Cottage vacation rentals in Orleans County

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Top-rated cottage rentals in Orleans County

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Guest favorite
A screened-in porch offers views of Lake Salem, framed by green trees. A dock extends into the calm water, with multiple boats visible. Soft light reflects on the serene surface, enhancing the peaceful lakeside atmosphere.
Cottage in Derby
4.87 out of 5 average rating, 71 reviews

Salem Lakeside Cottage in the Northeast Kingdom!

Rest and relaxation await you at Salem Lakeside Cottage! But you'll have fun too! Swimming, fishing, & boating are just steps away from this adorable 2-bedroom cottage on Lake Salem in the heart of the Northeast Kingdom. The area offers wonderful farm-to-plate dining, fantastic breweries, hiking, biking, golfing, antiquing & more. But you may just want to kick back at your lakeside retreat & watch the loons. Lake Salem is a gem! You'll fall in love with this newly renovated cottage & the area!

Top guest favorite
A charming guest house is set against a backdrop of lush greenery and vibrant flower beds. Brightly colored irises and tulips bloom in the foreground, while the dark wooden exterior of the house contrasts with the surrounding nature. A gravel pathway leads to the entrance.
Cottage in Craftsbury
4.98 out of 5 average rating, 60 reviews

Adorable 3 Bed Room guest house fireplace & Fiber

Get away to a cozy VT back road guest house surrounded by nature. Walk, ski or bike the quiet dirt road, hike or snowshoe on property trails available right from your door, enjoy laying in the hammock by the pond or spend the night in the pond house listening to the natural sounds and watching the stars. Every season is special with fall foliage, winter activities, summer concerts on the common and lakes nearby for fishing, swimming or paddling. Many interesting possible day trips await you.

Guest favorite
Cottage in Newport
4.86 out of 5 average rating, 184 reviews

Lakefront Cabin | Boat Dock-Fireplace-Sunset Views

Nestled in the Rolling Hills of rural Vermont, our Pet Friendly 3BR/2.5BA Lake House has Tasteful Furnishings, Modern Conveniences, and an airy, open design. Enjoy your stay swimming, boating, or fishing on the lake in the summer or exploring the rich history of downtown Newport (15 min drive) and skiing at nearby Jay Peak (30 min drive) in the winter. You will be welcomed with Luxury White Bedding, a Fully Equipped Kitchen, a Beautiful Private Lake Front Dock, and all the Comforts of Home :-)

Top guest favorite
The cottage is positioned above the lake, accessed by a wooden dock lined with rocks and flower gardens. Steps lead from the dock to a grassy area near the house, featuring large windows that overlook the water and gardens.
Cottage in Newport
4.89 out of 5 average rating, 180 reviews

Pristine Lake Location in Vermont

Our cottage is located on Lake Memphremagog, an international lake shared with Canada. Visit our nearby hobby farm/children’s museum. Kayak, bike or hike to stunning natural settings or take day trips to a variety of interesting destinations, including maple sugar shops, alpaca or dairy farms, golf courses, a ski resort with indoor waterpark; or cross the Canadian border a few miles away and explore Quebec. A boat dock is available for use at our cottage with an access ramp a 1/4 mile away.

Guest favorite
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, 185 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.

Top guest favorite
A serene deck area features two chairs positioned for relaxation, surrounded by trees and strings of lights. The view opens up to the lake, while the sunset casts a warm glow across the water. A planter adds a touch of greenery to the scene.
Cottage in Newport
4.97 out of 5 average rating, 59 reviews

Cozy yet roomy cottage right on Lake Memphremagog!

WELCOME TO THE CAL ZONE! Lake Memphremagog is a special place located on the border of Canada with half the lake in the US and half in Canada (31.6 miles long). The views of the lake and the mountains never get old. We get the best sunsets too. The cottage is cozy but also roomy and is steps away from the lake. It offers all the creature comforts of home while roomy, open and one level. The lake is shallow, clear and has a sandy bottom. The yard is large and available for family fun too.

Top guest favorite
Cottage in Newport
4.94 out of 5 average rating, 54 reviews

Rustic Lakeside Cottage - 30 min to Jay Peak Ski

Lakeside house with stunning view! -Sleeps up to 8 -4 bedrooms / 1.5 baths. -Deck, Grill, Firepit, Dock, Kayaks -Very close to Newport Bike Path -Quiet, near end of a dead end road -3 min drive to Downtown Newport, offering several dining options and many things to do -30 min to Jay Peak Ski Resort, year round indoor water park, golf, and great restaurants -45 min to Burke Mountain Ski Area and Kingdom Trails (Mountain Biking) -37min to Lake Willoughby, beach and several hiking trails

Top guest favorite
A rustic cottage is set among lush greenery, framed by tall trees and an expansive blue sky. The structure features a sloped roof and a welcoming front porch, while a thriving garden area with various plants is visible in the foreground.
Cottage in Burke
4.97 out of 5 average rating, 66 reviews

East Burke Cozy Cottage mins to skiing at Burke Mt

Cozy one-bedroom cottage with stunning views close to all the Northeast Kingdom has to offer. Ride your bike right off the property onto the Kingdom Trails, grab your skis and find yourself at Burke Mountain in less than 5 mins and take a short drive to gorgeous Lake Willoughby for all your water sports adventures. You can also explore the cottage's 30 acres of woodlands and streams. This thoughtfully furnished rustic cottage has everything you need to enjoy the Northeast Kingdom!

Top guest favorite
A charming wooden cabin sits elevated beside a calm lake, surrounded by lush greenery. The exterior features large windows and a patio with steps leading to the water's edge. The landscape includes well-maintained grass and hints of garden beds.
Cottage in Newport
4.96 out of 5 average rating, 72 reviews

Vermont Waterfront Cottage

SmartHome, Wi-Fi, yard robot, A/C, Heat, Echo, Music, Fans, Bidet, In-Wall USP outlets.. Dock w/swim ladder, Umbrella, sandy beach. bench & lounge-sun chairs. Berries(in season) Canoe available, bring your water toys, boating, tubing but no jetski's. VAST-trails w/i 1/2 mile. Best outdoor fun for gathering with the family at the huge custom stone fire-pit surrounded by boulders for natural seating. Horseshoes & croquet on lawn. Ski resorts, cruises, plane rides, festivals. More!

Top guest favorite
The charming exterior of the Sugar Shack is showcased, featuring rustic wooden siding and large windows adorned with planters. A covered porch invites relaxation, while a fresh layer of snow blankets the ground and surrounding trees, highlighting a peaceful winter setting.
Cottage in Montgomery
4.96 out of 5 average rating, 133 reviews

Crofter's Green @ Jay Peak: Sugar Shack

The Sugar Shack is one of five micro-cottages at Crofter's Green - our small, thoughtfully-designed lodging property in the heart of Vermont. This cozy woodland retreat is just minutes from Jay Peak Ski Resort and the warm, eclectic town of Montgomery Center. this light-filled studio cottage sits at the forest's edge ad offers a peaceful home base for exploring the Northeast Kingdom. It's simple, comfortable, and surrounded by nature. Find us on social media! @croftersgreen

Top guest favorite
Four wooden chairs are positioned around a table by a large window, offering a view of the lake and surrounding trees. Natural light fills the space, highlighting the warm tones of the wooden interior.
Cottage in Derby
4.97 out of 5 average rating, 61 reviews

Vermont Lakefront Cottage Getaway

This private cottage in the Northeast Kingdom offers the perfect getaway for your family and friends, or just on your own. It's located at the end of a dirt road, yet minutes from town. Enjoy fishing, swimming, kayaking, canoeing, boating and gazing at sunsets from your beach. The screen porch is perfect for sipping coffee or rediscovering board games with your family. Or explore nearby hiking, biking, sightseeing and shopping opportunities.

Guest favorite
Cottage in Wolcott
4.9 out of 5 average rating, 101 reviews

Charming Cottage w/pond - 20 min to Stowe!

🌲 Vermont Cottage Retreat – Close to Stowe & Lake Elmore • 4 bedrooms, 2.5 baths (sleeps 9) • Fireplace, full kitchen, WiFi & Smart TV • Private patio, fire pit, pond, & hammock • Heated garage + mudroom (great for skiers) • Family & pet-friendly (with approval) ✨ Just 5 min to Lake Elmore, 20 min to Stowe Village, 35 min to Stowe Mountain, and surrounded by trails, breweries & small-town charm.

Popular amenities for Orleans County cottage rentals