Chalet vacation rentals in Winhall

4.99 out of 5 average rating, 167 reviews

A serene stream flows over smooth stones, creating a gentle waterfall. Surrounded by lush greenery, the clear water reflects the surrounding trees and rocks, inviting a sense of tranquility and connection to nature.

Chalet in Stratton

Family Chalet W/AC Near Hikes/Biking/Swimming/Golf

Cozy chalet awaits your stay. This home sits on just under 4 acres. Sit back and enjoy the heated sunroom and stare out at the woods that surround you. You may be lucky enough to spot one of the moose or bear that visit the property. Kitchen remodeled June 2023! Open floor plan w/wood burning fireplace. Main bedroom has Qn bed & twin bunks. Finished basement with new Qn size bed and twin bunk above. Kid friendly home! Mins to Stratton Mtn & Mt Snow for skiing & golf! Free Disc golf on property!

Superhost

An inviting game room features wooden walls and warm lights. Classic arcade games stand in a row, complemented by a foosball table nearby. A set of four bar stools provides seating along the counter. A staircase leads to the upper floors, enhancing the communal atmosphere.

Chalet in Winchester

4.86 out of 5 average rating, 126 reviews

Chalet Sonsie: A Sweetwater Stay

Chalet Sonsie is a freshly-renovated waterfront getaway, where you can enjoy breathtaking views of Forest Lake year-round, from every room and all 3 levels of decks! Whether you're traveling with the kids, friends, or just looking for a quiet fishing retreat, there's something here for everyone. This cozy 2-bedroom home features 2 full kitchens, 1.5 baths, expansive fireplace and TV, plus a game room complete with foosball and mini-arcade! Book today, or check out other Sweetwater Stays! -Patti

4.88 out of 5 average rating, 106 reviews

Chalet in Winhall

Vermont Chalet w/ Indoor Hot Tub 10Min to Stratton

Situated at the edge of protected forest land,this stay is a match for those who are seeking privacy to get away from the chaos of urban life and to decompress.How ? Enjoy the private and heated pool(until Sep15) during the day,and hang out by the outdoor fire pit when the sun is setting,and finish your evening off at the enclosed and brand new sea-salt hot tub!You will smell changes in the air as you drive through the trees,and you will hear the birds instead of the sirens when you are here.

4.98 out of 5 average rating, 105 reviews

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

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

4.98 out of 5 average rating, 101 reviews

A spacious chalet is nestled among colorful autumn foliage, showcasing a large yard. Outdoor seating is arranged near a fire pit, while multiple decks extend from the home, providing inviting spaces to enjoy the natural surroundings.

Chalet in Winhall

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.

4.94 out of 5 average rating, 114 reviews

Snow-covered trees frame a distant view of Stratton Mountain, showcasing ski trails etched into its slope. The sky is filled with soft clouds, while the mountain's summit rises against the serene winter landscape.

Chalet in Londonderry

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 ½ mile from Gale Meadows Pond for hiking and water activities in the summer. If you’re looking for the ultimate Vermont experience, you’ve found your spot!

4.92 out of 5 average rating, 306 reviews

A charming VT chalet

Charming chalet nestled in the Mt Snow valley. Relax to the sound of a babbling brook in the back yard while you hang around a stone fire pit! Unwind in the quiet serenity of this country home complete with fully equipped kitchen with a newly installed gas fireplace , a comfy open living room with flat screen cable tv & DVD player Roko & High speed Internet . We have a lock box located on the post near the front entrance. combo provided upon arrival . Washer & dryer located on first level.

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.

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

4.82 out of 5 average rating, 171 reviews

A unique living area features a sectional sofa in earthy tones, arranged around a wooden coffee table. Large, custom windows display a backdrop of lush trees, allowing natural light to illuminate the space. A potted plant adds a touch of greenery to the room.

Chalet in Jamaica

Artists Chalet minutes from Stratton Ski Resort

One of a kind, brand new, hand built by owners in the heart of the Green Mountains. House boasts spacious high ceilings, built with wood from the property and custom windows that reflect the true intention of the h’om’e. Beautiful pikes falls less than one mile down the road. Minutes to Stratton Mountain and Jamaica State Park. Partial mountain view’s! During the winter season, all wheel drive or 4WD is recommended. Pets are welcome on a case by case basis and may be subject to a Pet Fee.

A cozy chalet nestled among lush green trees showcases a blue exterior. The cabin features a deck that extends from the front, blending harmoniously with the surrounding forest. Natural greenery envelops the property, emphasizing its secluded location in the mountains.

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.

4.96 out of 5 average rating, 138 reviews

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

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 spacious wrap-around cedar deck is surrounded by lush greenery, featuring several wooden chairs arranged for relaxation. The wooden flooring is smooth and natural, while the railing includes a modern wire design, enhancing the view of the forested surroundings.