
Holiday rentals in Orwell
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Top-rated holiday rentals in Orwell
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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.

Waterfront cottage walk-out suite.
Private entrance suite overlooking Burr Pond. Conveniently close to Mountain Top Inn & Resort (3.7 miles), Killington/Pico ski resorts and Rutland. Swim, kayak, bike and hike. Take advantage of more than 12 miles of the Pittsford Trail Network. The serenity of country living coupled with the amenities of Rutland! We’re on a short dirt road off of a steep hill. Front or 4 wheel drive vehicles with good all season or snow tires required in the winter. Not suitable for toddlers or young children.

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.

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.

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

Out On a Limb • A Magical Treehouse Experience
Welcome to Out on a Limb, our magical treehouse nestled in the serene woods of upstate New York. This cozy, charming hideaway offers a peaceful & romantic escape, perfect for couples or solo travelers looking to connect with nature. Surrounded by towering trees, the treehouse provides a unique experience year round—from relaxing in the hot-tub on a snowy night, to stargazing by the campfire. The treehouse is always stocked with waffle mix & homemade frozen cookies. We can’t wait to host you!

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.

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.

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!

1958 Classic "Hunting Cabin" w/ Breathtaking Views
Welcome to CAMP TREETOPS, located in the heart of the beautiful Vermont mountains. Our cabin is nestled at the top of a private mountain, surrounded by breathtaking views of Killington, Pico mountains, and the White River. Originally purchased from a Sears & Roebuck catalog as a hunting cabin owned by the same family until 2019. The cabin has since been transformed into its original vintage classic camp décor with antique furnishings and unique vintage finds that take you back in time.

Fox Farm · Hilltop Retreat Near Mountains & Lakes
JUNE DADS & GRADS (AND BLUSHING BRIDES) 25% off all month long. Between the mountains and the water — where every view feels like Vermont. Fox Farm Vermont is a bucolic hilltop retreat between the Taconic and Green Mountain ranges, offering stunning views in every direction. Equidistant from Lake Bomoseen and Killington, this thoughtfully designed apartment features cozy interiors and curated artwork by distinguished Canadian artists. Come for the views — stay for the feeling.

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.
Popular amenities for Orwell holiday rentals
Other great holiday rentals in Orwell

The Looking Glass, a modernistic escape

Koselig Cabin: Lakefront cabin w/ stone beach

Adirondack Riverfront Retreat | Near Lake George

Scotch Hill Cabin

Family Friendly ADK Getaway!

Private Cozy Apartment • Near Middlebury

Slateville Cabin & Tower equipped & secluded

Alpine Reflection + Hot Tub
Destinations to explore
- New York City Holiday rentals
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- Portland Holiday rentals
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- Lake George
- Okemo Mountain Resort
- Sugarbush Resort
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Killington Resort
- Six Flags Great Escape Lodge & Indoor Water park
- West Mountain Ski Resort
- Gore Mountain
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Whiteface Mountain Ski Resort
- University of Vermont
- Fox Run Golf Club
- Middlebury College
- Bromley Mountain Ski Resort
- Adirondack Extreme Adventure Course
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- ECHO, Leahy Center for Lake Champlain
- Emerald Lake State Park
- Trout Lake
- Shelburne Vineyard
- Warren Falls





