Chalet holiday rentals in Greene County

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!

Location! Mid-century A-frame 12 min walk to lifts

A one minute drive to Hunter Mountain base lodge or a 12 minute walk! Situated on a quiet dead end street and only 1/4 mile from where the lifts are. There are no homes on the opposite side of the street creating an open view to the river valley. You can often hear the river running. It functions like a 2-family house because it has a lower unit in the basement. There are two bedrooms plus a loft area with a convertible couch. We have kept many of the original mid-century features intact.

Catskill Chalet: Hot Tub, Fire Pit, Cozy, Private

**Steep driveway-highly suggest SUV** Step into the comfort of this stylish 3BR, 2.5 bath chalet, 2 hours from NYC. Nestled in tranquility, offering a perfect escape from the everyday hustle and bustle. It promises a secluded retreat with a rich amenity list, immersed in the dreamy natural ambiance, close to the town of Catskill, NY. ✔ 3 Comfy BRs ✔ Fully Equipped Kitchen ✔ Pool Table ✔ Front Deck (Electric BBQ) ✔ Hot Tub ✔ Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking See more below!

Never Lonesome Hunter: Smart 4bd Getaway near Mtn

Everything you need for a great stay in Hunter: 1mi from skiing and close to many hikes, 4 bd 2 ba, large renovated kitchen, dining room for 8, firepit, grill, puzzles, Roku and karaoke mics! Four longtime friends bought this lovely house to enjoy together and share with guests. We call our home “Never Lonesome,” after a song we love, by Connie Converse: *In between two tall mountains There’s a place they call Lonesome Don’t see why they call it Lonesome I’m never lonesome when I go there*

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.

Windham Immaculate Ski Chalet w / Awesome Fire Pit

Ultra Clean, Modern Chalet, Close to Windham Mountain, & a short scenic drive to Hunter mountain: An upscale, classic ski chalet: 4 bdrms and 2 full baths. Sleeps 8 Den & 3 bedrooms downstairs, complete with down comforters. 1 bedroom with a full size bed, 1 with 2 twin beds, 1 with 2 bunk beds & a full bath downstairs. Master bedroom is upstairs, with alcove area that would be great for a crib. Cathedral ceilings, large windows with mountain views fall & winter. NO PETS ALLOWED

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.

Original A-Frame/sauna/quiet oasis

This chalet A-Frame was the first of it's kind built by the original owners of Hunter Mountain Ski bowl! It is a mere 500 steps to the front steps of their legendary lodge. The Chalet is perfectly preserved and in a magnificent location to experience all that Hunter and it's iconic ski hill have to offer. At the end your days adventures come home to a blue stone fire pit and make smores under the Catskill stars! The infrared sauna will melt away any stress!

Catskill Chalet: Hunter Mtn Oct Fest Hideaway

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 trials and waterfalls in the Catskills, we dare you not to fall in love! 😻