
Holiday rentals in Sheffield
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Top-rated holiday rentals in Sheffield
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Hilltop Guesthouse #1
Our guest house is a private detached studio apartment. Close to many local activities, including Kingdom Trails mountain biking, V.A.S.T. snowmobiling, Burke Mountain Resort and beautiful Lake Willoughby. The full kitchen includes a refrigerator/freezer, range with oven, toaster, coffee pot, silverware, glassware, and cookware. The bathroom has an upright shower, and full linens and towels are provided. We invite you to come stay with us and spend time seeing what Northern Vermont has to offer.

Romantic Log Cabin in Heart of NEK w/ Hot Tub
“It felt like staying at a dear friend’s cabin —one with wonderful taste who thought of everything.” A log cabin on a wooded hillside~ blankets beckon & every thoughtful detail invites you to slow down, get cozy & feel perfectly at home. Inside, the blend of rustic soul with refined comfort envelops you. A space rich in texture and warmth, everything chosen to create a feeling of quiet luxury & ease. Not just a place to stay, this cabin is a curated experience you'll return to year after year.

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.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Private suite on a farm
Relax in the beautiful Northeast Kingdom on a small peaceful farmette & native plant sanctuary. We endeavor to make the space a cozy haven for you as well. Those efforts include reducing our environmental impact. We strive to be as plastic-free & organic as possible. We also compost & recycle and request that you do the same. We clean with Blueland products to create a healthy & welcoming space for all. Though the road crew takes good care, please note that the road is unpaved. Thank you!

Peaceful Place to Enjoy Your Stay in the NEK
Minutes away from Burke and just a hop off of I-91, this is your start and end to a great day in the NEK. There is a large bedroom and bathroom downstairs with three smaller bedrooms and a small half bath upstairs. There is ample parking and a fenced in yard if you want to bring your dog. There is a stream and hiking trail out back with an active sugar house with tours available upon request. Plenty of wood and a fire pit outside. Starlink internet to upload your adventures at blazing speed!

Alder Brook Cottage: A Tiny House in the Woods
From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Sherburne Suite
Relax in comfort in Vermont's beautiful North East Kingdom with our indoor suite, a private patio area and a fire pit. You will have close access to outdoor activities at Burke Mountain and Kingdom Trails. We are right across the street from the VAST trail system, boasting more than 100 miles of snow machine trails in Lyndonville alone! For your first day/night, we will provide snacks and farm fresh eggs. Mountain / Gravel Bike instruction/guiding Is available!

Spring Hill Farm, coffee & hot tub
Private apartment w/hot tub for 4 & abundant amenities. Kitchen stocked w/ basics for cooking. Access to back yard with grill, fire pit & pond stocked w/ trout (for feeding). Access to 1 mile +/- of scenic wooded trails & beaver pond w/ pedal boat. Close to Burke Mtn, VAST & Kingdom Trails. Hosts on site & available if needed. DISH, smart TV, movies & games. Internet WiFi should be strong we now have fiber. Poor cell service. NO PETS. Please don't ask.

Maple Acres cabin
Maple Acres Cabin is located on 50 acres of private land.Every spring fresh Vermont maple syrup is made on sight. Maple Acres Cabin was built new in 2020. Located on its on private driveway. With access to Atv and snowmobile trails. The cabin has everything you need for your stay. 2 bedroom 1 bathroom. A full kitchen, dining area,living room with electric fireplace, laundry, gas grill, fire pit. I leave coffee, tea, hot cocoa. Syrup is available to buy.

On top of the Kingdom
A private in-law apartment in this lovely country farm-house sitting high above Sheffield, VT. At the center of Vermont's Northeast Kingdom, you are conveniently located just a short drive from all of the Kingdom's attractions and amenities. Quiet and private, the site offers a peaceful retreat from a busy lifestyle, yet close access to all of Vermont's recreational activities be they athletic, artistic, or passive.

The Lodge at Blackberry Hill
CHECK OUT OUR MUD SEASON (April, May, & June) SPECIAL RATES! Monthly: 40% off; Weekly: 30% off Airbnb will apply this discount when you book. All Airbnb fees + taxes will apply. Escape to the Kingdom-- enjoy our spacious, one-bedroom well appointed apartment with all of the amenities you need to settle in, enjoy the views, work remotely and explore the NEK at your leisure. And you can bring your pup!
Popular amenities for Sheffield holiday rentals
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Destinations to explore
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- Jay Peak Resort
- Owl's Head
- Loon Mountain Resort
- Mount Washington Cog Railway
- Mont Sutton Ski Resort
- Franconia Notch State Park
- Bolton Valley Resort
- Omni Mount Washington Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cannon Mountain Ski Resort
- Cochran's Ski Area
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Wildcat Mountain
- Northeast Slopes Ski Tow
- Mt. Eustis Ski Hill
- Country Club of Vermont
- Le Club De Golf Memphrémagog
- Val Caudalies - Vignoble & Cidrerie
- Mount Prospect Ski Tow
- Vignoble Clos Ste-Croix Dunham
- Boyden Valley Winery & Spirits
- Vignoble Domaine Bresee
- Montview Vineyard




