
Chalet vacation rentals in Woodstock
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Top-rated chalet rentals in Woodstock
Guests agree: these chalets are highly rated for location, cleanliness, and more.

Killington Chalet - Hot Tub, Sauna, Boot Dryer
The Killington Chalet is your ideal vacation rental in the Green Mountains. It's the Right side of a duplex, perfect for families, couples, and groups. Located just off Killington Rd, it offers a secluded retreat near slopes, restaurants, and outdoor activities. Enjoy skiing, boarding, mountain biking, and more. Features include hot tub, sauna, boot dryer, wood stove, fire pit, and a fully equipped kitchen. Fresh linens, towels, and toiletries provided. Book for a memorable stay in every season!

Vermont Chalet
Killington Skiing, Pico Peak, Sugar Bush, Mad River are all within distance. Killington is 14 miles away. Fall folliage is fabulous; kitchen well equipped; very light and lovingly cared for. Spring and summer are just as wonderful. I am walking distance to the White River where there is canoeing, tubing and swimming. Within walking distance is the Gaysville Campgrounds. Here you'll find river access to a fabulous swimming hole in the White River as well as trails to explore or walk your dog.

Mountain view chalet with hot tub & fire pit!
Welcome to the Vermont View Chalet! This spacious, family-friendly property is perfect for year-round enjoyment. With the mountain view as your backdrop, come unplug by the fire pit and unwind in the hot tub. Perfectly situated between Manchester (shopping & dining) and Bromley/Stratton (skiing and entertainment). You're also just 2 minutes away from the Appalachian trail for the best hiking and fall foliage Southern Vermont has to offer. Look no further, you've arrived at your destination.

Falcon House: VT Chalet w/Sauna, Bike to Village
Welcome to Falcon House! A modern VT chalet w/sauna at the edge of a 60 acre forest ā Outdoor Finnish sauna, shower, yoga platform & hiking trails ā 5 min to Woodstock village, 20 min to ski Killington ā Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ā2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ā Chefs kitchen, fireplace, 2 TVs & WiFi ā Brookside deck w/BBQ & dining āFollow Falcon House on Social @falcon_house_vt

Mountain Chalet near a Lake
Enjoy this unique A-Frame Chalet in the coveted Mountain Lakes District of NH just 4 miles outside the White Mountains National Forest. Within 30 minutes to Cannon and Loon Ski Resorts and world famous Franconia Notch State Park, this cozy home gives you all the feels of a mountain lifestyle without giving up any comfort. Sun bathe and barbecue out back on the private decks. Dont foget to relax with a unique nature-surrounded experience in the hot tub! A short walk to a beautiful lake view.

Chalet on a Hill w/ Mountain & Lake View, Hot Tub
A beautiful chalet situated between mountains and Lake St Catherine. Whether on the deck or inside the house, you can enjoy the tranquil and serene view of the mountains and the lakes. At over 3000 sq ft, the house offers multiple gathering areas, including separate living room(s), a sociable kitchen, a pool table, and a bar. A perfect home for a retreat. Located less than 10 mins from Lake St Catherine Park and country club and many hiking and mt-biking options for the active guests.

Serene & Stylet Chaletā¢HOT TUBā¢Skiingā¢Manchester
Hey there, relaxation enthusiasts and adventure seekers alike! Shady Pines Chalet is your spot: a groovy 4-bed/2-bath cabin tucked away in the lush, serene embrace of the Green Mountains! It's just 15mins from Manchester, where you can shop and dine like a pro. Plus, you're in prime adventure territory: hiking, kayaking, & fly-fishing are all on the menu. And if you're a winter warrior, Bromley (25min) and Stratton & Magic Mountains (40min) are ready for your skiing prowess!

Luxe HOT TUB, SAUNA 8ā12 min Stratton & Mount Snow
Welcome to HYGGE HOUSE, a luxurious modern retreat on 4 wooded acres in Stratton. Inspired by the Danish concept of hygge, this home embodies warmth, coziness, and well-being. Unwind year-round in a private HOT TUB, SAUNA, and even a TREEHOUSE for the ultimate mountain getaway. Just minutes from Stratton and Mount Snow resorts, this architectural gem is a haven for relaxation and adventure, with an open floor plan, cozy fireplace, and large windows connecting you to nature.

Hillcrest Manor of Vermont
Big week and month discount! A tranquil retreat tucked in the countryside of Vermont, just 20 min from Dartmouth! Conveniently located minutes from LakeFairlee & LakeMorey. Rejuvenate yourself at this relaxing getaway surrounded by the pristine forests & wildlife of New England. Enjoy breathtaking mountainviews on a spacious deck with your loved ones on a large property with stunning rolling hills. 4 bedrooms, 2 full bathrooms, a basketball/tennis court + foosball.

Highland Haus AFrame Lake Access Vintage 70s Charm
Authentic 1975 A-frame chalet nestled in peaceful Stoddard countryside. This cozy cabin sleeps 5 with two wood stoves and full kitchen. Perfect rural retreat just 2 hours from Boston! Explore nearby hiking trails, swimming spots, and fishing areas. Summer bonus: complimentary canoe access! Highland Haus offers a tranquil escape with vintage charm. Note for winter visitors: Shedd Hill Road requires AWD/4WD due to steep terrain. Your cozy retro hideaway awaits!

Scandinavian design Chalet w/ private hiking trail
This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

Gnome Home Mountain Ski Chalet w/Sauna Killington
Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.
Popular amenities for Woodstock chalet rentals
Family-friendly chalet rentals

Private Mountain Sanctuary | 15 Min to Killington

15 Mins to Killington-Secret Speakeasy-Hot Tub

Private Brook Chalet: Hot Tub - Fire pit - Ski

Chalet-7 min to Ski Stratton-Woodstove-View-Dog OK

Grey Wolf's Den: 5 miles to Mount Snow w/HOT TUB

Okemo Mountain-Newly Renovated w AC, hottub, WiFi

Cozy cabin in the woods- great location

Cozy & Bright Chalet near Mt Snow ā over the moon
Luxury chalet rentals

Fireplace chefs kitchen beautiful spacious home

Ledges Unit: Skyeship Gondola 2 miles w/ HOT TUB

Spacious Chalet W/ Endless Entertainment THE BARN

Indoor Hot Tub Chalet | Firepit Fun Near Mt Snow

Vintage 70s A frame - Big Hot Tub - 7 min from K1

Minutes to Stratton! Large, private home w. sauna

Modern Lux Cabin w/ Mtn Views | Fire Pit

Stunning Hilltop Getaway- Recreational Paradise
Lakefront chalet rentals

Direct Waterfront A-Frame, Close to 3 Ski Areas!

Chalet on Pristine Beebe Lake

Lake Sunapee Get Away

MT Retreat / Killington, Woodstock, Rutland, Okemo

Charming Lakefront House
Quick stats about chalet rentals in Woodstock

Nightly prices starting at
Woodstock vacation rentals start at G$62,565Ā GYD per night before taxes and fees

Verified guest reviews
Over 220 verified reviews to help you choose

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

5 Average rating
Woodstock stays are highly rated by guestsāaveraging 5 out of 5!
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- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Stratton Mountain Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Mount Snow Ski Resort
- Ragged Mountain Resort
- Dartmouth Skiway
- Bromley Mountain Ski Resort
- Hildene, The Lincoln Family Home
- Dorset Field Club
- Hooper Golf Course
- Lucky Bugger Vineyard & Winery
- Whaleback Mountain
- Fox Run Golf Club
- Northeast Slopes Ski Tow
- Autumn Mountain Winery
- Ekwanok Country Club
- Mount Sunapee Resort




