falls, Arboretum. 20 minutes to Windham, 30 to Saugerties, Catskill & Woodstock, 40 to Kingston.

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, 247 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, 115 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

Top guest favorite

A cozy living room features a light-colored sofa paired with two wooden chairs, creating a relaxed seating area. A rustic wooden coffee table sits on a textured area rug, while tall bookshelves display various decor items. Natural light filters through the windows, enhancing the space.

Guesthouse in Elka Park

5 out of 5 average rating, 144 reviews

Carriage House in the heart of Platte Clove.

You'll have a great time at this comfortable place to stay. Come be our neighbor. You will have the entire 2nd floor and backyard of our carriage house to yourself. We are located in the heart of Platte Clove with an abundance of hiking trails minutes from your door. Hunter mountain and Tannersville are only 10 minutes away with skiing, shopping and plenty of places to eat and drink. Our spot is the perfect location to explore the Catskills or kick back, relax, and enjoy the views.

Top guest favorite

A spacious living area is presented, featuring a light-colored sectional sofa adorned with throw pillows in varying tones. A wooden coffee table is positioned in front of the sofa, complemented by a simple mug. Large windows allow natural light to illuminate the room, with views of the outdoors.

Home in Tannersville

4.96 out of 5 average rating, 54 reviews

Luxury Retreat Experience Modern Mountain Hideaway

You deserve it! Escape to the beauty of the Catskill Mountains. Indulge in a luxurious retreat at our high-end modern home. Nestled in nature's tranquility, this stunning home offers the perfect blend of contemporary design and charm. The home is 2 hours from NYC and 20 minutes from Woodstock and Rhinebeck. Hunter and Wyndham Mountain between 10-20 minute drives. High-speed internet and home theatre with all the streaming channels to make nights relaxing while sitting by the fire

Top guest favorite

An open-plan living area showcases a wooden ceiling with exposed beams and large windows allowing natural light. A dining table with several chairs and a comfortable leather sofa is visible, accompanied by a coffee table and a fireplace for cozy evenings.

Cabin in Tannersville

4.99 out of 5 average rating, 113 reviews

Camp Catskills - enjoy your time away!

Welcome to Camp Catskills - a place to relax, enjoy, and laugh with friends and family (and your pet friend). This home was designed with family and friend vacations in mind and has the perfect balance of modern and comfort. Just 4 minutes to Hunter Mountain and 4 minutes to downtown Tannersville, Camp Catskills is a great starting place to explore and come home to. Enjoy a chef's kitchen, fireplace, firepit, multiple outdoor seating, indoor spin bike, and beautiful scenery!

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, 102 reviews

Victorian Mountain House in the Sky

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.

Guest favorite

A bright sleeping area features a spacious bed with neutral bedding and decorative pillows. Two bedside tables are placed on either side, each adorned with stylish lamps. Natural light filters through a window adorned with white blinds, highlighting the artwork on the walls.

Apartment in Tannersville

4.97 out of 5 average rating, 30 reviews

Cozy Studio Apartment 2

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!

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, 387 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

An aerial view showcases the expansive layout of the custom home, surrounded by vibrant autumn foliage. The neatly arranged patio and walkways lead to various outdoor features, including a fire pit and hot tub. The surrounding trees display rich shades of red and orange.

Home in Tannersville

5 out of 5 average rating, 46 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!

Guest favorite

The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.

Treehouse in Willow

4.96 out of 5 average rating, 802 reviews

Willow Treehouse - secluded, unique, romantic

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock. It is cozy, yet has all you need to cook dinner, enjoy reading, sit on the couch and stare outside the window, or swim. No WiFi and no cell service = fully disconnecting from daily life and true relaxation. Perfect for couples and solo adventurers (2 adults max). STR operating permit #21H-109

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, 141 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!