Benson Vacation Rentals

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Our top choices for Benson vacation rentals

Ultimate relaxing vacation

Ultimate relaxing vacation
Orwell
9.8 out of 10, Exceptional, (215)
"Great stay! Right on the lake with a great dock to relax and enjoy the summer days."
United States
Harry S.
The price is ¥21,860
¥27,981 total
includes taxes & fees
Jan 27 - Jan 28, 2026
Ultimate relaxing vacation

*Downtown Middlebury Waterfall Studio Apartment*

*Downtown Middlebury Waterfall Studio Apartment*
Middlebury
10.0 out of 10, Exceptional, (7)
"fantastic!"
United States
Diana L.
The price is ¥9,728
¥41,311 total
includes taxes & fees
Jan 26 - Jan 27, 2026
*Downtown Middlebury Waterfall Studio Apartment*

Trout House Village Resort

Trout House Village Resort
3.0 star property
Hague
9.8 out of 10, Exceptional, (20)
"Great updated cabin. "
United States
Diane
The price is ¥23,361
¥29,834 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Trout House Village Resort

Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.6 out of 10, Exceptional, (5)
"Peaceful stay in the city! We were headed to the rodeo, so this was the perfect distance away! "
United States
Aislinn F.
The price is ¥14,677
¥32,877 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Cozy Rutland Retreat

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland
2.5 star property
Rutland
9.2 out of 10, Wonderful, (5)
The price is ¥23,421
¥30,079 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Rustic Cabin, Mountain Views, Hot Tub, Fire Pit in Rutland

Doc's Lake house 1st floor, 2 bedroom apartment

Doc's Lake house 1st floor, 2 bedroom apartment
Salisbury
10.0 out of 10, Exceptional, (72)
"Doc runs a great place for all to enjoy. "
United States
William D.
The price is ¥21,079
¥32,003 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Doc's Lake house 1st floor, 2 bedroom apartment

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.
2.0 star property
Mendon
9.8 out of 10, Exceptional, (11)
"Great place! Secluded but close to everything. We will definitely stay again."
United States
Patricia Y.
The price is ¥39,683
¥91,262 total
includes taxes & fees
Jan 6 - Jan 7, 2026
The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown
Rutland
10.0 out of 10, Exceptional, (1)
The price is ¥29,874
¥67,477 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Spacious Central 4BR, Ski, Bike,Hike, Explore Downtown

Make memories at this unique and family-friendly Vermont cabin!

Make memories at this unique and family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (10)
"Loved the place! Just an hour from lake george! "
United States
Yami N.
The price is ¥27,965
¥45,660 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Make memories at this unique and family-friendly Vermont cabin!

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is ¥20,142
¥43,894 total
includes taxes & fees
Jan 19 - Jan 20, 2026
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

Feel the real VT! Fall foliage, hikes, foodie’s delight!

Feel the real VT! Fall foliage, hikes, foodie’s delight!
2.0 star property
Proctor
10.0 out of 10, Exceptional, (1)
"Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip."
United States
Rebecca
The price is ¥45,944
¥111,093 total
includes taxes & fees
Jan 21 - Jan 22, 2026
Feel the real VT! Fall foliage, hikes, foodie’s delight!

large ski ranch hot tub close to killington pets ok

large ski ranch hot tub close to killington pets ok
2.0 star property
Mendon
10.0 out of 10, Exceptional, (1)
"Amazing stay! Gorgeous house, clean, perfect location. The host was super responsive and made the check in check out process so easy.Highly reccomend and can’t wait to stay again next year. "
United States
Nicole H.
The price is ¥60,114
¥115,943 total
includes taxes & fees
Jan 11 - Jan 12, 2026
large ski ranch hot tub close to killington pets ok

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!
Fort Ann
10.0 out of 10, Exceptional, (24)
"Satisfied. Quiet and relaxing property. "
United States
Timothy F.
The price is ¥33,445
¥62,776 total
includes taxes & fees
Dec 30 - Dec 31
Dog friendly lakefront home w/fireplace near Lk George. Telecommuters welcome!

Moose Lodge - Rustic and Cozy

Moose Lodge - Rustic and Cozy
Ticonderoga
9.8 out of 10, Exceptional, (60)
"The house was clean and comfortable. Though no lake access, it was drivable to public lake access."
United States
Kate E.
The price is ¥39,769
¥91,470 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Moose Lodge - Rustic and Cozy

Beautiful Lake House with whole house renovation & fresh modern appeal!

Beautiful Lake House with whole house renovation & fresh modern appeal!
Crown Point
10.0 out of 10, Exceptional, (11)
"Awesome place with incredible lake views! The host was very attentive and thoughtful about our needs. I highly recommend!"
United States
Phillip K.
The price is ¥45,797
¥67,321 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Beautiful Lake House with whole house renovation & fresh modern appeal!

True Adirondack living. 3-bedroom house in tranquil Diamond Point.

True Adirondack living. 3-bedroom house in tranquil Diamond Point.
Diamond Point
10.0 out of 10, Exceptional, (7)
"Fantastic stay. Clean and welcoming. Plenty of staples supplied which is always helpful. Will visit again."
United States
Brad S.
The price is ¥46,842
¥98,963 total
includes taxes & fees
Jan 14 - Jan 15, 2026
True Adirondack living. 3-bedroom house in tranquil Diamond Point.

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (67)
"Very pleasant stay, at a unique and interesting property."
United States
Steve P.
The price is ¥21,860
¥33,577 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!

Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!
bolton landing
9.0 out of 10, Wonderful, (108)
"Great place, just needs a little upkeep on the exterior"
United States
Craig P.
The price is ¥17,566
¥46,190 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.
Rutland
9.2 out of 10, Wonderful, (5)
"Big and spacious. "
United States
Robert S.
The price is ¥70,388
¥147,387 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Susan Lane Hideaway: 4BR/3.5BA Renovated Home. Close to skiing and town.

Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views
Ticonderoga
9.6 out of 10, Exceptional, (35)
"Very nice time …. Lake fantastic!"
United States
William B.
The price is ¥84,316
¥176,262 total
includes taxes & fees
Dec 28 - Dec 29
Lake George Water Front Cabin Spectacular Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Benson Hotel Reviews

Find out more about Benson

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Frequently asked questions

Can I find vacation rentals in Benson?

Yes, there are vacation rentals near well known attractions in Benson, or you can choose a secluded option if you're looking for a relaxing stay.

What's the top vacation rental in Benson?

CAMP DAVID in Bolton Landing, Immaculate, Dog-friendly Fire-pit Play-yard: This vacation home rental outside of Benson is located near skiing and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Benson?

Perch Pond and Doughty Pond are a couple of lovely local spots to get outside and enjoy nature. While here, Bomoseen State Park and Sunset Lake are other places worth a visit.

What’s a vacation rental in Benson like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Benson. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.