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Guesthouse holiday rentals in Orleans County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Orleans County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Superhost
Guesthouse in Newark
4.89 out of 5 average rating, 705 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.

Superhost
The cottage features a charming blue exterior with large windows and a welcoming front deck. Surrounded by vibrant fall foliage, the setting showcases a blend of natural beauty and cozy architecture, emphasizing the inviting atmosphere of the lakefront location.
Guesthouse in Eden
4.87 out of 5 average rating, 284 reviews

Teeny Tiny Cottage on Lake Eden Water Front

This cozy cottage with loft on water front, $65 dollars per nights, Two night minimum is required. We have week or month reservations. Depending on availability there is rental of (2) paddle boats (2) kayaks (1) two man canoe (1) Row Boat, and dock space rental for personal water craft. Travel to Burlington airport is one hour and Montreal airports is two hours. The cottage is centrally located between major ski areas, 30 minutes to Jay Peak Resort, Stowe Resort, and Smugglers Notch Resort.

Top Guest favourite
A rustic kitchenette features wooden shelves stocked with dishes and utensils. A small sink and countertop are complemented by a compact refrigerator and a single burner induction cooktop. Light wooden walls and a doorway leading to the bathroom create a cozy, natural atmosphere.
Guesthouse in Burke
4.97 out of 5 average rating, 116 reviews

Farm Stay in Burke at Firefly Farm

By staying at Firefly Farm in the Northeast Kingdom, you get to experience a connection with the earth, be part of the community and ride the trails. Our guest house is small (120 sq ft), cozy, and the perfect place to set up base for exploring. Though small in size, the space includes a table that converts into a bed, a bed above the table, a kitchenette, and a bathroom with a full sized shower. Stay with us and enjoy the beauty of the Northeast Kingdom! We do not charge any cleaning fees.

A comfortable seating area is presented with a sectional sofa and an armchair, complemented by an ottoman. A brick wall features a wood stove and a television nearby. Soft lighting is provided by string lights. A warm red throw adds a touch of color to the decor.
Guesthouse in Burke

Guesthouse

Small guesthouse with a full kitchen. Three beds, a queen bed, a full futon (very comfortable) and a full IKEA sleep sofa. There is a full bath with a shower and a large front porch. Bedroom has two spaces with a divider. There is split for AC, a propane stove and hot water heat. Ample space for a family with children, three couples or three singles. Views of Burke. Owners house is next door. Rental fee for 4 guests. Additional fee of $25 per person for 5 or 6. Cleaning, fees, taxes extra

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.
Guesthouse in Craftsbury
5 out of 5 average rating, 107 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 peaceful landscape showcases a modern structure surrounded by well-maintained gardens. Lush green grass is dotted with colorful flower beds and decorative stones. Mature trees provide shade, and distant hills are visible under a clear blue sky.
Guesthouse in Greensboro
4.99 out of 5 average rating, 73 reviews

Cozy retreat in Northeast kingdom Greensboro VT

Relax in this calm, stylish space. The guest unit (1 queen bed+a pull out couch) was built in 2023. Located on an extremely quiet rise well back from the road and overlooking Caspian Lake. Cross-country skiing right out the door. Less than 1 hour away from Stowe and Burke Mt, 10 minutes to Hill Farmstead Brewery or Barr Hill, minutes away to library, tennis, golf, art center, public beach, stores. Easy access to the trail network of Highland Lodge and Craftsbury Outdoor Center.

Top Guest favourite
A charming guest house with wooden walls and a red metal roof is surrounded by vibrant fall foliage. The porch features a decorative railing, and large windows allow natural light to fill the interior. The entrance is set back from a cobblestone path lined with grass.
Guesthouse in Westfield
4.99 out of 5 average rating, 142 reviews

Beautiful Chalet minutes to Jay Peak Resort

Our guest house "Le Petit Chalet" is only a few years old, has very beautiful wooden walls and floors, and is both elegant and warm. We love all dogs and your well behaved pet is welcome The house is very comfortable, with all utilities big and small including coffee machine, nespresso machine, food processor, etc Jay Peak is the best ski resort of the East, guaranteed the best snow no matter the conditions. Great for skiing and snowboarding, on the slopes and in the glades.

A large wooden structure is illuminated at dusk, featuring a prominent American flag displayed on the front. The expansive porch is surrounded by wooden railings, enhancing the welcoming appearance of the outdoor area.
Guesthouse in Barton

Naturally Vermont

Vermont's natural beauty is simply unparalleled! From the lush Green Mountains to the serene Lake Champlain, every corner of this state bursts with vibrant life and breathtaking landscapes. Whether you're hiking through the verdant forests, skiing down powdery slopes, or savoring the sweet taste of pure maple syrup, Vermont offers a feast for all senses. It's a place where nature thrives and invites you to partake in its endless wonders – truly, Vermont is nature's playground!

Guest favourite
Guesthouse in Troy
4.85 out of 5 average rating, 20 reviews

Tranquil spot in the NEK. 9.2 m. from Jay Peak.

Just under 10 miles from Jay Peak Resort (15 to 20 min. drive), and 9.5 miles to Newport, this is a tranquil spot to launch your hiking or biking trip, or your alpine ski trip. Xc skiing is available at Jay Peak, and in Newport on the Memphremagog Ski Trails. The Craftsbury Outdoor Center area is a 26 mile drive through some of the more picturesque areas of the Northeast Kingdom. We are 5.6 miles from Quebec. The guest house is also a great place to simply unwind and rest.

Guest favourite
A two-story brown house is set amidst a winter landscape, covered in snow. The front deck features steps leading to the entrance, surrounded by sparse trees. A clear sky with soft clouds is visible above, enhancing the peaceful atmosphere.
Private room in Derby
4.83 out of 5 average rating, 12 reviews

Lakeview Room #2 (Jay)

Current pics are from Burke Room. Exactly the same except a Queen bed instead of Twins. Enjoy all that the NorthEast Kingdom has to offer from this conveniently located, lake view room. Play your favorite music thru the wifi speaker or step out on the deck for some quiet viewing of the lake and wildlife. 35min to Jay Peak and 40 min to Burke. If you'd like the entire guesthouse, rent the other room as well. Contact us for special offer on both rooms.

Guest favourite
A charming cottage is nestled among lush greenery, featuring a metal roof and a simple facade. Dense foliage and small shrubs surround the property, creating a sense of seclusion. A sturdy door is centered on the front, inviting guests to explore the welcoming interior.
Guesthouse in Greensboro
4.82 out of 5 average rating, 66 reviews

Greensboro Camp Eligo Cottage, NC

Quaint Vermont cottage for your next hideaway. Perfect for a small family or groups of friends looking for a getaway to enjoy the outdoors in all seasons. This is the guest cottage to our Camp Eligo vacation home and can be rented separately or in tandem with that listing. The listing url for the main house is https://www.airbnb.com/rooms/22747159

Guest favourite
A cozy living area is highlighted by a modern kitchen featuring stainless steel appliances. A dining table with four chairs is positioned beside a window, while a small stone fireplace adds warmth. Light-colored curtains frame the window, enhancing the spacious feel of the loft.
Guesthouse in East Haven
4.98 out of 5 average rating, 105 reviews

Brookside Loft in East Haven

Enjoy a stay at our Brookside Loft, a private detached loft apartment in East Haven. Just 1 mile from the Moose Haven Kingdom Trails trailhead, and a short 5-mile drive to East Burke village and Burke Mountain. Whether it’s biking, hiking, skiing, snowmobiling, or just enjoying a quiet stay away you’ll find it here.

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