
Chalet holiday rentals in Woodstock
Find and book unique chalets on Airbnb
Top-rated chalet rentals in Woodstock
Guests agree: These chalets are highly rated for location, cleanliness and more.

BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
Welcome to Bear-varia! A Bavarian themed chalet in the heart of Killington. Close to everything with a great location off the access road by the market. Perfect for friends and families with plenty of space to spread out. Inside there's a fireplace, TV with Roku and fast internet. Also, an area for gaming with a second TV with Nintendo, a PacMan arcade game and plenty of board games to make memories and connect. Outside, there is a large yard and outdoor dining, fire pit and frisbee golf!

**Remodeled** Chalet near Beach and Mt. Sunapee
Spacious for 1 large/ 2 small families. Cathedrals on main floor. Entire home renovated, incl. full kitchen & appliances, all new floors, brand new mattresses and pillows, fresh white linens, towels, new paint and more. Lots of light and room to spread out with 2 furnished common areas and a bathroom on each floor. Just a quick walk to the private community beach, or a 6 mile drive to the amenities at Mount Sunapee and Lake Sunapee. Short drive to New London provides grocery and restaurants.

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 ∙ Outdoor Finnish sauna, shower, yoga platform & hiking trails ∙ 5 min to Woodstock village, 20 min to ski Killington ∙ Spotlessly clean, tastefully furnished, well stocked with thoughtful amenities ∙2 bedrooms, 2 full baths. Lofted king master has ensuite +Lower level den w/double futon ∙ Chefs kitchen, fireplace, 2 TVs & WiFi ∙ Brookside deck w/BBQ & dining ∙Follow 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! It’s 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

Mountain view chalet with hot tub & fire pit!
Welcome to the @vermontviewchalet! 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.

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.

Bear Ridge Lodge
Newly built, chalet-style log home featured in both Cabin Living and Log Cabin Homes Magazines. Sweeping mountain and sunset views. Modern, Scandinavian decor. Generous front deck and covered porch for sunbathing, stargazing and outdoor dining in the summer and fall. Soaring stone fireplace makes for a warm, fully-appointed ski lodge in the winter months. 5 minutes from Cannon and 20 minutes from both Loon and Bretton Woods. Miles of National Forest trails out the back door.

Highland Haus | Cozy 70s Aframe | Lake Access
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 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

Mount Snow cabin with Jacuzzi.

Family Chalet Huge Yard Near Bike Hike Swim Golf!

Franconia Getaway Chalet

Snug Chalet - Wi-Fi + Close to Mount Snow

Brook Haven Retreat - Minutes to Mt Snow&Stratton

Cozy cabin in the woods- great location

Shiny Elk Chalet - near Mt Snow w/ cozy fireplace

10 min from Stratton! Log Cabin w/ Beautiful Views
Luxury chalet rentals

Private Mountain Sanctuary | 15 Min to Killington

Green Mountain Chalet: Tranquil Oaisis W/Spa

Ledges Unit: Skyeship Gondola 2 miles w/ HOT TUB

Luxe Hot Tub, 8–12-Min Sauna, Stratton & Mount Snow

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

Minutes to Stratton! Large, private home w. sauna

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

Summer Get-A-Way! Sleeps 8! Game Room & Deck
Lakefront chalet rentals

Lake Sunapee Get Away

MT Retreat / Killington, Woodstock, Rutland, Okemo

Charming Lakefront House

Chalet on Pristine Beebe Lake
Quick stats about chalet rentals in Woodstock

Nightly prices starting at
Woodstock holiday rentals start at $507 NZD per night before taxes and fees

Verified guest reviews
Over 230 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 guests—averaging 5 out of 5!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- Québec City Holiday rentals
- Family-friendly rentals Woodstock
- Hotel rooms Woodstock
- Bed and breakfasts Woodstock
- Apartment rentals Woodstock
- Rentals with pools Woodstock
- House rentals Woodstock
- Rentals with a washing machine and dryer Woodstock
- Cottage rentals Woodstock
- Condo rentals Woodstock
- Rentals with a patio Woodstock
- Waterfront rentals Woodstock
- Rentals with breakfast Woodstock
- Cabin rentals Woodstock
- Villa rentals Woodstock
- Rentals with outdoor seating Woodstock
- Rentals with a fire pit Woodstock
- Rentals with a fireplace Woodstock
- Fitness-friendly rentals Woodstock
- Pet-friendly rentals Woodstock
- Rentals with an EV charger Woodstock
- Rentals with a hot tub Woodstock
- Chalet rentals Windsor County
- Chalet rentals Vermont
- Chalet rentals United States
- Okemo Mountain Resort
- Stratton Mountain
- Squam Lake
- Sugarbush Resort
- Killington Resort
- Pats Peak Ski Area
- Magic Mountain Ski Resort
- Mount Snow Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- Tenney Mountain Resort
- Fort Ticonderoga
- Ragged Mountain Resort
- Hildene, The Lincoln Family Home
- Fox Run Golf Club
- Dartmouth College
- Middlebury College
- Bromley Mountain Ski Resort
- Mount Sunapee Resort
- Squam Lakes Natural Science Center
- Montshire Museum of Science
- Ice Castles
- Emerald Lake State Park
- Stinson Lake





