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Holiday rentals in Sheffield

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Top-rated holiday rentals in Sheffield

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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
4.99 out of 5 average rating, 194 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. When morning comes, enjoy your coffee while cozied up in front of the fireplace. Or simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

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, 260 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, 306 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.

Top guest favourite
A private log cabin is set amid a spacious green lawn, surrounded by trees. The cabin features large windows and a dark exterior, with a gravel path leading towards the entrance. The clear blue sky completes the serene outdoor setting.
Cabin in Glover
4.93 out of 5 average rating, 168 reviews

Private NEK Cabin

Nestled in the heart of the NEK,this private log cabin offers privacy and exquisite views.Close to Parker Pie, Jay Peak, Burke Mountain, Crystal Lake, Craftsbury Outdoor Center.Whether you are looking to downhill ski,cross country ski, snowmobile,mountain bike,snow shoe,this is the perfect vacation spot for you to relax.Cabin offers 1 bedroom on the main level, loft that has 2 beds, and walkout basement with set of queen bunk beds. All towels,linens,cooking utensils, dinnerware,etc included.

Superhost
The exterior of a spacious A-frame log cabin is presented, featuring a large porch with several wooden chairs. Expansive windows are visible, allowing natural light to illuminate the interior. The backdrop consists of lush trees and a well-maintained lawn, creating a serene environment.
Cabin in Glover
4.84 out of 5 average rating, 170 reviews

Secluded Log Cabin in the Mountains with Pond

We’re offering a comfortable, pet and kid-friendly, A-frame log cabin surrounded by 30 acres of pristine Appalachian woodland to explore and hike. We also have a 6 acre front yard complete with a 1 acre pond you are welcome to fish and relax by. After a long day enjoying all the rustic beauty and small town charm that Vermont has to offer, you can warm yourself by our pellet stove which heats both floors of our over 1,600 sq ft 4 bedroom, 2 full baths home. 6 guests max [infants included].

Top guest favourite
A charming white cottage is nestled among greenery, with a stone path leading to the water's edge. Flower box planters brighten the windows, and colorful chairs are positioned by the lakeshore, providing an inviting outdoor space. Trees frame the cottage, enhancing the natural setting.
Cabin in Barton
4.82 out of 5 average rating, 171 reviews

Charming lake cottage on Crystal Lake! Boats! R&R!

Lakeview Cottage is adorable and located on one of Vermont's cleanest and most beautiful lakes, Crystal Lake! It's in the heart of the Northeast Kingdom, in the charming town of Barton. Sit around the outdoor firepit and soak in the view! You're just steps away from beaches and a dock. You'll find great swimming, fishing, boating, hiking, golfing, and mountain biking. Use our canoe or kayaks! Plus, Hill Farmstead Brewery is a short drive away. Beers there are rated best in the world!

Top guest favourite
Large glass sliding doors open to a deck, offering expansive views of the surrounding landscape, including distant mountains. Natural light floods the interior space, highlighting the warm-toned floors and minimalist design. A small coat rack is mounted nearby for convenience.
Cabin in Burke
5 out of 5 average rating, 109 reviews

Mountain view cabin, close to ski Burke Mountain!

Welcome to your cozy retreat nestled in the heart of West Burke, Vermont! This charming tiny luxury cabin offers a serene escape with breathtaking views of Burke Mountain and its surrounding wilderness. The cabin features a well-appointed living area, perfect for unwinding after a day of outdoor adventures. Whether you're curling up with a good book by the fireplace or enjoying a cup of coffee on the deck overlooking the tranquil pond and apple orchard, relaxation comes naturally here.

Top guest favourite
A yellow and white daffodil blooms prominently in the foreground, surrounded by lush green grass. In the background, a rustic red barn with the sign 'Spring Hill Farm' is visible against a cloudy sky.
Flat in Sutton
4.99 out of 5 average rating, 502 reviews

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.

Top guest favourite
A quaint log cabin is surrounded by vibrant autumn foliage, with the colorful leaves creating a striking contrast against the natural greenery. The cabin features a welcoming facade and a sloped roof, set on a spacious lawn under a bright sky.
Cabin in Burke
4.99 out of 5 average rating, 148 reviews

Russell's Cabin

Quaint log cabin. Access to Coronary on Kingdom Trails is right across the road when the trails are open. What to do during STICK SEASON? Gravel ride and hike, of course!!!! Sleeps 1-4. Upstairs bedroom has a king bed that can be split into two twin XL beds...whatever works best for you. Futon in downstairs living area can sleep 2. We also have two memory foam folding beds available if sleeping on a futon isn't your thing for the 3rd/ 4th guests.

Top guest favourite
Cabin in Greensboro
4.98 out of 5 average rating, 231 reviews

Romantic NEK Log Cabin w/ Hot Tub & Fireplace

“It felt like staying at a dear friend’s cabin — one with wonderful taste who thinks of everything.” Tucked on a wooded hillside, this romantic log cabin blends rustic soul with refined comfort. Blankets beckon, textures are rich, and every detail is intentional. Real art, fine furnishings, and luxury bedding create a feeling of quiet ease. Not just a place to stay, but a thoughtfully curated retreat you’ll want to return to year after year.

Top guest favourite
Cabin in Burke
4.99 out of 5 average rating, 343 reviews

Razzle's Cabin trailside

Razzle's cabin is on the Kingdom Trails! Right out the front door is the Coronary Bypass trail that connects to the entire network! Minutes from Burke Mountain! It's a quiet, private setting off from West Darling Hill road. Huge sunny deck with grill and picnic table along with comfy seating to relax and enjoy a beautiful sunset. Outside you'll find a sweet fire pit with a woodshed filled to the brim and an outdoor shower and bike wash!

Top guest favourite
A sprawling property is showcased, featuring a charming farmhouse and a rustic barn. The buildings are set against a backdrop of vibrant autumn foliage and a clear blue sky. The spacious lawn is well-manicured, providing a tranquil atmosphere and open views of the surrounding landscape.
Guest suite in Sheffield
4.98 out of 5 average rating, 461 reviews

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.

Popular amenities for Sheffield holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Caledonia County
  5. Sheffield