Vacation rentals in Orwell

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Top-rated vacation rentals in Orwell

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Top guest favorite
A wide expanse of green pasture is visible under a golden sunset, casting long shadows across the field. Round bales of hay dot the landscape, adding texture to the serene setting. The sky is adorned with scattered clouds, reflecting the warm tones of dusk.
Home in Orwell

Heron Bluff on East Creek

A modern, private retreat overlooking East Creek situated on 114 acres of fenced pasture and woodlands. 35 minutes from Middlebury, Heron Bluff abuts East Creek, a haven for wildlife -- and an ideal getaway for paddlers, anglers, cyclists, birders, hikers... families, couples, artists looking for tranquility and inspiration. Guests may kayak on the East Creek from a private dock, hike nearby Mount Independence Park, bird watch, and be at peace. Starlink Internet. Bedrooms have window A/Cs.

4.96 out of 5 average rating, 54 reviews
Top guest favorite
Apartment in Ticonderoga

Cabin at Lake's George/Champlain

Guests will enjoy a private one bedroom apartment that is attached to our log cabin in Ticonderoga. Our central location between the lakes provides quests easy access to everything the Adirondacks have to offer. We are 1 mile from the boat launch in Lake George and 3 miles from the boat launch on Lake Champlain and historic Fort Ticonderoga. The town beach on Lake George is within 3 miles. Hiking in both NY and VT. Main street Ticonderoga is just 1/2 mile away. 18 hole golf is within 3 miles.

4.99 out of 5 average rating, 115 reviews
Top guest favorite
Cabin in Goshen

Modern Vermont Cabin with Panoramic Mountain Views

Our cozy modern cabin provides the ultimate private escape in Vermont’s Green Mountain National Forest with breathtaking mountain views and easy access to outdoor adventures. Hiking, downhill & XC skiing, snowshoeing, biking, snowmobiling, swimming, fishing, & golfing are just minutes away. Perfect for remote work with 2 desks and fast WiFi. The open-concept living area includes a fully stocked kitchen, 2 bedrooms, loft, & deck with stunning views & starry skies. Families and dogs are welcome.

4.99 out of 5 average rating, 87 reviews
Top guest favorite
An aerial view captures the lakefront house surrounded by lush greenery, highlighting the vibrant trees that frame the property. The tranquil lake reflects the surrounding nature, with a floating dock visible just offshore, inviting relaxation and exploration.
Home in Hubbardton

Welcoming Lakefront Retreat Quiet and Cozy

Discover your perfect getaway at our lakefront house in Vermont's lake region. Ideal for couples or small families, it offers stunning views of Echo Lake from every room. The house spans three levels and comfortably accommodates up to six guests. Relax on the screened-in porch equipped with a BBQ. Set on over 2 acres of private land, you’ll experience privacy and serenity. Whether you wish to unwind by the lake or explore Vermont, our retreat is the ideal destination for a memorable vacation.

5.0 out of 5 average rating, 73 reviews
Top guest favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

4.98 out of 5 average rating, 183 reviews
Guest favorite
Home in Cornwall

Vermont Schoolhouse

This renovated historic schoolhouse provides a peaceful setting from which to explore everything the Middlebury area has to offer. A sunny main room with cathedral ceilings contains a kitchen, eating area, and space to relax. In the back are a main bedroom with king-size bed and two smaller adjoined bedrooms with twin beds. The schoolhouse is a 10-minute drive from Middlebury. Easy access to hiking, skiing, and cycling. Ideal for families, individuals, or couples looking for a quiet retreat.

5.0 out of 5 average rating, 21 reviews
Top guest favorite
An aerial view reveals a farmhouse surrounded by lush green fields and blooming apple trees. The landscaped driveway curves gently toward the entrance, showcasing the expansive property with vibrant greenery and organized garden areas, creating a serene rural setting.
Apartment in Whiting

360° mountain views near Middlebury

Very cozy, large private loft apartment with a kitchenette and bathroom 10 miles from Middlebury College Vermont. Lake Champlain, ski resorts, and other outdoor activities within 20 miles. Burlington, Albany, Montreal, Boston, New York are only 1 - 4 hours away. ——— FOLLOWING THE RECOMMENDATIONS OF THE VERMONT STATE'S DEPARTMENT OF HEALTH, OUR RENTAL PROPERTY IS ONLY AVAILABLE FOR FULLY COVID-19 VACCINATED GUESTS. PROOF OF VACCINATION RECORD REQUIRED. This is for the well-being of us all.

4.95 out of 5 average rating, 213 reviews
Guest favorite
A stone fire pit is surrounded by several light-colored Adirondack chairs, offering a view of the calm lake and lush green hills in the background. The tranquil water reflects the blue sky dotted with clouds, creating a serene lakeside setting.
Home in Ticonderoga

Summer View Lake House

One of a kind year round lake house in the most peaceful setting on all of Lake George! Summer View is where you will find a relaxing vacation, stunning views, modern amenities, and an overall memorable vacation for years to come. Paddle-board around the protected bay, rent a boat and go out on Lake George's peaceful north end and return to your own dock space, sip coffee during the sunrise on the screened porch and head over to your private beach with views of rogers rock for the sunset!

4.93 out of 5 average rating, 115 reviews
Top guest favorite
The cozy cottage is softly illuminated at night, with warm light emanating from the windows. A sliding door is positioned at the entrance, complemented by two outdoor chairs on the lush lawn. The moonlight adds a serene ambiance to the rural scene.
Farm stay in Salisbury

Quaint 1-bedroom cottage on Blue Ledge Farm

This cozy cottage is on Blue Ledge Farm- a working goat dairy. It is a one-bedroom with a double fold-out futon in living room to potentially fit 4 guests. It is within 15 minutes of both Brandon and Middlebury, 1 hour south of Burlington. Pets are allowed, on leash. It can possibly include a farm and cheese tasting for an extra $20 per person (contact host in advance). It is the perfect place if you're an animal or cheese lover looking for a rustic and relaxing stay on a beautiful farm.

4.94 out of 5 average rating, 472 reviews
Guest favorite
Cabin in Poultney

Waterfront Vermont Lake House w/ Panoramic Sauna

Waterfront on Lake St. Catherine, with almost 100ft of private lake frontage and a view that's hard to beat. Watch the sunrise from the deck or from inside our new panoramic barrel sauna. Explore the lake by kayak or canoe — both included for guests. Keep an eye out for both bald eagles and loons. There's also a fire pit for evening s'mores — firewood included as well. Great for families — we've got a crib, a bunk room for the kids, and a bookshelf of board games for those rainy days.

4.93 out of 5 average rating, 408 reviews
Top guest favorite
A tranquil lake scene is depicted, featuring a clear blue sky reflecting on still waters. Lush greenery surrounds the shore, and the vibrant foliage can be observed on the hillside. A cozy red cottage is subtly mirrored in the lake's surface, enhancing the serene ambiance.
Cottage in Adirondack

Water's Edge at Beaver Pond

Like being on a boathouse, this unique custom cottage/camp embraces the spirit of Adirondack lakehouse living... with a breathtaking view from every room! Perched on the shore of private Beaver Pond, this pristine lake offers great recreational activities (canoe/ kayak/ paddleboard/ swimming/ fishing). Inside the cottage, this home is designed with every detail carefully selected, and all modern amenities included! Cozy, comfortable and well-appointed... a perfect vacation location!

5.0 out of 5 average rating, 282 reviews
Top guest favorite
The exterior of the guest house is showcased, featuring dark wood siding and a welcoming porch with a railing. An American flag hangs from the side, while colorful flowers and neatly trimmed shrubs add to the charm of the front yard.
Home in Shoreham

Vantage Point Guest House Mountain Views

Charming 2-bedroom home located on 27 acres is a perfect retreat! Vantage Point is surrounded by apple orchards, fields and woods. Whether you stay for two nights or a month, our home has all the amenities to make your stay comfortable and relaxing! Close to Middlebury & Middlebury College (20 min) and Vergennes (30 min). Ferry to Ticonderoga, NY is just 2 miles down the road as is a boat ramp to Lake Champlain. Recent updates include new washer and dryer, new oven, Roku smart tv.

5.0 out of 5 average rating, 104 reviews

Popular amenities for Orwell vacation rentals