
Holiday rentals in Benson
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Top-rated holiday rentals in Benson
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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.
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East Cabin
The East Cabin is quietly tucked between the Green Mountains of VT and the Adirondacks of NY. Soak up the morning sun on your private stone patio while mother nature comes to life on the pond and fields. Take a day trip to beautiful Lake George or Historic Saratoga Springs. Grill steaks on the BBQ and eat S’mores by the campfire at night. Farm fresh products for purchase at our farm store, including our own pasture raised beef. We also have the West Cabin available for your family and friends.
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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.
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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.
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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.
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Sunset Lodge 6BR/2BA private dock near Killington
A perfect friend’s getaway or a family vacation spot! Offering 6 bedrooms and 2 bathrooms, your own private dock for swimming, fishing, boating, sunsets picnics and fire pit just across the street and over a guardrail. For those days indoors, the basement's ping pong table adds some friendly competition and entertainment. With ski resorts like Killington and Pico within an hour’s drive away, this location is ideal for both summer and winter adventures. Come and create some lasting memories.
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Graphite MTN Retreat
Graphite MTN Retreat is located .75 mi from the Hague Beach/Boat Launch on Lake George and 20 mi from Lake George Vil. Fully renovated, this home has industrial style finishes to pay tribute to the towns 1900s graphite mining boom. With modern amenities, fireplace, smart TV, and A/C you will find everything you need here. Outside, there is off-street parking with a level II EV charger, back deck, gas grill, outdoor dining, fire pit with ADK chairs, and the Hague Brook right in the backyard.
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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!
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Airstream on Farm
Modern Airstream on vegetable farm. Come enjoy a quiet rural retreat in Benson, Vermont on a working market garden.Sweeping hills and distant mountains line the view, with the Green Mountains to the East and the Adirondacks to the west. This small farm is located on the lower Champlain Valley. We have designed an easy access rural RV space the allows privacy within a larger farmstead. Enjoy the many swimming holes, hiking trails, historical landmarks, and quaint Vermont towns in the area.
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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.
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VT Lakefront | TrackMan Golf Sim | Private Dock!
🌊 LAKE BOMOSEEN LAKEFRONT RETREAT with private dock, panoramic views, and a premium TrackMan golf simulator guests have been loving. ⛳ Looking for something to do this fall? Come hang out, play some golf and connect. Perfect for family getaways, golf weekends, and unforgettable lake escapes with kayaks, paddleboards, a pedal boat, firepit, grill, outdoor dining, and plenty of room to relax, reconnect, swim, play, and soak up the very best of Vermont lake life all season long. ☀️🏡
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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!
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Popular amenities for Benson holiday rentals
Other great holiday rentals in Benson

Snow country guest house
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New Listing! Luxury waterfront Lake Bomoseen home!
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Lake Bomoseen | Lake Access, Fire Pit & BBQ
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Bernie’s Place: Renovated 1800s Vermont Gem
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Chalet on Pristine Beebe Lake
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Lakefront home with stunning views
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Lakefront Cabin: Sleeps 6, Fire Pit, Parking
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The Green Door
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Destinations to explore
- New York Holiday rentals
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Magic Mountain Ski Resort
- Pico Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Hildene, The Lincoln Family Home
- Middlebury College
- Gore Mountain
- Killington Resort
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- Trout Lake
- National Museum of Racing and Hall of Fame
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Congress Park
- Quechee Gorge





