Holiday rentals in Sheldon

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Top-rated holiday rentals in Sheldon

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

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Guest favourite

A historic farmhouse with a classic exterior features a large front porch. Vibrant autumn foliage drapes over the entrance, highlighting the structure. The setting includes a grassy yard and a gravel road, with trees flanking the property and a soft sunset casting warm light on the building.

Farm stay in Sheldon

VT farmhouse- new gameroom and rail trail access

Historical Farm House built in 1880, located in Sheldon, VT at Hartman’s Farm Stand. Huge home with lots of space on our 300 acre farm. Direct access to the rail trail and only 35 minutes to both Jay Peak and Smugglers Notch. For the snowmobile enthusiasts, we also have direct access to the trail. This would be a perfect stop! Local restaurants with great charm and just a quick 5 minutes to Lake Carmi. Pet friendly with lots of acreage to explore and hike while you enjoy a quiet farm getaway

4.72 out of 5 average rating, 43 reviews

Top 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

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.

4.97 out of 5 average rating, 341 reviews

Guest favourite

Home in Fairfield

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.

5.0 out of 5 average rating, 12 reviews

Guest favourite

A serene landscape shows several Jersey cows grazing on lush green grass near a pond. The water reflects the blue sky and distant mountains, while the surrounding trees add depth to the tranquil rural setting.

Farm stay in Fairfield

Organic Farm Hideaway Home and Pond

The house is tucked into the back of our 300-acre working dairy farm and offers breathtaking views of Mt. Mansfield. 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 and restaurants. Or just relax at the farm, cozy up by the wood stove and cook up some delicious farm raised food for dinner. Well behaved dogs are welcome anytime!

4.98 out of 5 average rating, 333 reviews

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

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!

5.0 out of 5 average rating, 212 reviews

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

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.

4.93 out of 5 average rating, 147 reviews

Guest favourite

The A-frame treehouse is illuminated by warm string lights, showcasing a spacious deck above the ground. The structure is nestled among trees, featuring a mix of wooden materials and large windows that highlight the inviting interior. A cozy seating area is visible on the deck.

Treehouse in Johnson

Designer A-Frame Treehouse | Hot Tub & Sauna

Welcome to our newest gem at Uncommon Accommodations—a luxury modern A-frame treehouse nestled above the Lamoille River. Spend your days exploring the woods and river, then unwind in the shared riverside spa with a year-round hot tub, treehouse barrel sauna, and refreshing cold plunges. Cook dinner in your full kitchen or gather at the outdoor kitchen with a BBQ grill, pizza oven, and dining area before ending the evening with a fire, projector movie, or a quiet drink on your private deck

4.91 out of 5 average rating, 111 reviews

Top guest favourite

A small vase containing vibrant flowers is placed on a wooden shelf. Sunlight filters through large windows, illuminating a loft area with a wooden ceiling. Spacious seating areas are visible below, providing a welcoming atmosphere.

Barn in Westford

The Book Barn: Newly Renovated Guesthouse

Enjoy all Vermont has to offer in this bright, airy space minutes away from Burlington and the mountains. On 14 acres with a brook, it’s a short walk down a dirt road to a historic covered bridge and town common. Fall colors are breathtaking when taken in from the barn deck, while Spring and Summer visitors enjoy free concerts on the town green on Sundays. Spectacular sunsets and hot air balloons are familiar sights. It doesn’t get much more Vermonty. *Note: No Cleaning Fee!

4.99 out of 5 average rating, 335 reviews

Guest favourite

Home in Berkshire

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.

4.94 out of 5 average rating, 170 reviews

Guest favourite

A spacious deck is surrounded by vibrant autumn foliage, showcasing tall trees with golden and orange leaves. Two chairs, one white and one dark green, are positioned to capture sunlight, casting soft shadows on the wooden surface. The peaceful setting invites relaxation.

Cottage in Highgate

Champlain Cottage

Take a break and unwind at this peaceful oasis on lake Champlain right off interstate I89 on the Canadian border in a private estate with 6 beach accesses throughout, also a boat ramp for fisherman!! ICE fishing as well, (ask me about an ice fishing shanty rental) Very nice quiet neighborhood, watch the beautiful sunsets at the waterfront next to a nice cozy camp fire on the beach or on the deck grilling food and playing corn-hole, great WIFI connection. Come enjoy your stay.

4.91 out of 5 average rating, 235 reviews

Top guest favourite

Home in Richford

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! Here, you are perfectly poised to explore both the quaint, foodie-focused, 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!

4.99 out of 5 average rating, 165 reviews

Top guest favourite

A lone fisherman is silhouetted in a kayak, cast against the backdrop of a vibrant sunset over the calm waters of Lake Champlain. The sky features warm hues of orange and gold, reflecting softly on the water's surface.

Guest house in Highgate

Beautiful lake-front cottage, Lake Champlain

Lakefront cottage located in Highgate Springs, Vermont, on the Canadian border. The 2-bedroom cottage sits adjacent to the owner-occupied main house, on a large one-acre lot, with 120 feet of Lake Champlain shoreline. Enjoy the stunning sunset views while sitting on the deck overlooking the water. Private dock included. Montreal and Burlington each 45 minutes away. Available level-2 car charger. Well-behaved pets allowed. Super-fast WIFI!

4.97 out of 5 average rating, 776 reviews