Search Vacation Homes in Benson

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 280 Vacation Homes in Benson with updated reviews, rates, and availability.

Vacation Home with 8 beds & fast WiFi with view of the Adirondacks & Lake George

Vacation Home with 8 beds & fast WiFi with view of the Adirondacks & Lake George

3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!

10.0 out of 10, Exceptional, (1)
"Very clean and easy to get to. "
The price is AED 841
AED 1,087 total
includes taxes & fees
4 Jun - 5 Jun
3-bedroom townhome in tranquil Ticonderoga with AC, WiFi close to Lake George!

Riverfront dog-friendly house near skiing with firepits, wood stove & beach

10.0 out of 10, Exceptional, (13)
"Four of us stayed at this beautiful,private log cabin style home in the woods for the weekend.It was close to town if you needed gas,groceries,souvenir shopping,etc.,The large home was very neat,clean and comfortable.The owners left us a lovely greeting card for when we arrived.Beds were very comfortable.We highly recommend this home and would enjoy another stay there.Thank you."
Riverfront dog-friendly house near skiing with firepits, wood stove & beach

Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach

9.6 out of 10, Exceptional, (161)
"We had a great winter getaway. The house and owner were great!!! Everything went as expected."
Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach

Water front home with large two tiered deck! 2 bathrooms 😂

9.4 out of 10, Exceptional, (101)
"Perfect place to just get away for a few days and relax/unwind. Absolutely beautiful views and friendly neighborhood. Downtown was a convenient drive and Rutland is a short drive away for more choices to eat out. Truly enjoyed our stay!"
Water front home with large two tiered deck! 2 bathrooms 😂

Cottage on east side of Lake Bomoseen, on-site boat slip included

9.0 out of 10, Wonderful, (8)
"We enjoyed out stay here and will be coming back."
Cottage on east side of Lake Bomoseen, on-site boat slip included

Incredible Family Getaway Home With Boat Dock

10.0 out of 10, Exceptional, (135)
"Wonderful home with a great view. Would love to stay here again!"
Incredible Family Getaway Home With Boat Dock

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

9.2 out of 10, Wonderful, (97)
"Property was clean location is close to village of Lake George- couple local breweries near By- had a wonderful stay "
Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!

NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed

2.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and nice, perfect mattresses on our beds, we enjoyed out stay."
NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed

Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

9.4 out of 10, Exceptional, (26)
"The property and home was exactly as listed. Beautiful view of the lake from the main sitting room. The home was very clean and comfortable. Everything we needed for our stay was provided."
Dog-friendly lake escape with sunroom, high-speed WiFi, water views & central AC

Muwu in Killington Area with Jacuzzi

10.0 out of 10, Exceptional, (1)
"The house was impeccably clean and arranged perfectly for a group of friends coming together for a short springther was too warm for us to take advantage of the hot tub, but we came prepared with extra towels from home nonetheless. The large inviting sofa was comfortable and offered plenty of space for four adults to stretch out and watch TV. The memory foam mattresses in the bedrooms were luxurious and so comfortable. Each of us slept so well each night. Our host Keke was incredibly...
The price is AED 1,010
AED 1,888 total
includes taxes & fees
4 Jun - 5 Jun
Muwu in Killington Area with Jacuzzi

Beautiful 4-Bedroom Home beside Middlebury College

9.8 out of 10, Exceptional, (49)
"Great place and location!"
Beautiful 4-Bedroom Home beside Middlebury College

Charming 3-bedroom house in Crown Point with WiFi and AC

10.0 out of 10, Exceptional, (2)
"Beautiful home and setting. Quiet and relaxing. Close to various points of interest. Thank you for sharing your home. We loved our stay."
Charming 3-bedroom house in Crown Point with WiFi and AC

Cute, Renovated Historic Home on River, Walk to Downtown

9.6 out of 10, Exceptional, (9)
"I really enjoyed my month here in Brandon and 19 River. I would stay here again!"
Cute, Renovated Historic Home on River, Walk to Downtown

Downtown Middlebury River House

Downtown Middlebury River House

Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

2.0 star property
Family Retreat at Lake Bomoseen: Restored 1910s Home, 4BR/2BA

Great house! Perfect location! Walk everywhere! 4 bedrooms plus loft, 2baths

10.0 out of 10, Exceptional, (72)
"The house was perfect for our 2 families. The kids loved the loft upstairs. Plenty of room for everyone. House was well stocked and even had eggs and English muffins. Quick walk to the Main Street with plenty of options for food and parks. Would definitely stay again!"
Great house! Perfect location! Walk everywhere! 4 bedrooms plus loft, 2baths

The Porch House - IN TOWN!

10.0 out of 10, Exceptional, (14)
"Really nice place that is well taken care of and walking distance to shops and restaurants. "
The Porch House - IN TOWN!

Middlebury Gem open concept and 5 minutes from town

10.0 out of 10, Exceptional, (71)
"Our second time staying here and once again it did not disappoint. Great location, spacious, and clean with all the amenities! Our family had a blast "
Middlebury Gem open concept and 5 minutes from town

The Bomoseen Bungalow: Vermont Lake House with Private Dock

2.0 star property
The Bomoseen Bungalow: Vermont Lake House with Private Dock
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.
Save an average of 15% on thousands of hotels when you're signed in