Chalet vacation rentals in Winhall

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Top-rated chalet rentals in Winhall

Guests agree: these chalets are highly rated for location, cleanliness, and more.

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Guest favorite

A bright living area features large windows that fill the space with natural light. A comfortable sectional sofa sits atop a woven rug, complemented by two contemporary chairs. A dining table is positioned nearby, while a staircase with a teal railing leads to the upper level.

Chalet in Wilmington

4.96 out of 5 average rating, 109 reviews

Snug Chalet - Wi-Fi + Close to Mount Snow

This stylish 1971 chalet is a country retreat with modern comforts for you and your family... complete with strong WiFi and a fenced-in dog yard! The minimal cabin is tucked in the trees and set up for families and friends, pet & kid-friendly. 10-15 Minutes to Mount Snow 10-15 Minutes to Downtown Wilmington This is a country house, not a boutique hotel :) If booking during winter or spring months, we HIGHLY recommend a 4wd vehicle as the weather can cause some tough road conditions (snow/mud).

Top guest favorite

The chalet features a striking A-frame design with two-story stone columns supporting a spacious deck. Soft lighting accentuates the exterior, while lush greenery surrounds the base. The entryway displays a welcoming atmosphere with a bench and lantern illuminating the path.

Chalet in Wells

4.9 out of 5 average rating, 143 reviews

Views! Entire Chalet, FAST Wi-Fi, All 18 Acres

We Welcome events fam. reunions, weddings and film studios! Ski most resorts within an hour! You will enjoy the entire 3600 sq ft home+18 acres with an awesome view! True Chalet sleeps 12 and it’s perfect for retreats, family reunions, getaways. AC+radiant heat, Artisan fireplace, oven, Induction cooktop, stocked kitchen, ROKU HDTV fast Wi-Fi. For bed and bath, we supply the linens and bath towels. An optional separate 350 sq. ft. private studio office, 5-star by work-from-homers, is available

Guest favorite

The chalet is nestled within a snowy woodland, framed by tall evergreen trees. A snow-covered driveway leads up to the home, showcasing its rustic charm and green roof. The entrance and deck are partially visible, inviting guests to explore the surrounding nature.

Chalet in Mount Holly

4.97 out of 5 average rating, 151 reviews

Charming Summit View Chalet near Okemo and Lakes

Welcome to Mount Holly! Our chalet is a 3-level, 3-bedroom, 2-full bathroom home slightly northwest of Okemo. A bright, comfortable home with large deck & mountain views. 4 miles to skiing and lakes! 2 Queen beds & a bunk w/full & twin bed - sleeps 7 people max. Large laundry room with full size washer/dryer. Full kitchen. Sits on private, 1-acre wooded lot in quiet wooded neighborhood. Short drive to restaurants, hikes, lakes, cheese shop & local farm. Local helpers in the neighborhood.

Superhost

A stone patio area is viewed in front of a cabin, featuring two red Adirondack chairs positioned around a small table. The cabin's back door has a large window framed in red, allowing light to enter. Surrounding trees provide a natural backdrop.

Chalet in Wilmington

4.79 out of 5 average rating, 188 reviews

Vermont Cabin

Looking for a quick getaway to take in the culture of southern Vermont? Check out this cozy rustic cabin in the woods that comfortably sleeps 2 and is centrally located between skiing, hiking, golfing, camping and unique dining and shops. The cabin is 5 miles from Mount Snow and 5 miles from historic downtown Wilmington, nestled on a quiet private road, but also located just a short walk from the free Moover public transportation Route 7 East Dover Road Stop. Free parking for three vehicles.

Guest favorite

A spacious deck is showcased with several outdoor chairs arranged to overlook a lush landscape. The surrounding trees and rolling hills create a serene backdrop, with partially cloudy skies above, inviting relaxation and enjoyment of the natural setting.

Chalet in Wilmington

4.95 out of 5 average rating, 147 reviews

Mountain View Retreat: 5 Mi to MT Snow, Hot Tub

Come escape to Wilmington, Vermont. Stunning views of Mt. Snow, a small stream, and a large hot tub on 12 secluded acres. Only 10 minutes to Mount Snow and 30 minutes to Stratton our home is the perfect getaway for your VT adventure with all of your family and friends. Come ski, snowboard, snowmobile, hike, kayak, mountain bike, swim, or fish just minutes away! After your long day exploring come relax in the hot tub, by the fire, in the game room, or just out on our deck taking in the sunset!

Guest favorite

Chalet in Dover

4.92 out of 5 average rating, 302 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.

Superhost

The chalet-style A-Frame is surrounded by colorful autumn foliage, showcasing a wrap-around deck and an inviting front porch. Comfortable outdoor seating includes a swing and chairs, with large windows allowing ample light into the interior space.

Chalet in Dover

4.86 out of 5 average rating, 256 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

Guest favorite

A vibrant yellow house sits among tall, slender trees blanketed in snow. The structure features a covered porch and large windows, framed by forested surroundings. A gentle slope leads to the home, evoking a serene winter landscape with glimpses of distant mountains.

Chalet in Jamaica

4.82 out of 5 average rating, 171 reviews

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.

Top guest favorite

The exterior of the A-frame is showcased, featuring a triangular roof and three distinct yellow doors. The porch offers a space to relax, while a stacked bundle of firewood is neatly arranged below, surrounded by lush green foliage and the natural beauty of the forest.

Chalet in Jamaica

4.98 out of 5 average rating, 258 reviews

Vermont Chalet

Escape to our cozy A-frame on 3 private acres in Southern Vermont for a peaceful, secluded retreat. Relax to the soothing sounds of the river across the street while unwinding on the covered, enclosed porch. Enjoy a fully stocked kitchen, updated bathroom, strong WiFi, video games and books by a warm wood stove. Explore local towns, hiking, or wander through our tranquil forest. With an EV charger, local artisan soaps, and warm woodstove, this is the perfect spot for a serene getaway.

Guest favorite

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.

Chalet in Dover

4.94 out of 5 average rating, 120 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.

Top guest favorite

The charming A-frame house is surrounded by snow-covered ground and features a wrap-around deck. Large windows on the upper level allow natural light to fill the interior. A sturdy stone foundation contrasts with the wooden accents, creating a welcoming appearance.

Chalet in Dover

4.97 out of 5 average rating, 113 reviews

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

Charming spacious A-frame with lots of natural light, beautiful scenery and wrap around deck. Property features a long rolling hill perfect for sleigh riding or 75' slip n slide, tennis court, firepit, and 5 acres of Green Mountain Nat'l forest and brook. Home has 3 bedrooms + loft area.. 5 miles to Mount Snow, and minutes to golf course, bars/restaurants and lakes. This house is action packed inside and out with hot tub, 200' zipline and "unlock the box" scavenger hunt.

Guest favorite

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, 131 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.

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What guests are saying

Modern Chalet w/ Hot Tub by Stratton & Mount Snow

5 out of 5 average rating, 38 reviews1 week ago

We had a fantastic weekend in Jenna’s chalet. It’s a private, peaceful spot with a large yard surrounded by woods. The house has a high ceiling in the living room and open concept between living room and dining room that didn’t feel tight at all despite there being 10 of us. The basement also had a comfortable setup and we enjoyed a couple matches of air hockey. We woke Saturday morning surprised to find it had snowed, but thankfully we brought enough food we were able to make use of the full kitchen. With the nearly floor to ceiling windows, it was akin to being in a snow globe and definitely added to the spacious feel. We had a couple questions about check in and out and the host was very responsive. We didn’t get a chance to use the outdoor amenities but would certainly enjoy a return visit.

Chalet in Stratton

What guests are saying

Mountain Chalet: Brook-Hot Tub-Firepit-Mins to Ski

4.98 out of 5 average rating, 109 reviews1 month ago

Family had a great stay at Danielle and Ben’s the house was very clean and kid friendly and we really enjoyed having the view of the creek from decking area. Very close to Mt Snow and surrounding area restaurants and attractions. Would stay again.

Chalet in Dover

What guests are saying

Serene & Stylish Chalet w/ HOT TUB near Manchester

4.99 out of 5 average rating, 75 reviewstoday

We had a fantastic stay at Garrett’s. The home was clean, cozy, and had everything we needed for a relaxing Vermont getaway. The setting was peaceful and private, surrounded by nature, yet close to Manchester for food and shopping. We loved unwinding in the hot tub after a day of exploring and spent our evenings around the fire. The beds were super comfortable, and the kitchen was well-stocked for cooking. This chalet was the perfect mix of comfort and rustic charm. We’d definitely come back!

Chalet in Sunderland

What guests are saying

Okemo Hot Tub Fireplace Billiard

4.93 out of 5 average rating, 67 reviews1 month ago

Our stay was awesome! The driveway was icy but the hosts provided salt for us to use and the snow-pile guy came during our week and spread sand which was very helpful. The house was huge and provided lots of activities and room for everyone to spread out. We had some amazing family dinners using the well equipped kitchen and large dining space.

Chalet in Mount Holly

What guests are saying

Mount Snow Chalet w/ Ski-Home Trail & Indoor Sauna

4.65 out of 5 average rating, 31 reviews2 months ago

The house was super close to the mountain The house had everything you could possibly need in the kitchen Three living rooms which was nice we were unable to turn the sauna on sadly Perfect ski house entrance with a lot of room the take everything off without tracking into the rest of the house Large table to eat and play games on I would definitely stay here again

Chalet in Dover

What guests are saying

Cozy A-Frame Loft

4.8 out of 5 average rating, 41 reviews2 months ago

We had a great stay at Deanne’s place! The house was so homey, cozy and clean! It was easy to get to and easy to find. The house had all the amenities we needed and more! The beds were very comfortable and the living area was perfect for unwinding and relaxing. We would definitely stay again!

Chalet in West Windsor