Holiday rentals in Benson

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.

Family · Location · Indoor spaces

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.

Location · Family · Checkout

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.

Location · Value · Accuracy

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.

Value · Location · Amenities

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.

Location · Family · Skiing

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

Value · Location · Laundry

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.

Location · Value · Hiking

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.

Value · Location · Condition

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. ☀️🏡

Location · Family · Amenities

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!

Location · Family · Comfort

Family or couples retreat on Lake Bomoseen

Newly Renovated! 3 bedrooms 2 baths relax and take in the lake views on the multiple decks. Great for a small family or couples retreat. Boat slip and dock and 100 feet of frontage to enjoy. Bring your boat or kayak or rental. Fully stocked kitchen. Just Bring your SHEETS and TOWELS. Sunsets are great! Lake activities or hiking, biking, horseback riding, all close by. Close to Rutland and Skiing! No large parties or events

Value · Family · Comfort

Hydeville Hideaway

This is a recently renovated upstairs 2 bedroom rental. Conveniently located near the channel of Lake Bomoseen and within walking distance of a country store (and outdoor bar in the summertime). It has laminate floors and a walk-in shower. There is a full kitchen with all the accessories needed to cook and eat in. This is a non smoking unit. Please let us know if you have any questions about the property.

Family · Value · Decor