
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.
FamilyLocationCheckout
4.96 out of 5 average rating, 54 reviews
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.
FamilyLocationGetting around
4.98 out of 5 average rating, 179 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.
ValueLocationHospitality
4.99 out of 5 average rating, 114 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.
LocationFamilyAccess
5.0 out of 5 average rating, 73 reviews
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.
FamilyLocationSleep quality
4.94 out of 5 average rating, 18 reviews
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.
LocationFamilyTV
5.0 out of 5 average rating, 99 reviews
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!
FamilyLocationCondition
4.93 out of 5 average rating, 115 reviews
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.
FamilyValueCondition
4.93 out of 5 average rating, 28 reviews
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.
ValueFamilyCondition
4.93 out of 5 average rating, 408 reviews
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. ☀️🏡
FamilyLocationCheck-in
4.97 out of 5 average rating, 62 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!
ValueFamilySleep quality
5.0 out of 5 average rating, 282 reviews
The Berghüttli: Glowing Swiss Hut in the Forest
The Berghüttli ("little mountain hut") is a Swiss-inspired hut and farm stay surrounded by National Forest in Goshen, VT (pop. 168). A completely private escape—no other structures in sight, just woods and quiet. Inside, a wall of windows brings the forest right up to you, while glowing maple plywood fills the space with warm light. High-speed fiber internet runs a reliable 300 Mbps. Stay connected or switch off completely. Search "The Berghüttli" on YouTube for a video tour.
ValueLocationEV charging
4.97 out of 5 average rating, 155 reviewsPopular amenities for Benson holiday rentals
Other great holiday rentals in Benson

Private Sandy Beach with 125 feet of lake frontage
FamilyLocationView
4.9 out of 5 average rating, 91 reviews
New Listing! Luxury waterfront Lake Bomoseen home!
FamilyValueCheck-in
4.98 out of 5 average rating, 54 reviews
Snow country guest house
LocationValueAmenities
5.0 out of 5 average rating, 89 reviews
Adirondack Riverfront Retreat | Near Lake George
FamilyLocationAmenities
4.96 out of 5 average rating, 71 reviews
Lake George Waterfront w Dock!
LocationFamilyComfort
4.87 out of 5 average rating, 38 reviews
Year-Round Lake George Access, Easy Walk to Beach
FamilyLocationAccess
4.83 out of 5 average rating, 35 reviews
Lakefront Cabin: Sleeps 6, Fire Pit, Parking
FamilyLocationBathroom
4.82 out of 5 average rating, 98 reviews
The Green Door
ValueFamilyHeating
4.83 out of 5 average rating, 59 reviewsDestinations to explore
- New York Holiday rentals
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- Lake George
- Okemo Mountain Resort
- Stratton Mountain
- Sugarbush Resort
- Saratoga Race Course
- Pico Mountain Ski Resort
- Magic Mountain Ski Resort
- Stratton Mountain Resort
- West Mountain Ski Resort
- Fort Ticonderoga
- Gore Mountain
- Middlebury College
- Hildene, The Lincoln Family Home
- Killington Resort
- Emerald Lake State Park
- Bromley Mountain Ski Resort
- Trout Lake
- National Museum of Racing and Hall of Fame
- Warren Falls
- Camp Plymouth State Park
- Shelburne Vineyard
- Shelburne Museum
- Congress Park
- Quechee Gorge





