Chalet vacation rentals in Addison County

A private outdoor jacuzzi is presented on a wooden deck. The jacuzzi features multiple seats and a lightly bubbling surface, inviting relaxation. Surrounding elements include a wall and utility hooks in the background, creating a secluded atmosphere.

4.92 out of 5 average rating, 181 reviews

Killington ski house winter MTbike -new jacuzzi

Killington Ski Area with access to snowmobile mountain biking trails. This 3 bedroom, 2 bath upper unit duplex. with outdoor private Jacuzzi open year round with barbecue on very nice decks for those nicer days , snow mobile right from the house , on the tweed valley vast trails , in the summer mountain bike on the green mountain trail system right on our mountain keep us in mind for the summer event like the spartan race and the peak series Mt biking events Fantastic unit check our reviews

4.97 out of 5 average rating, 166 reviews

A spacious dining area is featured, showcasing a rustic wooden table accompanied by a long bench. A wall mural depicting a vintage aircraft adds character to the space. The adjoining kitchenette is subtly arranged with modern cabinetry and minimalist decor.

Chalet in Fayston

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

*Featured in Food + Wine Magazine!* Welcome to Stars Hollow Chalet, perfect for a romantic getaway, family and friend getaways, or remote work with super-fast internet (rare in the area!). We're on the Fayston/Waitsfield line fantastically close to downtown shops, food, swimming & skiing. Explore all the Mad River Valley has to offer right down the street, then retreat back to the chalet, switch into your slippers and cozy up on our comfy green velvet and leather couches by the fireplace.

4.8 out of 5 average rating, 85 reviews

A spacious living and dining area features large windows that allow natural light to fill the room. The wood-paneled walls complement the comfortable seating, including a plaid couch and a daybed. A dining table is positioned nearby, enhancing the inviting ambiance.

Chalet in Waitsfield

The Mad House

Enjoy the beautiful Mad River Valley while staying at The Mad House – a classic Vermont ski chalet in Waitsfield, VT! Ideally located <4 miles from Sugarbush Resort + Mad River Glen, this spacious, charmingly retro, family-oriented house accommodates large groups for your ski vacation or weekend getaway. Easy access to hiking, cycling, golf, tennis, leaf peeping, swimming, and many local wedding venues, such as the nearby Inn at the Round Barn Farm, among others in the Waitsfield/Warren area.

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.

4.94 out of 5 average rating, 48 reviews

BENT TREE Vermont, Mtn Chalet 25 min to Killington

BENT TREE has a spectacular view of the mountain valley and overlooks the scenic VT Rte 100. The chalet designed by a famous architect, gives you everything you want for a perfect getaway. Featuring 4 bedrooms and 3.5 bathrooms, with a tatami game room. 25 mins to Killington Ski Area, 20 mins to Mtn Meadows for XC Ski, and 45 mins to Sugarbush. Great for guests that want winter activities and nature views. Enjoy working remotely with FAST fiber and 3 different workplaces. @BentTreeVermont

4.96 out of 5 average rating, 141 reviews

Chalet in Waitsfield

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

4.79 out of 5 average rating, 48 reviews

Chalet In The Clouds: Your Pure Vermont Escape

This Scandinavian-inspired retreat sits high in the Green Mountains, offering stunning views of Sugarbush and Lincoln Gap. Enjoy unforgettable sunsets from the wrap-around balconies and unwind in the peaceful surroundings. Whether you’re skiing, hiking, or relaxing by the wood-burning stove or outdoor gardens and fire pit, this home is the perfect getaway for nature lovers seeking comfort, tranquility, and adventure, just minutes from world-class outdoor activities and mountain resorts.

Top guest favorite

The open kitchen presents a spacious layout with granite countertops and seating for three at the counter. Wood beams and log walls create a rustic ambiance, while large windows and a skylight offer abundant natural light. A dining area overlooks the outdoor deck.

5 out of 5 average rating, 31 reviews

Kismet Cabin: Lake Days, Trail Walks, Still Nights

Just steps away from an array of adventures, wedding venues, & tranquil retreats, this custom log home is ideal for friends, families, and multigenerational gatherings. - 3 BR w/queen beds - short loft w/ 2 twin beds - 2 queen sofa beds - 2 living rooms - 2 fully stocked kitchens - 2 bathrooms - whirlpool bathtub w/ artisanal Lavender Salt Soak - wrap-around deck w/ grill - quaint backyard w/ fire pit - covered porch w/ porch swing - woodland garden - quiet friendly neighborhood

Top guest favorite

A modern mountain cottage is set amidst lush greenery, featuring large windows that highlight the natural surroundings. An outdoor dining area with metal chairs and a grill is visible, creating a space for al fresco meals. Sunlight filters softly through the leaves of the nearby trees.

4.98 out of 5 average rating, 59 reviews

Brand New Mountain Chalet

Just a few nights left for foliage season! Built in 2023 and located only a half mile from Historic Warren Village, this peaceful mountain cottage has 1 full bedroom and a gorgeous finished loft. Each private space has a king bed, it's own bathroom and new furniture. Inside, the bright and spacious interior boasts modern finishes, brand new appliances and a rustic country charm. Outside, relax in the serenity of the surrounding forest, and take in the view of Sugarbush Resort.

5 out of 5 average rating, 4 reviews

Scenic Getaway: Unique Large Home with Views!

MRT-11088676 Discover our stunning 5-bed, 4-bath retreat boasting mesmerizing Western ski area vistas! Panoramic views of Lincoln Peak, serene ponds, and lush meadows await. Luxurious master suites with radiant heat offer cozy comfort. Two decks capture sunrise and sunset. Relax in the hot tub amidst nature's beauty. Ample space for gatherings and family fun. Experience Vermont's charm with easy access to local amenities. Embrace our home's unique character, set in picturesque

4.91 out of 5 average rating, 22 reviews

Chalet Vermont - Ski In/Ski Out at Sugarbush

This 1963 four-season remodeled ski Chalet is one of the original homes built right on the trails of Sugarbush. You will enjoy a historic yet modernly furnished and immaculately maintained home. Soak in views of the mountain beside the wood stove or boot-up in the mudroom and walk down the road to where you can access the trail. Ski home for lunch or to celebrate a great day in classic après style. Perfect for spring skiing, summer swimming/biking, and autumn leaf-peeping.

Aerial view of a chalet surrounded by lush green trees, nestled on a hillside. The structure features a rustic design, partially concealed by the abundant foliage, offering a sense of privacy and seclusion amidst the natural landscape.

4.96 out of 5 average rating, 128 reviews

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.

4.79 out of 5 average rating, 52 reviews

Chalet in Rochester

Vermont Dream Mountain Cabin.

Our beloved home is a cozy, fully equipped cabin nestled in Vermont’s Green Mountains National Forest. Secluded yet just 10 minutes from town and 25 from the nearest ski area, it features a warm interior and a spacious deck overlooking the forest—perfect for relaxing. Enjoy hiking, biking, snowshoeing, skiing, swimming in the community pond, or cooling off in nearby waterholes. A peaceful mountain escape surrounded by nature.

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Addison County chalet rentals

Kitchen

Wifi

Free parking on premises

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Family-friendly chalet rentals

A cozy bedroom featuring a spacious bed with a patterned quilt showcasing a moose design. Exposed wooden beams add character to the ceiling. A small lamp illuminates one corner, while a wood stove provides warmth. A door leads to a bathroom area in the background.

5 out of 5 average rating, 3 reviews

Green Mountain

DonnaRating, 5 stars93 months ago

Very secluded but still within 5 miles to drive to a restaurant! Great hospitality and breakfast! Thanks Leah and Duane!

A warm bedroom features rustic wooden walls and a spacious bed adorned with a colorful floral quilt. Two windows allow natural light to enter, while lamps on either side of the bed provide soft illumination. Vintage decor elements add charm to the space.

Chalet in Duxbury

4.8 out of 5 average rating, 10 reviews

Sugarbush

MatthewRating, 5 stars90 months ago

We had an awesome time at the Grünberg Haus. The decor was awesome and the hosts even better. We had a great time and would absolutely go back again. The common areas were among the most fun we’ve seen in a B&B. Duane and Leah are gracious and committed to being a top notch B&B and we are excited to going back and seeing how they continue to invest in the property.

The exterior of the house showcases a modern design with gray siding and a red metal roof. A spacious wooden deck wraps around the front, providing ample outdoor seating space. Tall windows allow for natural light, and natural surroundings create a picturesque backdrop.

Chalet in Pittsfield

4.95 out of 5 average rating, 56 reviews

Luxury Heart of VT Green Mountains

AbbyRating, 5 stars5 months ago

Fantastic place for a ski trip to Killington. Large and comfortable with plenty of room for 3 adults and 3 teens. We enjoyed the fireplace and hot tub. Communication was great. It was an easy drive to Killington. One of the best places we’ve stayed. We’d definitely stay there again.

A cozy bedroom features a spacious bed adorned with a patterned quilt. A vintage-style armchair offers a comfortable seating option. The wooden walls and ceiling create a rustic charm, while soft light from a bedside lamp adds warmth to the space.

PatrickRating, 5 stars90 months ago

Hunger Mountain

Leah and Duane were great hosts. And breakfast was amazing!

A cozy bedroom features a spacious bed adorned with a quilt displaying bear motifs. Natural light enters through a door leading to a balcony, complemented by wooden beams and a vibrant green carpet. Matching bedside lamps provide a warm glow, enhancing the inviting atmosphere.

AnnieRating, 5 stars93 months ago

Mad River

Duane and Leah's Inn was very comfortable and charming. They are superb hosts and I would definitely want to return for a longer stay next time!

A cozy sleeping area is highlighted by a spacious bed dressed with patterned bedding. Wooden walls and ceiling beams create a rustic ambiance. Three skateboard decks are mounted on the wall, and natural light filters in through a nearby window, enhancing the inviting decor.

ThaliaRating, 5 stars90 months ago

Smugglers' Notch

Leah & Duane were a pleasure to stay with! From the moment we arrived Duane was very hospitable and showed us around the B&B. He was available to answer any of our questions and was unbelievably kind. The kids loved this spot because of the pool table & endless hot chocolate. Our rooms were super cozy. We loved our stay and are looking forward to visiting again in the future.

The exterior of a multi-level duplex is surrounded by snow-covered ground. A wooden deck extends across the front, featuring a central stone chimney. Several trees are visible in the background, contributing to a natural, secluded environment.

4.79 out of 5 average rating, 75 reviews

Killington ski/winter mt House Lower unit sleeps10

CarlosRating, 5 stars11 months ago

The Cabin was clean and Cozy, it was comfortable and adequate for our group. I hope to use the Cabin for our Race in January and again in June of 2025

A spacious deck features a wooden railing, surrounded by lush greenery and mountain views. Potted plants are arranged along the edges, enhancing the outdoor space. Clear blue skies create a bright atmosphere, suggesting a serene environment for relaxation.

4.68 out of 5 average rating, 40 reviews

4 Bedroom Mountain Retreat adjacent to Sugarbush

MilaRating, 5 stars3 months ago

Bill was extremely helpful throughout our stay. The location was extremely close to the Sugarbush mountain base and made for a very enjoyable ski trip!

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Luxury chalet rentals

An open-concept living area features a modern wood-burning stove and large skylights, allowing natural light to fill the space. A dining table sits in the foreground, with a minimalist kitchen area visible through the glass doors, enhancing the airy feel of the chalet.

4.95 out of 5 average rating, 38 reviews

Private Mountain Sanctuary | 15 Min to Killington

CoreyRating, 5 stars1 week ago

One of the best locations in the northeast, period. The 360 degree mountain top view is unmatched. The home is beautiful and well connected via solar and starlink, so while we could unplug, it was also possible to reply to emails and get some work done. 11/10

A hot tub is situated on a deck, with water gently bubbling in the inviting space. Surrounding trees display autumn foliage, creating a serene outdoor environment. The tub features a control panel, and an open cover allows for easy access.

4.82 out of 5 average rating, 33 reviews

Sugarbush Ski House

DougRating, 5 stars3 months ago

We had a wonderful winter stay just a few minute’s drive from Sugarbush. A huge hot tub greeted us at the end of each frigid day. We appreciated the flexibility on checkout and the other amenities- ping pong, foosball, sleds, snow shoes.

The image captures a scenic view of snow-covered mountain slopes surrounded by lush green trees. The mountains stand majestically in the background under a clear blue sky, showcasing the natural beauty of the landscape.

4.96 out of 5 average rating, 23 reviews

Sugarbush Charmer, Chalet Very Close to Mountain!

MarkRating, 5 stars3 months ago

We stayed at RA's house during President's Day weekend and we would definitely book the house again. It is a classic New England ski house in a private, peaceful setting with great views of the resort. Commuting to and from the base lodges at Mt Lincoln and Mt Ellen was a breeze. We shared the house the house with another family and the house layout was perfect for sleeping arrangements and keeping kids entertained while adults relaxed next to the open-hearth fireplace. RA was a pleasure to communicate with and made sure we had all the info we needed to make the stay a joy. I highly recommend this house for anyone looking for a fun and relaxing weekend at Sugerbush

Large glass sliding doors reveal a serene view of the snowy outdoors, accentuated by wooden beams overhead. A stylish black lounge chair sits next to a small wooden table on a patterned rug, inviting relaxation. A telescope is positioned near the window for scenic observations.

4.9 out of 5 average rating, 39 reviews

Classic Sugarbush Ski Chalet

JoshRating, 5 stars4 months ago

We had a great time staying here. Greg was super helpful with the check in and check out process!