
Chalet vacation rentals in Woodstock
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Top-rated chalet rentals in Woodstock
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Designer Chalet with Sauna|Hot tub|Mountain View
Recognized as one of the Catskills’ most exclusive retreats, @lechaletcatskills is a modern-luxury escape where mountain serenity meets refined design. Set on 10 private acres near Hunter, Windham & Belleayre, this designer chalet invites you to unwind in style -think panoramic views, cedar sauna, hot tub under the stars & firepit for marshmallow nights. With a chef’s kitchen, curated interiors & nature all around, Le Chalet is the Catskills getaway your friends and family will be talking about.

Catskills Aframe, Water View, Goat Sanctuary
This charming Aframe is tucked into the Catskill mountains, with spectacular seasonal views of the Rondout Reservoir. This house has a cozy feel with rustic charm and is the perfect getaway for those wishing to escape to nature. Outdoor enthusiasts will enjoy numerous local hiking trails and we're just 25 minutes from popular areas such as Mohonk Preserve, Sams Point, Minnewaska. A goat sanctuary, animal lovers can visit with our over 30 rescue goats, chickens, dogs and of course, local wildlife

Spacious A-Frame Getaway near Hiking and Wineries
Escape to our A-frame in the heart of the Shawangunks, nestled within the picturesque Hudson Valley. Just 1.5-2 hours from NYC, our spacious and serene home is perfect for a peaceful retreat, outdoor adventures, and exploring local wineries. Nearby attractions include Lake Minnewaska Park, Mohonk Preserve, Sam’s Point, the Shawangunk Wine Trail, Ellenville and Blue Cliff Monastery. The location also provides convenient access to explore many of the Hudson Valley and Catskill towns and villages.

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!

Gorgeous Mountain Views, 4 Acre Retreat, Hot Tub
Nestled on 4 acres in the Catskill Forest, the Cranberry House has incredible views with private access to Beaver Kill stream. This unique wooden chalet has a fireplace (wood incl.), 4 bedrooms, 2 bathrooms, beamed & vaulted ceiling, and incredible entertaining spaces with 4K TVs and games. Outdoors there is a fire pit, BBQ, large deck, bluestone patio. Views out every door! A 6 person Hot Tub Spa is magical in winter and summer! We've put heart and soul into our home and hope you enjoy it.

Modern Mountain Chalet on 15 Acre Catskills Estate
This secluded "Frank Lloyd Wright" inspired home can be your own private mountain retreat and perfect haven for an escape from the city. Designed like a luxurious treehouse, the multi layers of porches and decks makes one feel as if they are sleeping in the clouds. The home offers rest and relaxation with the therapeutic effects of nature right at your doorstep and as a breathtaking backdrop. You'll be inspired by the beauty and peacefulness that awaits you from every corner of the home!

Catskill Chalet - A Relaxing Mountain Retreat
Enjoy the scenic Catskill Mountains in this Bavarian-style chalet situated on half an acre with valley views. Composed of modern luxuries and comforts, The Alpine Chalet is the perfect getaway for anyone looking to explore the Catskills. Only 6 mins to Full Moon Resort, 10 mins to Belleayre Ski Mountain, and 15 mins to Phoenicia/30 mins to Woodstock, an abundance of hiking trails, ski resorts, and charming towns await you! Follow us on Insta! @Alpine.Chalet STR License #2022-STR-AO-005

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.

Exquisite Chalet by Ashokan water, with generator
Recently renovated 3 bedrooms, 2 baths chalet for 6, one mile from stunning Ashokan reservoir views, on private lane but in the heart of Catskills, 10 min from Woodstock, Kingston and exit 19 off hwy 87, with fireplace, wraparound deck, deer-proof yard, firepit, barbecue, veggie garden. Ideal for couples, families, friends. Minutes to ski, ice climbing, iceskating, swimming, hiking, rock climbing, tubing, fishing, scenic walks, biking trails, food markets & excellent restaurants.

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.

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! 😻

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
Popular amenities for Woodstock chalet rentals
Family-friendly chalet rentals

Windham Immaculate Ski Chalet w / Awesome Fire Pit

Modern Chalet with Hot Tub and Lake Access

Catskills Chalet w/ Hot Tub | Near Ski Resorts

Serene & Bright: Minnewaska Mtn Views ~ Deck ~BBQ

Beautiful Windham Ski/Summer House

Gorgeous Chalet with Mountain Views near Major Ski Resorts

Welcome to the Shangri-La Chalet!

Modern Chalet w/Outdoor TV & Covered HOT TUB+POOL
Luxury chalet rentals

Daydream Mountain Art-Chateau | Hot Tub & Pool

Catskills 5BR • Near Windham/Hunter • Deck+Firepit

Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Enchanting Upstate Cabin w Pool, Firepit

Thorne Hollow - Mountain Ski Getaway with HotTub

Secluded Woodstock Retreat with Pool and Sauna

Charming & Private Catskill Chalet
Lakefront chalet rentals

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

Waterfront Lake Home, close to Hunter & Windham

Eagles' retreat

Brand New Lakefront Retreat! Kayaks/Firepit/Games

Serenity at Lake Joseph | Lakefront•Hot Tub•Ski

Lakefront Chalet-Spacious | Dock-Kayaks |Guest Fav
Quick stats about chalet rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at R4,625 ZAR per night before taxes and fees

Verified guest reviews
Over 360 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Woodstock rentals

4.9 Average rating
Woodstock stays are highly rated by guests—averaging 4.9 out of 5!
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Hudson Highlands State Park
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Catamount Mountain Ski Resort
- Walkway Over the Hudson State Historic Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Plattekill Mountain
- Hunter Mountain Resort
- Beartown State Forest
- Butternut Ski Area and Tubing Center
- Mohawk Mountain Ski Area
- Opus 40




