
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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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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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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Log Cabin Escape | Hot Tub + Mntn Views Near Lake
Welcome to the LOME! A one-of-a-kind log cabin nestled in the Southeast Adirondacks, between Lake Champlain & Lake George, with sweeping views of the Vermont Green Mountains. The hand-hewn beams overhead were salvaged from a 100-year-old family barn & every corner of this home has been crafted with love & intention. Whether you're here to hike, ski, spend lazy days by the lake, peep foliage, or genuinely unplug - this is the perfect retreat in one of the most beautiful spots in the Northeast
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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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New Listing! Luxury waterfront Lake Bomoseen home!
This gorgeous direct lakefront private residence is a completely remodeled multi-level home featuring a gourmet kitchen with Subzero/Viking appliances, all new cabinetry and granite countertops. The half bar kitchen stool seating opens into the large dining area with seating for 10+ as well as the expansive 2X HEIGHT GREAT ROOM with exposed wood beams, stone gas fireplace and lounging area all framed by the WALL OF WINDOWS displaying UNOBSTRUCTED 'DOWN THE LAKE' VIEWS OF LAKE BOMOSEEN!
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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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Lakeside Retreat! Your Lake Hortonia retreat!
Your home away from home! Newly renovated and updated! All the amenities of home in a cozy house overlooking Lake Hortonia. A beautiful setting, quiet and friendly surroundings, lots of family friendly activities, places and local hot spots nearby! New steps and dock for any and all water activities and enjoyment . 2 kyacks available for guest use, WIFI, fire pit, Grill and more to make the most of your getaway.
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Popular amenities for Benson holiday rentals
Other great holiday rentals in Benson

Bernie’s Place: Renovated 1800s Vermont Gem
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Private Sandy Beach with 125 feet of lake frontage
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The Tacklebox on Lake Champlain • Sauna • Hot Tub
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Adirondack Riverfront Retreat | Near Lake George
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Chalet on Pristine Beebe Lake
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Lakefront Cabin: Sleeps 6, Fire Pit, Parking
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The Green Door
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Lakefront Adirondacks Home: Lake George Oasis!
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Destinations to explore
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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
- Killington Resort
- Gore Mountain
- Bromley Mountain Ski Resort
- Emerald Lake State Park
- National Museum of Racing and Hall of Fame
- Trout Lake
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Congress Park
- Quechee Gorge





