Chalet vacation rentals in Greene County

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Top-rated chalet rentals in Greene County

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Top guest favorite
An aerial view showcases a secluded lodge nestled among a vibrant forest, displaying a spectrum of autumn colors. The spacious property is surrounded by trees and mountains, providing a serene and picturesque natural backdrop.
Chalet in West Kill
4.95 out of 5 average rating, 108 reviews

Charming & Private Catskill Chalet

Country privacy and luxury wrapped up in one. 5.6 tranquil acres. Conveniently located to all the Catskill Mountain ski areas, Hunter, Windham and Belleayre, but not at all too far from the trendy towns of Woodstock and Phoenicia. Great hiking trails all round. Open and inviting floor plan and 6 bedrooms with 4 full baths, and 4 futons ensures there will be enough room for your guests and all your entertaining. Elegant French Doors leads you to the master suite which boasts a sitting area and a gorgeous master bath providing a refuge. The master bath is equipped with an oversized soaking tub which has radiant heat in its base, a custom vanity, and detailed tile work. To create a cozy atmosphere this home provides a handcrafted stone fireplace along with a wood burning stove. For outdoor gatherings, a large wrap around deck on the main level, along with the lower level patio, provides plenty of space for fun and play.

Guest favorite
A charming chalet is set against a clear blue sky, featuring a spacious wooden deck that extends along the front. Large windows are framed by the light-colored exterior, while greenery surrounds the property, enhancing the natural landscape.
Chalet in Windham
4.96 out of 5 average rating, 134 reviews

A Windham Chalet for All Seasons

This Chalet has something for everyone for all seasons! Skiing in winter, mountain biking and golfing in the summer, stunning fall foliage and amazing hikes all year round! Enjoy the many activities available or just relax and take in the mountain views on the beautiful deck or S'mores at the fire pit. just 1 mile from Town - so close to all conveniences! Enjoy a roaring fire in the fireplace, BBQ on the porch, and our gorgeous modern kitchen with all the comforts of home. Plus High-speed WiFi!

Top guest favorite
A charming chalet is surrounded by lush greenery, showcasing a spacious deck supported by columns. Large windows reflect natural light, and a pop of color is added by a bright orange chair on the lawn. The inviting entrance is framed by well-kept landscaping.
Chalet in Prattsville
4.99 out of 5 average rating, 176 reviews

Designer Chalet with Sauna|Hot tub|Mountain View

Le Chalet Catskills is a modern, luxury mountain escape set on 10 private acres near Hunter, Windham, and Belleayre. Made for those who appreciate great design, style, and comfort, it’s the perfect place to create special memories with friends and family. Take in sweeping mountain views, unwind in the cedar sauna, soak in the hot tub under the stars, and gather around the firepit for cozy nights. With a chef’s kitchen and thoughtful interiors, it’s a Catskills getaway you’ll want to return to.

Guest favorite
The log-built chalet is surrounded by lush greenery and rolling hills. A spacious porch wraps around the house, and a fire pit with seating is visible in the foreground, providing a welcoming outdoor space amidst the natural landscape.
Chalet in Gilboa
4.98 out of 5 average rating, 192 reviews

Modern Chalet w/ Unforgettable Views on 20+ Acres

A nature-lover's oasis, this 3-bedroom/4-bed/2-bath log-built chalet with contemporary furnishings is perched high along the northernmost edge of the Catskill Mountains offering unforgettable panoramic views from inside and out across 22+ secluded acres. Due to its proximity to hiking trails, lakes, rivers, breweries and wineries as well as Windam (7 mi), Hunter (16 mi), Catskill (26 mi) and Hudson (29 mi), this is the ideal location from which to explore the best the Catskills has to offer.

Guest favorite
The exterior of a chalet-style home is surrounded by lush greenery, with a stone fireplace prominently featured on the facade. The wide deck includes seating for relaxation, showcasing an inviting atmosphere. A gravel driveway leads up to the entrance, emphasizing the home's accessibility.
Chalet in Round Top
4.96 out of 5 average rating, 216 reviews

Welcome to the Shangri-La Chalet!

A Chalet-style home in the Catskills, ideal to SKI, HIKE, WORK REMOTELY; PLAY or simply get away. Lots of GAMEROOM activities; a large airy "GREAT ROOM" for gatherings by the FIREPLACE then wander to private bedrooms. OUTDOOR wrap-around split-level DECKS (nearly 3,000 sq. ft!) with all the accoutrements for outdoor GRILLING & DINING AL FRESCO and a dip in the HOT TUB! WIFI is 200 DOWNLOAD /10 UPLOAD On-site AMPLE PARKING Longer stays welcomed & discounted! NOT SUITABLE FOR MINORS.

Top guest favorite
A cozy wooden chalet is set amidst lush greenery, featuring a spacious front deck with wooden railings. Two blue adirondack chairs are positioned around a stone fire pit, inviting relaxation. The house's sloped roof and chimney complement the rustic aesthetic, surrounded by trees under a clear blue sky.
Chalet in East Jewett
4.98 out of 5 average rating, 111 reviews

Hunter Pines

Located in a secluded woodland, surrounded by state lands. This Chalet style house, is near Hunter & Windham Ski Mtns., and close to Colgate Lake. Enjoy a nice campfire or star gazing on 6 private acres our home is fully stocked to meet all your needs. New Keurig coffee machine for those coffee lovers. Cable TV & WIFI with a cosy fireplace, sledding on property, we have sleds, lots of games, ping pong/pool table, classic record collection and so much more, so far only 5 star reviews.

Top guest favorite
A spacious deck is visible, furnished with a wooden table and several outdoor chairs. The surrounding trees provide a natural backdrop, while the tranquil river flows nearby, creating a serene outdoor setting.
Chalet in Shandaken
4.97 out of 5 average rating, 238 reviews

Unique BellEayre River retreat

#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

Guest favorite
An inviting great room features a wood-burning fireplace surrounded by natural stone. Expansive windows frame views of the outdoors, while warm wood beams and flooring enhance the cozy atmosphere. A mix of seating options, including a leather sofa and wooden chairs, create a welcoming gathering space.
Chalet in Windham
4.94 out of 5 average rating, 114 reviews

Secluded Fernwood Chalet, Hot Tub, & Sauna House

Come immerse yourself in the beauty of the Catskills and enjoy the Fernwood chalet featuring mountain views and set upon 32 acres with private hiking trails, a hot tub, and a sauna house! Enjoy skiing in the winter (9 min. To Windham mtn., 18 to Hunter)hiking when it's warmer, fishing, swimming holes, lakes, you name it! Several wonderful dining options in the town of Windham, farmers markets & festivals, and other excursions a short drive away, or simply zen out at Fernwood!

Top guest favorite
The A-frame house showcases a striking design with a steeply pitched roof and large windows. A spacious deck extends across the front, offering a place to relax. Surrounding trees provide a sense of privacy, and vibrant foliage adds color to the scene.
Chalet in Saugerties
4.98 out of 5 average rating, 180 reviews

A-Frame Chalet in the Heart of the Hudson Valley

Set back on a private road surrounded by tall trees, The Chalet is a three bedroom, three bathroom A-frame house in close proximity to all the main attractions of the Catskills and Hudson Valley. Perfect for a weekend getaway or an extended stay, and great for couples and families. The house has three levels, each with its own bedroom, bathroom and common area. Relax by the fire pit, sip morning coffee on the deck, read a book in the loft, or take a walk in the woods.

Top guest favorite
A cozy outdoor space features a fire pit surrounded by wooden Adirondack chairs, creating an inviting ambiance. Soft outdoor lighting enhances the warm color of the chalet, which is complemented by a patio umbrella and lush greenery in the background.
Chalet in Tannersville
5 out of 5 average rating, 230 reviews

Catskill Chalet: Hunter Mtn Ski Chalet w/Spa

Camp Van Winkle is a place to relax, unwind & reclaim your sense of calm. 🌳 Escape to our cozy Catskills chalet, the perfect base for your iconic mountain getaway! 🏡 Relax and unwind in our charming home, featuring a spacious deck with a bubbling hot tub, perfect for stargazing after a day of adventure. 💫 We are lucky to be surrounded by some of the most spectacular hiking trails and waterfalls in the Catskills, we dare you not to fall in love! 😻

Top guest favorite
An aerial view captures a large, serene lake surrounded by lush greenery and residential homes. The tranquil water reflects the surrounding forest, while pathways and a tennis court are visible nearby. The layout demonstrates the peacefulness of the cul-de-sac location.
Chalet in Lanesville
4.93 out of 5 average rating, 126 reviews

Cozy Hunter Chalet 2 Min From Mountain

Relax with family and friends at this peaceful 3 bedroom, 2 bath chalet only minutes from the Mountain, this vacation rental is located on a very quiet cul-de-sac that sits across the street from a picturesque lake and pristine mountains. Whether you are a skier, biker, hiker or just want to get away this is the perfect week long or weekend getaway to enjoy some fresh air and relaxation. See video on YouTube - Search 'Hunter Chalet Walk-Through’

Guest favorite
The image features a modern hot tub in the foreground, with bubbling water and a clear dome structure nearby. The dome showcases a seating area surrounded by nature, with trees visible in the background against a bright blue sky.
Chalet in Prattsville
4.9 out of 5 average rating, 122 reviews

White Holiday Cozy Chalet Pool/Hot Tub/bubble room

⛰️This private modern haven is the place to be to take a break from our everyday busy lives and get away from it all. Enjoy a relaxing soak in the hot tub while indulging yourself with a glass of fine wine. The space is designed for family & friends to get together, have a good time, and enjoy each others company. Activities include hiking in the summer, skiing in the winter, barbeque and fresh air all year round!

Popular amenities for Greene County chalet rentals

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