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.

%{current} / %{total}1 / 1
Guest favourite
Guest house in Newark
4.89 out of 5 average rating, 717 reviews

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.

Top guest favourite
A quaint cottage is nestled among snow-covered evergreen trees. Fresh snowfall blankets the ground, creating a serene winter landscape. The home features a spacious deck and large windows that offer an inviting view of the surrounding nature.
Home in Charleston
4.98 out of 5 average rating, 109 reviews

Scenic cottage Echo Lake, Charleston, Vermont!

This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

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
4.97 out of 5 average rating, 291 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
Farm stay in Irasburg
4.96 out of 5 average rating, 166 reviews

Private suite close to Craftsbury Outdoor Center

After a day of hiking, skiing or paddle boarding, return your home base for a quiet evening of board games. We are fairly centrally located & close to many outdoor activities & some lovely dining spots: Lake Willoughby (11 mi.); Crystal Lake (6.7 mi.) Craftsbury Outdoor Center (8.2 mi.); Jay Peak (30 mi.); Burke Mountain (31 mi.); Parker Pie Pizza (2.8 mi.); Hill Farmstead Brewery (18 mi.); andThe Manor at Runaway Pond (3.8 mi.). Other suggestions can be found under "Other details to note".

Top guest favourite
The exterior of a charming log cabin is presented, featuring a gabled roof and covered porch. Large windows allow natural light to enter. Surrounding greenery provides a serene atmosphere, with a well-maintained yard in front, ideal for relaxation and outdoor activities.
Cabin in Brownington
4.96 out of 5 average rating, 132 reviews

By Lake-Westmore-Hike-Ski-Lots to do. Cabin 3-View

Four seasons cabin you can just walk into with just your bags. Cozy and comfortable located near lakes, golf, hiking trails, winter skiiing. 2 Adults,2 kids. Extra ADULTS $20.00 each per night You will find so much to do in the NEK!.Bedroom downstairs and bedroom up in the loft with 2 double beds. Info in cabin in cabin full of places to go and see and enjoy. Recently built. *Please note the minimum booking is for 3 days. Maximum is 7 days.*** Please leave cabin as clean as found. Cabin#3

Top guest favourite
The cabin's exterior is illuminated at dusk, highlighting its wooden façade and large front porch. A welcoming entryway features a contemporary door, while the well-lit deck includes chairs for relaxation. Lush greenery surrounds the structure, enhancing the serene countryside setting.
Cabin in Burke
5 out of 5 average rating, 102 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.

Guest favourite
The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.
Tiny home in Hardwick
4.95 out of 5 average rating, 242 reviews

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.

Top guest favourite
The interior of the guest house features warm wooden walls and a compact kitchen. A small dining table is situated beside the kitchen area, illuminated by a paper lantern. A steep staircase leads to the sleeping loft above, with windows providing natural light.
Guest house in Craftsbury
5 out of 5 average rating, 117 reviews

Northwoods Guest Cabin

Welcome to this beautifully crafted post & beam guest house in East Craftsbury. Lovely forest views, a running stream out back. Although 1 small dog is generally fine, please read further about the pet policy. Check in 3pm. Check out 11am and please park in designated spot. Experience all that Craftsbury and the Northeast Kingdom has to offer: Museum of Everyday Life, Bread & Puppet Museam, Craftsbury Outdoor Center, Highland Center of the Arts, hikes, cross-country skiing!

Top guest favourite
A charming log cabin is set against a backdrop of lush greenery. The front porch features hanging flower baskets and red chairs, inviting relaxation. An American flag is displayed prominently, while the structure's natural wood exterior blends harmoniously with the surrounding landscape.
Cabin in Newport
4.98 out of 5 average rating, 341 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.

Top 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
4.94 out of 5 average rating, 160 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
Flat in Sutton
4.99 out of 5 average rating, 498 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
The exterior of the home is showcased with a wooden facade and large windows. A lush garden filled with various flowers and greenery is positioned in front, creating a natural and inviting entryway. The sky is partly cloudy, adding to the serene atmosphere.
Place to stay in Craftsbury
4.98 out of 5 average rating, 124 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