Chalet holiday rentals in Cooperstown

Beautiful Windham Ski/Summer House

A spacious 4 bedroom house located in Windham, NY just 5 minutes from the mountain. Built in 2012. Brand new comfy couches just purchased March 2021. Beautifully decorated with large wood doors, stone fireplace, and granite countertops. Wake up to view of the slopes from the large windows. Truly breathtaking views year round. Four bedrooms three with queen beds and 1 with a bunk beds (full size beds/twin trundle on the bottom). Plus a couch located in the loft area. The house sleeps 12. Full basement with television and couch with a ping pong table, a basketball game and a fooseball table. There are 3 full bathrooms along with one half. The main floor has a fire place along with tv and a full kitchen and dining area all with full views of Windham mountain. Come see the leaves turn and enjoy Great hiking, biking, golf and skiing when the snow comes. One mile from town and Windham Mountain. Pricing for a week goes from Friday to Friday. Renters must be at least 25 years old. Please no pets are allowed at the house, this is a strict policy no exceptions. No parties allowed Cleaning fee additional Christmas and New Years week have a 4 day min. and MLK and Presidents day week have a 3 day min.

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.

Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm

Plan your all-seasons escape to this gorgeous new mid-century modern chalet with can't-beat direct views of Windham Mtn, less than a 5 minute drive away. Situated between state land and an active creek, enjoy this mountain getaway's hot tub, firepit, game room, open floor plan and other luxury amenities. Just 2.5 hours from NYC, and minutes away to skiing (<5 min to Windham Mtn, 15 min to Hunter Mtn, 40 min to Belleayre Mtn), hiking, biking, swimming, golfing, fishing, vineyards and restaurants!

Catskill View Haus - hot tub, fire pit, sleeps 10

Spacious 5-bedroom mountain chalet with Catskill views, luxury hot tub, and massive fire pit. Perfect for families, couples and groups, comfortably sleeps 10. 20 minutes to Hunter & Windham. 20 minutes to Westkill Brewing, Minekill State Park, and Zoom Flume Water Park. Enjoy a private, nature-filled retreat with modern amenities and abundant outdoor space. With beautiful skygazing at night, & quiet walks on the private road during the day, come visit this tranquil slice of the Catskills.

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!

Luxurious Chalet w/ Incredible 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.

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.

Secluded Catskills Retreat w/ Hot Tub & Views

Escape to a renovated Catskills country home with modern comforts and classic charm—perfect for a relaxing getaway or outdoor adventure. Nestled in the heart of the Catskills, this retreat is just minutes from Hunter Mountain, Windham Mountain, and Kaaterskill Falls, with endless opportunities for skiing, hiking, swimming, and exploring. The home features a fenced-in yard, a stocked kitchen, and modern amenities. After a day outdoors, unwind by the firepit or soak in the private hot tub.

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!