
Holiday houses in Sheldon
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Top-rated holiday rentals in Sheldon
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Metcalf Pond Camp Convenient to Smugglers Notch
Handcrafted cozy waterfront camp on Metcalf pond. Propane fireplace provides for welcome warmth after fall or winter adventures. Soak in the Hot tub on the deck. Custom spiral staircase accesses carpeted sleeping loft with books, TV, rocking chair. Enjoy the quiet off season brings to the area when most camps are shuttered for winter. Enjoy staying in and cooking and taking in the cozy atmosphere or make the approximately 20 minute drive to Smugglers Notch or enjoy other local attractions.

Peaceful Meadow Retreat • Cobbler Hill Farm Stay
Escape to The Meadow at Cobbler Hill Farm, a peaceful 2-bedroom farmhouse on 30 private acres in Fletcher, VT. Enjoy sweeping meadow and mountain views, a chef’s kitchen, cozy living area w/ sleeper sofa, and a private deck for stargazing. Step outside to hike, bike, ski, or snowshoe right from the door. Perfect year-round getaway for families, couples, or anyone seeking comfort, nature, and a true Vermont experience. 30 mins to Smugglers' Notch, 40 mins to Stowe in summer, 53 mins to Jay Peak.

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.

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.

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 and nearby wedding venues Swiss & Bloom, Berkshire Barn & Gardens and The Abbey. Only 5 miles to Canada—perfect for day trips to Montreal. Enjoy nearby golf courses, wineries, State parks, scenic bike trails, hiking and local breweries. A perfect year-round Vermont getaway for groups & couples!

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

Cabin in the Woods VT - Discount Jay Peak Lift Tix
Come enjoy the ski season and a relaxing weekend at our private guest cabin in the woods. A brook flows through the backyard, providing a peaceful natural backdrop and a stone outdoor fire pit for great campfire fun. The main floor bedroom has 1 queen bed and the loft has 1 queen and 1 twin. There is also a living room couch. Just 5 min to town, 15-20min to Jay Peak! Use our vouchers for discount lift tickets! **We recently added “The Loft” listing on the other side of the same property**

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!

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. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

The Binocular: 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

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 warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!!

Luxury Glass Tiny House - Mountain View + Hot Tub
Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*
Popular amenities for Sheldon holiday rentals
Other great holiday rentals in Sheldon

Home in Enosburg

The Obsidian A Hideaway

The Nest: Cozy Garage Loft with Sauna

Cozy Cabin in a Cabin • Near Jay Peak Ski Resort

Cozy 3-bedroom cottage with indoor fireplace

Peaceful Farm Stay w/Mountain Views & Stargazing

Goat Path Haven

Quiet Mobile Home Park
Destinations to explore
- New York City Holiday rentals
- Montreal Holiday rentals
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- Québec City Holiday rentals
- Newark Holiday rentals
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- Portland Holiday rentals
- Mont-Tremblant Holiday rentals
- Providence Holiday rentals
- Newport Holiday rentals
- York County Holiday rentals
- Cambridge Holiday rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Jay Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Parc Safari
- ECHO, Leahy Center for Lake Champlain
- Quartier Dix30
- Pump House Indoor Waterpark
- Snow Farm Vineyard & Winery
- Mont-Orford National Park
- Shelburne Vineyard
- Spa Bolton
- Shelburne Museum
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Waterfront Park
- Marais de la Rivière aux Cerises





