Holiday rentals in Sheldon

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Top-rated holiday rentals in Sheldon

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Top guest favourite
A modern cabin is nestled among tall trees, elevated on stilts. Large windows offer a glimpse of the interior space, featuring a minimalist design. The surrounding greenery creates a natural setting, while the pathway leading to the cabin is lined with earth tones.
Cabin in Morristown
5 out of 5 average rating, 294 reviews

Cady’s Falls Cabin

Welcome to our treehouse inspired, modern cabin overlooking The Kenfield Brook on Terrill Gorge. We are located 5 miles from Stowe and its attractions, and just a few minutes from downtown Morrrisville with all its amenities. Just upstream from the picturesque Cady’s Fall swimming hole and across the brook from the amazing Cady’s Falls bike trails, our cabin is perched atop the hillside. With its simple, minimalist design it’s easy to immerse yourselves in nature and feel at home in the trees.

Guest favourite
A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.
Treehouse in Newport
4.97 out of 5 average rating, 326 reviews

Secluded Luxury Treehouse - Hot Tub + Projector

Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

Guest favourite
Home in Fairfield
5 out of 5 average rating, 9 reviews

Sugar House Homestead: A Perfect Retreat

Escape to Sugar House Homestead—a cozy 3-bedroom getaway perfect for couples, families, and outdoor enthusiasts. Just 30-45 minutes to All points of Lake Champlain, so easy access for fishing. Explore scenic back roads and nearby wedding venues like Swiss & Bloom, Jenny’s Barn, Soule House or Jay Peak Resort. Sleeps 8, with a full kitchen, washer/dryer, Smart TV. Watch deer from the deck and unwind in peaceful, natural surroundings. For work crews or fishermen , plenty of room for trailers.

Guest favourite
A spacious home is set against a backdrop of vibrant autumn foliage in shades of red, orange, and yellow. The building features a large deck that wraps around, providing an expansive view of the surrounding landscape. A grassy lawn extends toward the house.
Home in Berkshire
4.95 out of 5 average rating, 22 reviews

Cozy Vermont Home Near Jay Peak & Wedding Venues

Enjoy stunning sunrises over Jay Peak from this 3BR, 2BA home in Berkshire, VT. This spacious home offers a large deck with mountain views and modern, cozy comforts. Just 25 mi. to Jay Peak Ski Resort & nearby wedding venues, Swiss & Bloom, Berkshire Barn & Gardens and The Abbey. 5 mi. from Canada—perfect for day trips to Montreal. Golf, skiing, wineries, Lake Carmi State Park, scenic bike trails, hiking, local breweries, relaxation and adventure awaits. A perfect year-round Vermont getaway!

Top guest favourite
A modern wooden cabin is set against a backdrop of trees, featuring a triangular roof and large glass doors that open onto a spacious deck. The natural surroundings and bright blue sky enhance the outdoor area, providing a serene setting.
Cabin in Bakersfield
4.92 out of 5 average rating, 144 reviews

Modern Vermont Cabin on 40 Acres

Modern, spacious cabin tucked away on 40 private acres. Ski, golf, hike, or hang out in the loft with a good book while enjoying the view through the floor to ceiling windows. Master bedroom has king bed and twin daybed. Large master bath has Jacuzzi tub and shower. Two other bedrooms with queen bed in each room. Fast WiFi via fiber optic Internet. Conveniently located 25 minutes straight down the road from Smuggler's Notch and 40 minutes from Jay Peak for enjoyment throughout the seasons.

Top guest favourite
A spacious cabin is set in a lush green landscape, surrounded by tall trees. Large windows dominate the front, allowing natural light to fill the interior. The sloped grassy yard leads to a relaxing outdoor space, perfect for enjoying the serene woodland views.
Cabin in Enosburg
5 out of 5 average rating, 201 reviews

The Rustic Retreat at Twin Ponds

Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away. You’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. Wake up to coffee on the deck or take a stroll around the pond. And you won’t regret kicking back in the evenings - star gazing is simply magical! We are certain that you‘ll have a hard time leaving!

Guest favourite
A modern living area features a comfortable brown sofa beside a wooden coffee table. Exposed wooden beams run across the ceiling, while a staircase leads to an upper level. Natural light fills the space through large windows, creating a warm and inviting environment.
Cabin in Montgomery
4.94 out of 5 average rating, 182 reviews

Jay Peak Retreat

The Jay Peak Retreat, Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, fire pit, and plush outdoor chairs. 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!! Long Trail hiking entrance close to the cabin.

Top guest favourite
Flat in Fairfield
5 out of 5 average rating, 26 reviews

The Nest: Cozy Garage Loft with Sauna

Welcome to the Nest- a private one-bedroom loft apartment above a converted garage, set in scenic rural Vermont. The space includes a full kitchen and elevated views of the surrounding countryside. Guests enjoy shared access to a sauna, exercise equipment , firepit, and gas BBQ, along with hiking and cross-country ski trails on the property. A peaceful retreat just 35 minutes from Smugglers’ Notch, 25 minutes to Lake Champlain, 40 minutes to Burlington, and 1.5 hours from downtown Montréal.

Top guest favourite
The exterior of the cottage is showcased, featuring a charming wooden structure with a peaked roof. Light wooden siding complements the rustic feel. A door and windows offer glimpses of the interior, surrounded by a grassy area and trees under a partially cloudy sky.
Farm stay in Fairfield
4.97 out of 5 average rating, 461 reviews

Meadow Cottage on Organic Farm with Mountain Views

The Meadow Cottage is perched on a picturesque knoll in the back of our 300 acre working dairy farm. We are located in between two of Vermont's best ski resorts, Jay Peak and Smuggler Notch. Come for a winter adventure full of downhill skiing, riding or x-country touring. Stay for the local breweries, distilleries, restaurants and antique stores. Or just relax at the farm, watch us milk the cows or cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

Top guest favourite
Two unique chalet structures, designed with a modern aesthetic, are situated on a sloped landscape. The buildings feature angular shapes and large glass windows, which reflect the surrounding forest, inviting nature indoors. The ground is covered with natural foliage and rocks.
Chalet in West Bolton
4.99 out of 5 average rating, 243 reviews

La Binocle: Peaceful Architect Cottage

Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Guest favourite
The exterior of The 1860 Farmhouse is showcased, featuring a blue clapboard facade with white trim. A spacious porch extends along the front, with multiple gabled roof peaks. Lush green lawns surround the house, complemented by colorful flower beds and a glimpse of the countryside in the background.
Home in Berkshire
4.94 out of 5 average rating, 167 reviews

1860 Farmhouse

Enjoy a restful getaway at The 1860 Farmhouse. We purchased the farmhouse in 2018 from a family that had done extensive renovations to the interior. Keeping true to its historic roots, the farmhouse offers modern amenities in a historic setting. A convenient location close to Jay Peak and Smuggler's Notch, and many Vermont and Quebec attractions within an easy drive. Swiss and Bloom wedding venue and Phoenix Manor are close by. The house is 6 bedrooms and sleeps 12 people.

Top guest favourite
Cabin in Richford
5 out of 5 average rating, 15 reviews

Scandi Cabin • Outdoor Shower & Green Mtn Views

A Scandinavian cabin where floor-to-ceiling windows frame sweeping views across Vermont's Green Mountains and the Missisquoi River Valley. This is a place where it's easy to slow down. Some mornings begin with coffee on the patio. Others with a quiet walk through the meadow. Either way, there's no hurry. Outside has a way of becoming part of the day. Maison Roméo is named after my grandfather, whose warmth and quiet way of welcoming people continue to inspire every stay.

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