
Chalet vacation rentals in Woodstock
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Nightly prices starting at
Woodstock vacation rentals start at ๏บฉ.๏บย 1,102 per night before taxes and fees

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

5 Average rating
Woodstock stays are highly rated by guestsโaveraging 5 out of 5!
Top-rated chalet rentals in Woodstock
Guests agree: these chalets are highly rated for location, cleanliness, and more.

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.

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 โ Outdoor Finnish sauna, shower, yoga platform & hiking trails โ 5 min to Woodstock village, 20 min to ski Killington โ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities โ2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon โ Chefs kitchen, fireplace, 2 TVs & WiFi โ Brookside deck w/BBQ & dining โFollow Falcon House on Social @falcon_house_vt

Direct Waterfront A-Frame, Close to 3 Ski Areas!
My direct waterfront, year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! Itโs located on a small 32-acre pond near Franklin Pierce Lake with over 100 feet of waterfront. There is a 6 foot main dock to load kayaks, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! The property sits on 1/3 of an acre, on a sloped hill. It's located between Keene and Concord, and nearby many great hiking and snowmobile trails

10 min from Stratton! Log Cabin w/ Beautiful Views
Spectacular views of Stratton Mountain! This cozy log cabin is set on 10 acres of land offering a quiet year round Vermont getaway. The home offers 3 bedrooms (all with mountain views), 2 baths and comfortably sleeps 7. Located 10-15 minutes from skiing (Stratton, Bromley and Magic), 25 minutes from shopping and dining in Manchester, and ยฝ mile from Gale Meadows Pond for hiking and water activities in the summer. If youโre looking for the ultimate Vermont experience, youโve found your spot!

The Mountain A-Frame at Mount Snow
Entire chalet-style A-Frame in Mount Snow with mountain views. Less than 1 mile from the base of Mount Snow and close to all the fun in the Green Mountains: AT access, swimming holes, covered bridges and more! Across the street you can hop on the Moover shuttle that takes you right to the mountain! 2 minute walk to market, coffee shop and local bar. 2 bedrooms + 1 loft, 1 bath, wrap around deck, cooking necessities, Smart TV and WiFi. You can find us on social (tag us!) @themountainaframe

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.

Warm Luxury Mid-Century Modern Chalet
Woodward Haus is a stylish MCM retreat with wood, glass, & stone design. Perfect for remote work, a romantic weekend, a multifamily gathering, a girls' weekend, or retreat. MRV offers all season fun: farmer's market, swimholes, farms, hiking, road & mtn bike, golf, climbing, tubes on the river and lake, can't be beat. The house is nestled in the woods w/ beautiful views mountains. The area's food & breweries, including Lawsons are phenomenal. 1 min to MRG & 14 min to Sugarbush. Exp Wifi

Designer Chalet w/ Mountain Views close to it all
A perfect little getaway. This stylish 3 bedroom/2 bath chalet is surrounded by endless outdoor activities. Swimming, hiking, biking, visiting the local waterfalls, golf courses, or rent an ATV from local outfit. This beautiful home is perfect for 6-8 people. Situated on 2.5 acres, this private setting with mountain views, has everything you need to feel at home. Multiple restaurants, cafes, markets for food, beer & wine less than a 5 min drive as well to sporting stores for supplies.

The Overlook - Views | Hot Tub | Fire Pits | Games
Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. ๐๏ธ Mountain View ๐ Large decks and balcony ๐๏ธ Hot tub โฝ๏ธ Game room ๐ Propane grill ๐ณ Fully stocked kitchen ๐ชต Fire pit ๐ฅ Fire table โก๏ธLevel 2 EV Charger

Scandinavian design Chalet hiking trail + hot tub
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.

Large Chalet; Sauna, Hot Tub; Walk to Trail
Short walk (200 yds) to Homestretch ski trail at Killington ski mountain. Trail is weather dependent, from late Dec to mid-March. If the nearby trail is not open, it will not be available. Close to hiking/biking trails, golf, nightlife, rivers and lakes. Large open living space and lots of sleeping space makes our home comfortable for large groups. Driveway holds up to 5 cars. Enjoy relaxing in the hot tub, sauna or spending time by the fire.
Popular amenities for Woodstock chalet rentals
Family-friendly chalet rentals

"Swiss Charm"- A Beautiful Riverfront Chalet

Brook House: Hot Tub, Fire Pit, Ping Pong, Mt Snow

**Remodeled** Chalet near Beach and Mt. Sunapee

Snug Chalet - Wi-Fi + Close to Mount Snow

Mount Sunapee Chalet

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Cozy & Bright Chalet near Mt Snow โ over the moon

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace
Luxury chalet rentals

Private Mountain Sanctuary | 15 Min to Killington

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

Cozy VT Getaway w/ Hot Tub - 10 min to Killington

Close to Killington-Loaded with Amenities-Hot Tub

HYGGE HOUSE Luxe HotTub, Sauna, Summer/Fall Leaves

Minutes to Stratton! Large, private home w. sauna

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

Maple Pine w/Hot Tub Pool Table 3min to Mount Snow
Lakefront chalet rentals

Lake Sunapee Get Away

MT Retreat / Killington, Woodstock, Rutland, Okemo

Charming Lakefront House

Chalet on Pristine Beebe Lake
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- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Dartmouth College
- Tenney Mountain Resort
- Ragged Mountain Resort
- Fort Ticonderoga
- Killington Resort
- Hildene, The Lincoln Family Home
- Middlebury College
- Fox Run Golf Club
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Montshire Museum of Science
- Squam Lakes Natural Science Center
- Emerald Lake State Park
- Stinson Lake
- Ice Castles
- Camp Plymouth State Park





