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Chalet vacation rentals in Woodstock

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Top-rated chalet rentals in Woodstock

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A hallway is visible, featuring warm wooden flooring and a decorative rug. Light enters from a partially open door at the end of the corridor. A small seating area is seen beyond the hallway, creating a cozy and inviting entrance to the open space.

Chalet in Stockbridge

4.84 out of 5 average rating, 159 reviews

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.

Top guest favorite

Open kitchen shelves display white ceramic dishes, wooden serving bowls, and glassware. A rustic wooden tray and a woven basket add texture to the arrangement. Sunlight filters through a nearby window, enhancing the natural colors of the decor.

Chalet in Winhall

4.98 out of 5 average rating, 101 reviews

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.

Top guest favorite

A neatly arranged bathroom sink area features a polished chrome faucet alongside a small potted plant. A woven basket holds eco-friendly toiletries, with neatly rolled white towels displayed beside it, enhancing the clean and inviting environment.

Chalet in Woodstock

4.98 out of 5 average rating, 105 reviews

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

The interior features tall cathedral ceilings with wooden beams and large windows allowing natural light to fill the space. A cozy wood stove provides warmth, while a glimpse of a snowy landscape is visible through the glass doors. Decorative plants add a touch of greenery.

4.93 out of 5 average rating, 209 reviews

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.

A cozy loft area is composed of two twin beds positioned beside each other. Soft lighting from fairy lights enhances the wood-paneled walls. A patterned rug covers the floor, and large glass doors provide access to a balcony with nighttime views.

Chalet in Dover

4.87 out of 5 average rating, 262 reviews

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

The exterior of a Scandinavian-style chalet is showcased, featuring a combination of wooden panels and large, square windows. Surrounding greenery enhances the natural setting, while a small deck with seating can be seen at the entrance. A peaked roof adds architectural interest.

Chalet in Royalton

4.94 out of 5 average rating, 174 reviews

Scandinavian design Chalet w/ private hiking trail

* NEW* Starting mid-June, you can conveniently charge your electric vehicle during your stay 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.

Aerial view of a cozy chalet nestled among trees. The building features a dark exterior and a spacious deck with seating. A vehicle is parked nearby, and a rock pathway leads to the entrance. The surrounding area is lush with greenery.

Chalet in Dover

4.94 out of 5 average rating, 123 reviews

Mountain Chalet mins from Mt Snow Skiing/hiking

Experience nature at this peaceful mountain retreat. World class skiing at Mt Snow is just 14 minutes away. After a day of outdoor activities enjoy a relaxing time in front of the fireplace. This cozy chalet boasts exposed wood beams and wood paneling all throughout the house. You will wake up in the master bedroom with views of the woods. During the off winter months, enjoy your morning coffee on patio with views of the mountain. The kitchen is well equipped with your cooking needs.

A spacious bedroom features warm wooden beams and an inviting atmosphere. Large windows provide views of the surrounding trees while soft light filters through. A comfortable bed is adorned with a cozy blanket, and minimalistic decor enhances the tranquil setting.

Chalet in Franconia

4.95 out of 5 average rating, 301 reviews

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.

Chalet in Dover

4.97 out of 5 average rating, 118 reviews

Mountain Chalet: Private Brook - Hot Tub - Firepit

The Brook House Vermont is set back in the trees and unbelievably cozy. It's a place to reconnect while listening to the brook. To enjoy big meals, conversations, and games by the fireplace. To bask in the sun or do yoga on the deck, or gaze into dark, starry skies from the hot tub and fire pit at night. There's skiing mins away at Mount Snow, swimming at Harriman Reservoir, as well as hiking, golf, mountain biking, antiquing, breweries, and some of the best food VT has to offer.

A serene waterfront scene is captured, showcasing calm, reflective waters framed by lush greenery. A cozy seating area with striped cushions is positioned nearby, inviting relaxation. In the distance, a family enjoys time on the water while the sun filters through the trees.

Chalet in Antrim

4.93 out of 5 average rating, 104 reviews

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

My year-round A-Frame cabin is 30 min to Mount Sunapee, 20 min to Crotched, and 15 min to Pat's Peak! It’s on a small 32-acre pond in New Hampshire. It is truly heaven on earth. There is over 100 feet of direct waterfront. There is a 6 foot main dock, and a small fishing dock off to the side. The fishing on our pond gets rave reviews! Most people catch and release, but please follow NH fishing laws: 16+ needs a license. The property sits on 1/3 of an acre, on a sloped hill.

A rustic treehouse is elevated among the trees, featuring an open deck and enclosed area. Surrounded by lush greenery, the structure offers a serene retreat in the forest, inviting guests to immerse themselves in nature.

Chalet in Stratton

4.96 out of 5 average rating, 138 reviews

Luxe HOT TUB, SAUNA 8–12 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.

A loft bedroom within an A-frame structure displays a spacious bed with a white comforter and decorative pillows. A patterned rug is placed beneath the bed, and large windows frame scenic views. Soft, natural light filters through the space, enhancing the cozy atmosphere.

Chalet in Stoddard

4.95 out of 5 average rating, 264 reviews

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!

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Popular amenities for Woodstock chalet rentals

Free parking on premises

Air conditioning

Family-friendly chalet rentals

The chalet features a wooden exterior with a green roof, set amid snow-covered ground. A large deck with wooden railings extends from the front, offering space for outdoor seating. A gentle sloping staircase leads to the entrance, framed by evergreen trees.

Chalet in Mount Holly

4.97 out of 5 average rating, 152 reviews

Charming Summit View Chalet near Okemo and Lakes

A spacious living area features vaulted wooden ceilings with exposed beams, allowing natural light to fill the room. Comfortable couches are arranged around a central coffee table, with a large television set against the wall. Light-colored curtains frame the windows, enhancing the inviting ambiance.

Chalet in Killington

4.84 out of 5 average rating, 251 reviews

Killington Chalet - Hot Tub, Sauna, Boot Dryer

A spacious living area is showcased, featuring a red sectional sofa positioned around a round coffee table. Natural wood beams cross the ceiling, complementing the stone fireplace. Two modern chairs are arranged nearby, with a decorative plant on a side table, enhancing the welcoming ambiance.

Chalet in Waitsfield

4.96 out of 5 average rating, 141 reviews

Warm Luxury Mid-Century Modern Chalet

A contemporary ski house is featured, set against a snowy landscape. The structure showcases large glass windows and a spacious deck, elevated on stilts. Surrounding trees and a light dusting of snow enhance the serene atmosphere of the property, inviting a cozy retreat.

Chalet in Ludlow

4.95 out of 5 average rating, 129 reviews

Okemo Ski Chalet with Hot Tub

Top guest favorite

The spacious A-frame home is set against a backdrop of vibrant trees and lush greenery. A well-manicured hill leads to the house, which features large windows allowing natural light to fill the interior. The bright blue sky complements the tranquil outdoor scenery.

Chalet in Dover

4.97 out of 5 average rating, 113 reviews

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

The charming chalet is framed by lush greenery, showcasing a blend of stone and wood exterior. Bright windows with shutters open to a spacious yard, while a deck leads to the entrance. Seasonal decorations add a welcoming touch to the garden area.

Chalet in Dover

4.92 out of 5 average rating, 306 reviews

A charming VT chalet

A spacious living area is highlighted by large windows that bring in natural light and views of the greenery outside. Wooden beams adorn the ceiling, and a cozy sofa faces a coffee table, with a dining table and chairs nearby.

4.85 out of 5 average rating, 89 reviews

Bromley Aframe - King Master Bed, Wood Fireplace

The exterior of the upper unit duplex is surrounded by snow, showcasing a wooden deck with a railing and steps leading to the entrance. A prominent stone chimney rises from the roof, and large windows provide a view of the surrounding forest.

Chalet in Stockbridge

4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

Luxury chalet rentals

A pathway of wooden steps leads up to a charming house surrounded by lush greenery. The house features a spacious deck with a gentle curve, inviting outdoor relaxation. A gravel area provides ample parking space, blending seamlessly with the natural landscape.

Chalet in Killington

4.9 out of 5 average rating, 162 reviews

Kingsbrook: Chalet w Sauna, Hot Tub, AC!

A well-lit living room features a spacious sectional sofa facing a fieldstone fireplace. A wooden coffee table sits centrally, and a Samsung flat-screen TV is mounted above the fireplace. Large windows provide natural light and views of the surrounding greenery, enhancing the serene setting.

Chalet in Killington

4.96 out of 5 average rating, 109 reviews

4BR/3BA ★ hot tub, sauna, billiards, A/C, & grill!

A spacious dining area features a large wooden table surrounded by modern black chairs. Vivid natural light streams in from multiple tall windows, highlighting the warm wooden walls and ceiling. Lush green plants hang from an overhead light fixture, adding a touch of nature.

Chalet in Fayston

4.97 out of 5 average rating, 166 reviews

4BR Mad River Valley Chalet w/ View, Close to All

Chalet in Warren

4.79 out of 5 average rating, 48 reviews

Chalet In The Clouds: Your Pure Vermont Escape

Top guest favorite

Chalet in Killington

4.99 out of 5 average rating, 70 reviews

The Overlook - AC | Hot Tub | View | Fires | Games

Top guest favorite

A wooden deck is featured, showcasing a pair of woven chairs and a small table. The natural surroundings are visible through large windows and greenery creates a serene backdrop. The structure exudes a rustic charm, inviting relaxation in the fresh air.

Chalet in Stockbridge

4.94 out of 5 average rating, 48 reviews

BENT TREE Vermont, Mtn Chalet 25 min to Killington

Top guest favorite

Chalet in Killington

5 out of 5 average rating, 71 reviews

BearHaus Central AC, HUGE Hot Tub, Awesome FirePit

Top guest favorite

A comfortable living area is featured, showcasing a cozy sectional sofa adorned with decorative pillows. A round coffee table sits in front, and a large television is mounted above a stone fireplace. Floor-to-ceiling windows offer views of the outdoor landscape.

Chalet in Littleton

5 out of 5 average rating, 54 reviews

Chalet with sunset mountain views

Lakefront chalet rentals

The exterior of the lakefront home features a large deck with multiple seating areas including red Adirondack chairs. The architecture is a distinctive A-frame design with large windows, allowing natural light to fill the interior. Surrounding greenery enhances the serene environment.

Chalet in Sunapee

4.94 out of 5 average rating, 81 reviews

Lake Sunapee Get Away

Top guest favorite

Private room in Bridgewater

4.99 out of 5 average rating, 172 reviews

MT Retreat / Killington, Woodstock, Rutland, Okemo

A wooden dock extends into the calm waters of Lake Rescue, reflecting surrounding trees and distant hills. The serene landscape is framed by greenery, with a clear blue sky overhead. A boat is visible at the edge of the image, alongside a boathouse.

Chalet in Ludlow

4.76 out of 5 average rating, 128 reviews

Charming Lakefront House

A serene lakeside scene showcases a wooden dock extending into clear waters, with several boats anchored nearby. A shaded umbrella rests over a small table, offering a cozy spot for relaxation. Lush green trees line the opposite shore, enhancing the natural setting.

Chalet in Hubbardton

4.94 out of 5 average rating, 96 reviews

Chalet on Pristine Beebe Lake

Destinations to explore