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Holiday rentals in Orleans County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Orleans County

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

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A cozy tiny house is positioned among lush greenery, with a natural stone pathway leading to its entrance. White Adirondack chairs are visible on the patio, surrounded by wildflowers and large rocks. Tall trees provide a backdrop, enhancing the tranquil outdoor setting.
Home in Brownington
4.82 out of 5 average rating, 129 reviews

NEK Base Camp and Retreat w/ Sauna

Nestled in a corner of Vermont's Northeast Kingdom, this basecamp with private sauna is the perfect place to relax after a day of activities. After an action packed day, treat yourself to a few cycles in our sauna Adventures are everywhere in the NEK. 100+ miles of mountain biking. Skiing at Jay Peak, Burke Mountain and Lake Willoughby Backcountry. 100s of miles of ATV and Snowmobile trails. You'll find classic Vermont adventures, not to mention Golf, fishing, and hiking you can embark on.

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, 303 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.

Guest favourite
The front exterior of a historical cottage is framed by lush green trees and blooming lilac bushes, providing a vibrant contrast against the structure. A small porch is visible, offering a view of the surrounding nature.
Cottage in Westfield
4.9 out of 5 average rating, 186 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Guest favourite
Loft in Newport
4.92 out of 5 average rating, 250 reviews

Ski Getaway: Lakefront Loft Near Jay Peak

Amazing 2-bedroom lakefront loft, located directly on the American side of beautiful International Lake Memphrémagog. From swimming to the gorgeous fall colours hikes, skiing and ice-fishing, the loft is a great, quiet spot to relax or enjoy outdoor activities all year round. Located 10-min from Newport, VT with a variety of restaurants and 30-min from Jay Peak (USA) & Owl's Head (Canada) where you can golf, ski and hike! Only a 2-hour drive from Montreal and 3.5 hour drive from Boston!

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, 108 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 rustic log cabin is illuminated at night, adorned with festive lights and surrounded by green grass. An American flag is displayed proudly in front, with soft exterior lighting highlighting the cabin's natural wood features.
Cabin in Newport
4.98 out of 5 average rating, 346 reviews

Sugar Hill

Come and embrace the majestic beauty of Vermont from Sugar Hill, a quaint log cabin nestled on 24 acres of beautiful countryside. Enjoy the views of the Canadian mountains from the front porch with a cup of coffee or a glass of wine; or wander around the pasture or woods behind the cabin. Close to both Jay Peak and downtown Newport, you can enjoy all those locations have to offer, or simply relax. Please note that the stairs to the 2nd floor are steeper than usual.

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
4.93 out of 5 average rating, 168 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 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, and 3.5 from Boston.

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, 501 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
Cabin in Greensboro
4.98 out of 5 average rating, 229 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
A rustic wooden structure is surrounded by lush greenery. Large glass windows offer views of the outdoors, while a small deck features two comfortable chairs. Colorful flowers and plants are seen in the yard, contributing to a peaceful, natural setting.
Place to stay in Craftsbury
4.98 out of 5 average rating, 129 reviews

Rustic Retreat on COC Trails/Near Hill Farmstead

This simple home is the place to go to turn off your phone, breathe, and unwind. Located down a dirt road and on our town's world class cross country ski trail system, it's a 5 min drive to the Craftsbury Outdoor Center and 15 m to Hill Farmstead/Jasper Hill Farm. Close to many places to hike, kayak, downhill ski, and more, the Airbnb is also near many local artists, breweries, and restaurants (Blackbird! Hill Farmstead!).

Popular amenities for Orleans County holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Orleans County