Chalet holiday rentals in Cooperstown

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.

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*

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!!

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.

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.

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!

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.

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.

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.

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

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.

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!