Chalet vacation rentals in Cooperstown

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Top-rated chalet rentals in Cooperstown

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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.

Top guest favorite
A spacious living area is highlighted by a vaulted wooden ceiling and large windows offering mountain views. Two armchairs and a sofa are positioned around a circular coffee table, while a sleek wood stove adds warmth to the space, creating a welcoming environment.
Chalet in Fleischmanns
5 out of 5 average rating, 45 reviews

The Borderless Retreat Chalet

The Borderless mountaintop chalet offers unmatched beauty, proximity & privacy while supporting global unity. Breathtaking views, swimming pond & dock, fire pit, 2 decks, peaceful trails on 30ac with the Catskills' largest Oak tree. Ski at Belleayre (9mins) & Plattekill (12 mins), Frost Valley Camp, amidst the best hikes, food, and wedding venues. Modern 3br home, cathedral ceilings & windows, central heat/AC, on 30 private acres between Margaretville, Fleischmanns and Roxbury. Come replenish!

Top guest favorite
A modern chalet is set against a backdrop of lush greenery. The structure features a wooden exterior and a spacious deck with seating, providing views of the surrounding landscape. A stone pathway leads to the entrance, enhancing the natural charm of the home.
Chalet in Margaretville
4.98 out of 5 average rating, 94 reviews

The Hideaway

Perfect getaway for friends and couples! Kickback, relax and wake up to the stunning mountain view, then cook the perfect brunch in our state of the art kitchen with a brand new range. Cozy up around the wood-burning stove while watching a good movie or playing some board games. At night, watch the stars around the fire pit while listening to the gentle sounds nature. You will feel truly connected to nature while only being 2 hours from NYC. *In winter, a 4x4 vehicle is strongly recommended*

Superhost
Chalet in Gilboa
4.9 out of 5 average rating, 124 reviews

Modern Chalet w/Cedar SAUNA, HOT TUB & Outdoor TV!

Welcome to the beautiful Catskills! Our beautiful A-Frame Chalet is situated on 6 acres of private forested land with lovely views of nature. Come stay in the fresh air! The chalet is fully stocked to be enjoyed for all seasons! Relax under the covered patio in the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, enjoy the brand new SAUNA (March 2026) shoot a game of POOL in our Loft, or take a hike through our private TRAIL!!

Top guest favorite
A serene landscape features a tranquil pond reflecting the blue sky and nearby trees. Several homes are positioned on a gentle slope, surrounded by vibrant autumn foliage. A grassy area leads to the pond's edge, with wooden platforms available for outdoor activities.
Chalet in Bainbridge
4.91 out of 5 average rating, 128 reviews

Western Catskills Paradise Four-Season Retreat

Serenity… Tranquility… Peace… slow down the pace and enjoy! What do you need? A Romantic getaway?... Family bonding time?... Painter’s paradise?... Writer’s retreat?... Spiritual or Youth Group retreat?... Large family reunion spot?... Home-Base camp for Youth baseball Tournaments at All-Star village or Dreams Park? Stay active or simply relax and do nothing. Time stands still and the rest of the world seems worlds away. So come make our home yours for a short stay or a long vacation.

Guest favorite
A modern cabin is situated on a hillside, showcasing a spacious deck with seating and string lights. The structure features large glass windows, allowing a view of the surrounding forest. A cozy fire pit is visible on the grass, inviting outdoor gatherings.
Chalet in Stamford
4.92 out of 5 average rating, 144 reviews

Spacious cabin w/mountain views & woodstove

NOTE: Click “Show More” to read the full description. Home with stunning views perfectly situated between Roxbury and Stamford! Drink your morning coffee at the bar on the deck overlooking the mountains, curl up with a good book in the reading nook, or explore the farms, mountains, and countryside of the beautiful Western Catskills. Cabin is situated on five beautiful acres at the end of a private drive. Beautiful sunrises over the mountains, with wide-open stargazing after dark.

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, 112 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!

Guest favorite
The exterior of the chalet is highlighted by a wraparound deck adorned with hanging flower baskets. Plush greenery surrounds the property, complemented by a well-maintained lawn. Nearby, a garage and a white vehicle are visible, enhancing the tranquil outdoor setting.
Chalet in Roxbury
4.84 out of 5 average rating, 25 reviews

Solar Log Chalet | Pool, 17 Acres & Mountain Views

A solar-powered log chalet unlike any other — set on 17 private Catskill acres just 2.5 hrs from the GW Bridge. Step inside to honey-hued timbers, 20' vaulted ceilings, and a fully stocked Chef's kitchen. Outside, a 2,000 sq ft wraparound deck with cocktail pool and sweeping mountain views awaits. Whether you're a couple seeking quiet or a group of 9 chasing adventure, the Hirox delivers — minutes from world-class hiking and skiing, with something magical every season.

Guest favorite
Aerial view of the expansive Two Ponds property showcases vibrant fall foliage surrounding a large home. Two ponds are visible, with a winding path leading to the house. Rolling hills and colorful trees create a serene landscape, enhancing the natural beauty of the area.
Chalet in Hobart
4.97 out of 5 average rating, 31 reviews

Two Ponds Catskills

Two Ponds is your all-season retreat in the Catskill Mountains. This 22-acre property is designed to be an experience. With a spring-fed swimming pond, fishing nearby ski mountains, and vibrant fall colors, every season offers something special. Enjoy sledding, evenings by the fire pit, grilling, and yard games, and hiking. Two Ponds offers amenities for relaxation and for the adventure type. Note: this house doesn’t have AC but still stays comfortable.

Guest favorite
A charming blue chalet is positioned on a grassy hillside, featuring a spacious wrap-around deck. Multiple large windows allow ample natural light, and a satellite dish is visible on the roof. A patio umbrella provides shade, while stacked firewood is neatly arranged below the deck.
Chalet in Summit
4.92 out of 5 average rating, 50 reviews

Secluded Chalet in the Northern Catskill Mountains

Escape to our private hilltop chalet! Our gated property boasts breathtaking views from the wrap-around deck and offers glimpses of local wildlife. Watch incredible sunsets from the fire-pit. Nearby parks and trails provide outdoor adventure while the Baseball Hall of Fame is only 30 miles away. Our cozy chalet is fully-equipped for a memorable stay, with thoughtful touches throughout. Come and discover the perfect retreat in the northern Catskills.

Top guest favorite
A back deck overlooks the scenic Catskill Mountain range, featuring a recessed hot tub and a fire pit. Soft lighting from string lights enhances the outdoor space, inviting relaxation while taking in gentle mountain views at sunset.
Chalet in Fleischmanns
4.99 out of 5 average rating, 261 reviews

Crows Nest Mtn. Chalet

Elevated into the Mountainside, Crow’s Nest looks out onto a spectacular view of the Catskill Mountain range of Belleayre. Grab a cup of coffee and watch the sunrise from the back deck or bask in the glow of the sunset while relaxing in the hot tub or hammock. This is an incredible place to unwind and take in that fresh mountain air or retreat to one of the many hangout spots in this newly renovated home. Follow us on IG : @crows_nest_catskills

Guest favorite
The chalet is set in a spacious grassy area surrounded by trees, with views of rolling hills in the background. The home features a large deck and is complemented by natural vegetation, creating a secluded ambiance.
Chalet in Fleischmanns
4.89 out of 5 average rating, 242 reviews

Hog Mountain Chalet • Hot Tub • Near Belleayre

Hot Tub • Mountain Views • 7 mi to Belleayre Escape to Hog Mountain Chalet, a private, fully renovated Catskills retreat near Margaretville and Phoenicia. Set on a peaceful property with a pond and sweeping mountain views. Relax in the 6-person hot tub, cozy up by the fireplace, or gather around the fire pit under the stars. Minutes to skiing at Belleayre Mountain and perfect for hiking weekends, mountain getaways, or local weddings.

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