Vacation rentals in Lake Rip Van Winkle

4.98 out of 5 average rating, 250 reviews

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

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.

4.99 out of 5 average rating, 140 reviews

A charming A-Frame house is framed by vibrant autumn foliage, showcasing a large front deck with steps leading to the entrance. Large windows invite natural light, reflecting the woodland surroundings, while a well-maintained garden with colorful shrubs adds to the inviting atmosphere.

Cabin in Saugerties

Sweet Saugerties A-Frame - 10 mins from Woodstock

This sweet A-Frame hideaway located in a wooded area between Saugerties and Woodstock will welcome you and warm your spirit with its charm. Featuring 2 bedrooms, each with Queen Beds, and a couch that folds out to a Full Bed, there's ample space for 4. But, it's also a serene escape for an individual or couple. An inspiring creative retreat, the home has beautiful views, and an electric piano. Quiet but 10 mins from great restaurants! 11 mins to HITS, 30 mins to skiing at Hunter Mountain.

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, 117 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

4.98 out of 5 average rating, 265 reviews

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

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.

5 out of 5 average rating, 146 reviews

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

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.

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.

4.97 out of 5 average rating, 58 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

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.

4.94 out of 5 average rating, 103 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.

Apartment in Tannersville

A living room showcases a cozy seating area with an orange couch facing a stylish electric fireplace and a mounted flat-screen TV. Natural light enters through French doors, complemented by dark curtains. A small dining table with two chairs is visible, adding functionality to the space.

4.98 out of 5 average rating, 64 reviews

Apt 3 One Bedroom Apt. in Tannersville - sleeps 3

This spacious one bedroom apartment has a kitchenette, living room with Roku TV (log into your own platforms), electric fireplace, small dining table, bedroom with queen bed and additional twin-sized daybed, full bathroom with both tub and shower, and a shared outdoor area. Walk to everything in Tannersville, 5 min walk to synagogue, 10 min drive to hiking, swimming, Hunter, Kaaterskill Falls, Arboretum. 20 to Windham, 30 to Saugerties, Catskill and Woodstock, 40 to Kingston.

Apartment in Tannersville

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.

4.95 out of 5 average rating, 44 reviews

Cozy 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!

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, 388 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.

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.

5 out of 5 average rating, 47 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!

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.