
Chalet vacation rentals in Greene County
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Top-rated chalet rentals in Greene County
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Windham Immaculate Ski Chalet Secluded Fire Pit
Super immaculate, upscale, classic ski chalet nestled on 1 private wooded acre. Close to Windham Mountain, & a short scenic drive to Hunter mountain. Features 3 bedrooms & 2 full baths & comfortably sleeps 4 adults and 4 children. Den & 2 bedrooms downstairs, complete with down comforters. 1 bedroom with a queen size bed, 1 with 2 bunk beds, sleeps 4, & full bath downstairs. Master bedroom upstairs. It has cathedral ceilings, large windows, fireplace mountain views in fall & winter. NO PETS!

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*

Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
Plan your all-seasons escape to this beautiful, luxury chalet with direct views of Windham Mt., just a 5 minute drive to the slopes. Situated at the end of a private road on 3+ acres, enjoy this mountain getaway's hot tub, oversized deck, pond, firepit, huge game room, and other modern 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!

Hunter Pines
Located in a secluded woodland, surrounded by state lands. This Chalet style house, is near Hunter & Windham Ski Mtns., and close to Colgate Lake. Enjoy a nice campfire or star gazing on 6 private acres our home is fully stocked to meet all your needs. New Keurig coffee machine for those coffee lovers. Cable TV & WIFI with a cosy fireplace, sledding on property, we have sleds, lots of games, ping pong/pool table, classic record collection and so much more, so far only 5 star reviews.

Unique BellEayre River retreat
#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

Modern Log Chalet w/ Incredible Views Near Windham
Ski at Windham Mountain Club and stay with us just 7 miles away at this modern 3-bedroom/4-bed/2-bath modern log chalet perched high along the northernmost edge of Mt. Pisgah offering panoramic views and 22 acres of seclusion completely surrounded by nature. Located close to hiking trails, rivers, lakes, reservoirs, breweries and wineries as well as Hunter (17 mi), Catskill (26 mi) and Hudson (30 mi), this is the ideal location from which to explore the best of the Catskills.

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 Ski Chalet w/Spa
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 trails and waterfalls in the Catskills, we dare you not to fall in love! 😻

Cozy Hunter Chalet 2 Min From Mountain
Relax with family and friends at this peaceful 3 bedroom, 2 bath chalet only minutes from the Mountain, this vacation rental is located on a very quiet cul-de-sac that sits across the street from a picturesque lake and pristine mountains. Whether you are a skier, biker, hiker or just want to get away this is the perfect week long or weekend getaway to enjoy some fresh air and relaxation. See video on YouTube - Search 'Hunter Chalet Walk-Through’
Popular amenities for Greene County chalet rentals
Family-friendly chalet rentals

Romantic Chalet~ Hot Tub ~ Near Hunter Mountain

Cozy Catskill Home Near Windham and Hunter

Ski Chalet Hunter Mtn | 1 Mi to Lifts|Hot Tub|Pets

Serenity Estate with Pool, Cottage & Hot Tub

Skiing Close By! Firepit & Game Room

Mountain Views-Game Room-Hot Tub-5 minutes to town

Ski Hunter MTN - Walk to MTN. New 2026 Rates

Hummingbird House
Luxury chalet rentals

Blue Spruce Chalet — Hot Tub, Pet Friendly

Daydream Mountain Art-Chateau | Hot Tub & Pool

Hilltop Family Escape + hot tub, 4 min to slopes

5BR Catskills Retreat • Ski Close • Hot Tub

Secluded Catskills Designer Lodge - Windham/Hunter

Ski Chalet|Star Dome|View|Sauna|Firepit|HotTub

Charming & Private Catskill Chalet

<5 Mins Ski Hunter | Apré, Hot Tub, Sauna, Sunsets
Lakefront chalet rentals

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

Waterfront Lake Home, close to Hunter & Windham

Large & Sunny Lakefront Home-kayaks/fire pit/games

Catskills Lakehouse| Windham|Ski, Hottub, Firepit

Brand New Lakefront Retreat! Kayaks/Firepit/Games

New Lux 7bdm on lake w/hot tub - fire pit - arcade

Lakefront Chalet-Spacious| Hunter, Windham 45 mins
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Jiminy Peak Mountain Resort
- Minnewaska State Park Preserve
- Windham Mountain
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Zoom Flume
- Plattekill Mountain
- Bousquet Mountain Ski Area
- New York State Museum
- The Egg
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village
- Benmarl Winery
- Rensselaer Polytechnic Institute
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