Chalet holiday rentals in Cooperstown

Moon Mountain House Windham - Fits 13 on 7 Acres

Welcome to The Moon Mountain House (@moonmountainhouse)! Beautiful winter ski chalet! Secluded home on 7 acres w/ massive deck; borders beautiful creek & untouched state land; sleeps 13. Skiing, hiking, golf, leaf peeping, apple picking, and more! 5 min to Windham Mntn, golf courses, Windham Vineyard, and Windham Main Street with restaurants, shops, bars. 10 min to Escarpment Trail hikes; 20 min to Hunter Mntn, Kaaterskill Falls, North/South Lake. Enjoy all the Catskills has to offer!

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 blends offer amenities for relaxation and for the adventure type. Also ask about hosting weddings—my wife and I had an amazing 4-day celebration here 200 Guest!

Gorgeous Ski Chalet - 7 mi to Belleayre (hot tub)

This fully renovated chalet is close to Margaretville and Phoenicia. 7 mi to Belleayre. Close to hiking/biking. Secluded property with gorgeous pond and mountain views. 6 person hot tub! Great for couples/skiers/hikers/family/friends getaways. No smokers/cats. Guests must be 21+. Extra charges: - $25 firewood/fire starters. - $50 pet fee per dog + $300 refundable deposit - $25 per guest > 5 guests. Booking constitutes agreeing to the liability waiver in the house manual for hot tub.

Chalet w Views Firepit 2 Grills Deck Fast WiFi

Discover us on Insta @ilovehappyhaus! Just 5 minutes to Pratts Rock or a short 20-minute drive to Windham, Hunter, and Minnekill Park. This spacious family-friendly chalet in the Catskills is an ideal retreat for groups of up to 10. With 5 bedrooms and 3 bathrooms, the chalet offers a blend of rustic and modern decor, stunning mountain views, and ample outdoor spaces. Enjoy the expansive deck, 2 picnic tables, 2 grills, a fire pit, and a kids play-set answering the call of the mountains.

Catskills Fall Escape: Sauna|Hot tub|Mountain View

Escape to Le Chalet, your private modern luxury retreat in the heart of the Catskills, just 2.5 hours north of NYC. Located near multiple ski resorts (Windham, Hunter, Bellaeyre), scenic hiking trails, and fishing streams, this stylish designer space features breathtaking Mountain views, Chef's kitchen, and beautifully curated Outdoor spaces, perfect for relaxation. Relax in the cedar barrel sauna with a panoramic window, stargaze in the hot tub, and roast marshmallows by the firepit.

Spacious cabin w/grill, firepit & mountain views

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 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

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!