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Vacation rentals in Orwell

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Top-rated vacation rentals in Orwell

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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
4.96 out of 5 average rating, 49 reviews

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.

Top guest favorite
An aerial view showcases a large, red two-story building with a metal roof nestled among lush greenery. The property features multiple decks and a private outdoor space. The surrounding landscape provides a serene backdrop of trees and grass, enhancing the natural setting.
Guest suite in Lake Bomoseen
4.97 out of 5 average rating, 256 reviews

My house is your house!

Relax in this refurbished quiet Lake view rental. Minutes from Lake Bomoseen/Crystal Beach. Large family room, Cast iron wood-stove. Wall of windows w/lake views. 65" 4K w/ surround sound. w/ game hook-up. Wi-Fi. Galley kitchen includes range, microwave, Keurig, fridge & wine cooler. Spacious bedroom, queen size bed w/ heated mattress pad. Lots of storage.Full bathroom. Private deck w/Adirondack chairs. Kayaks & boat launch. 15 miles to Rutland, 35 min to Pico & 47 min Killington Ski Resorts.

Top guest favorite
Apartment in Ticonderoga
5 out of 5 average rating, 97 reviews

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.

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
5 out of 5 average rating, 64 reviews

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.

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
4.98 out of 5 average rating, 173 reviews

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

Top guest favorite
A charming one-bedroom cabin is nestled among tall trees in a forested area. The wooden exterior is complemented by a porch with a railing and flower pots, creating a rustic appeal. Natural light filters through the windows, enhancing the cabin's tranquil setting.
Tiny home in Castleton
4.99 out of 5 average rating, 121 reviews

Cabin-by-the-falls

One-bedroom cabin (one double bed only) for those who want tranquility. Parking at main house and then short walk downhill, then level rocky trail to the cabin, which is located at a stream and waterfalls. There is a composting toilet, electricity and water. Wifi at main house, on deck, 5 mins walk. Wood burner in cabin, and propane stove in outside kitchen. A stand pipe (potable) or water from nearby stream (non-potable). There is a deck overlooking the stream with a picnic table.

Guest favorite
The charming redwood cabin is seen from the exterior, featuring multiple windows that allow warm light to emanate from within. A large deck is visible, furnished with two turquoise chairs, creating a welcoming outdoor space amidst the surrounding trees.
Cabin in Shoreham
4.91 out of 5 average rating, 80 reviews

Koselig Cabin: Lakefront cabin w/ stone beach

Unique redwood cabin on Lake Champlain, newly renovated and situated in a quiet neighborhood of year round residents. Perfect for a quiet retreat or a family getaway. One master bedroom, bath, & one great room which includes full kitchen, washer/dryer, dining area, sitting area, and a twin-over-full bunkbed for the kids. Large deck facing the lake with BBQ grill and backyard campfire stove. Stairs lead down to a stone beach. Two kayaks on site. Lapham Bay boat launch is 1 mile up the road.

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
4.95 out of 5 average rating, 207 reviews

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.

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
5 out of 5 average rating, 274 reviews

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!

Guest favorite
Tiny home in Ludlow
4.96 out of 5 average rating, 92 reviews

Alpine Reflection + Hot Tub

Escape to this luxury glass tiny home perched at 1,500 feet in elevation in Ludlow, Vermont—architect-designed and built in Estonia with stunning views of Okemo Mountain. Tucked away in a private forest setting, this one-of-a-kind retreat features a hot tub, fire pit, outdoor shower under the trees, radiant heated floors, and floor-to-ceiling windows that immerse you in nature. Designed for quiet luxury relaxation and unforgettable mornings, it’s the perfect escape every season

Top guest favorite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 319 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favorite
The exterior of a classic A-frame cabin is shown, surrounded by tall trees. A spacious wooden balcony with a railing extends from the second floor, offering views of the forest. The steeply pitched roof complements the rustic architecture, creating a charming and inviting presence.
Cabin in Schroon Lake
4.98 out of 5 average rating, 114 reviews

The Treehouse

Experience the cozy, rustic charm of this classic A-frame cabin. Perched in a hemlock forest at the edge of the Pharaoh Lake Wilderness, the Treehouse is the perfect setting for an Adirondack getaway. Nature will greet you at the door while the comforts of home await inside. The Schroon Lake Village and various attractions, amenities and outdoor excursions are just a short drive away.

Popular amenities for Orwell vacation rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Addison County
  5. Orwell