Cottage holiday rentals in Orleans County

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Top-rated cottage rentals in Orleans County

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Guest favourite

Cottage in Newport

4.94 out of 5 average rating, 49 reviews

Vermont Waterfront Cottage

SmartHome, Comcast,Wi-Fi w/extender for nec.work, A/C, Heat, Echo, Music, Fans, Bidet, In-Wall USP outlets w/shelves. Dock w/swim ladder,Umbrella,bench & lounge-sun chairs. Berries(in season) Canoe available, brink your water toys, motor boating but no jetski's. VAST-trails w/i 1/2 mile. Best outdoor fun for gathering w/family @fireplace & grill. Horseshoes & croquet on lawn. BurkeSki & Jay Ski resort w/indoor waterpark plus. Newport, restaurants, shops, cruises, plane rides, festivals. MuchMore

Superhost

Cottage in Derby

4.85 out of 5 average rating, 60 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!

Guest favourite

Cottage in Derby

4.98 out of 5 average rating, 48 reviews

Cozy Lake Front Cottage on VAST Trail

Welcome to our cozy cottage on Lake Salem! For our winter guests, we are located on the Vermont Snowmobile trail with direct access to the VAST trail, park your snowmobiles at the house and ride directly from the doorway! Ice fishing is always amazing with bay window views to your tip ups on the coldest days. 45 minutes from Jay Peak Resort. For our summer guests, experience the most vivid sunsets in the Northeast Kingdom! Sunset kayaking is a must or just relax in the screened in porch room!

Guest favourite

Cottage in Newport

4.87 out of 5 average rating, 149 reviews

Lake Front Cabin~Fireplace~Boat Dock~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 :-)

Superhost

Cottage in Westmore

4.71 out of 5 average rating, 58 reviews

Grandma’s Cottage

Our adorable cottage is surrounded by beautiful 200 year old pines and sits next to an Indian burial ground. There's plenty of parking and a brick fire pit. There's wood and oil heat, instant hot water, two burner electric stove and convection oven. The cottage is a summer cottage only and can only be rented the months of May through Oct. This cottage is VERY rustic and we want to keep it that way. If rustic is not your thing then please check out our Mom's house which is listed in my profile.

Guest favourite

Cottage in Newport

4.88 out of 5 average rating, 162 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 favourite

Cottage in Greensboro

4.98 out of 5 average rating, 250 reviews

"The Stuga" a quaint cottage with sweeping views

"The Stuga" a quaint cottage with expansive views of Vermont's mountains and fields. A ten minute walk to Caspian Lake and the famous Willey's General Store. Enjoy hiking the Nature Conservancy's Barr Hill Preserve across the street and visiting Hill Farmstead's Award winning Brewery around the corner. Cross country ski both Highland Lodge and Craftsbury Outdoor Center. Other local destinations include Sterling College, Highland Center for the Arts, Circus Smirkus and Greensboro Country Club.

Guest favourite

Cottage in Newport

4.76 out of 5 average rating, 51 reviews

Delightful cottage steps from Lake Memphremagog

Cheerful cottage with access to Lake Memphremagog past main house. Large deck on lakefront shared with owner, as well as canoe and double kayak. Clean, sandy-bottomed lake is great for kids and shallow many feet from shore. Nature walks out front door, plus access to bicycle and mountain bike trails. Great fishing with easy motor boat input nearby. Half hour from Jay Peak's summer activities. Reliable WiFi. Cottage has loft with king bed. Living area has futon which converts to double bed.

Guest favourite

Cottage in Montgomery

4.96 out of 5 average rating, 105 reviews

Crofter's Green @ Jay Peak: Sugar Shack

The Sugar Shack is one of five micro-cottages at Crofter's Green nested on twenty-five beautiful acres of land just 7 minutes from Jay Peak Ski Resort and 5 minutes from the warm, eclectic town of Montgomery Center, Vermont. Whether you're looking for a relaxing escape from the hustle and bustle, or want a cozy home-base from which to ski, hike, shop, or explore the nearby cities of Montreal and Burlington, the Sugar Shack is your ideal destination. Find us on social media! @croftersgreen

Guest favourite

Cottage in Westfield

4.89 out of 5 average rating, 141 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

Cottage in Burke

4.96 out of 5 average rating, 46 reviews

Cozy East Burke Cottage near bike trails & skiing

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!

Guest favourite

Cottage in Glover

4.98 out of 5 average rating, 56 reviews

Relaxing Cottage Retreat on Shadow Lake Glover VT

Enjoy a peaceful escape in this sweet little newly renovated and stylishly minimalist cottage with stunning water views and private beach access on beautiful Shadow Lake. An ideal space for a solo writer's retreat, a romantic weekend, or a family getaway. In the evening, stargazing from the secluded back deck is absolutely mesmerizing and in the morning, it's the perfect spot to savor a quiet cup of coffee. In the winter enjoy the cottage’s coziness after a day of skiing!