Benson Vacation Rentals from CA $267: Short-Term Rentals for 2026

Q: What's the top vacation rental in Benson?

NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed : This vacation home rental outside of Benson offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. You and your friends and family can relax into your vacation with amenities like a selection of books.

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Our top choices for Benson vacation rentals

Digital Detox @ a SECLUDED RUSTIC camp site. Waterfall, creek, swimming hole

Crown Point

Ronald Z.

CA $89 total

includes taxes & fees

Jun 18 - Jun 19

Cabin, 1 Bedroom, Non Smoking, Lake View

Trout House Village Resort

Hague

Matthew

CA $267 total

includes taxes & fees

Jun 21 - Jun 22

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

Mendon

Aurore H.

CA $370 total

includes taxes & fees

Jun 22 - Jun 23

Unique family-friendly Vermont cabin!

Fair Haven

Nidia V.

CA $406 total

includes taxes & fees

Jun 17 - Jun 18

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

Mendon

Jane

CA $616 total

includes taxes & fees

Jun 17 - Jun 18

Paradise! A sweet little slice of paradise in this 1 bedroom apartment.

Leicester

"Our hosts were fabulous and extremely accessible. They left us home made treats and fresh eggs from their chickens. And no, roosters did not wake us up in the morning LOL. The property is absolutely gorgeous. The apartment was immaculate and had everything we needed . We were there just before the pool opening but they were busy getting everything ready and I wish we could go back to enjoy that fabulous space. There is also a massive game room but we were too busy to enjoy that space."

Debra

CA $256 total

includes taxes & fees

Jun 17 - Jun 18

Cozy Rutland Retreat

Rutland

Dave M.

CA $263 total

includes taxes & fees

Jun 17 - Jun 18

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Leicester

Jeremy H.

CA $284 total

includes taxes & fees

Jun 22 - Jun 23

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Top Benson Hotel Reviews

Hampton Inn Rutland

10/10 Excellent

"Nice comfortable bed, nice selection of breakfast items"

Lake Bomoseen Lodge

8/10 Good

"The room that we booked was literally facing the lake. It was beautiful and very relaxing. The only downfall was when the people are trying to go upstairs, you can literally hear them. It was loud. The balcony was nice, but there is no privacy. You are sharing the balcony with your neighbors. There is no partition in between balcony. We also found a cigarette butt by our balcony upon checking in."

Best Western Plus Ticonderoga Inn & Suites

10/10 Excellent

"Clean and comfortable. Not too expensive. Location, location, location! Convenient to everything you're likely to want to do in Ticonderoga. The pool and hot tub are nice amenities. If they have a gym, I didn't see it. Perhaps it's on the second floor? Breakfast is included; and it's really pretty good. My companion noted that the egg omelets all seemed to include cheese. I guess if you're lactose intolerant that could be an issue- probably the hot foods should be labeled. The restaurant / bar is okay; menu is a bit limited, but will satisfy most people. Our food was good ,we ate breakfast twice and dinner twice. Restaurant options in-town seem pretty limited,so, we appreciated the convenience of having an on-site restaurant. There is 24 hour coffee and tea in the lobby, which is a nice touch. We expect to return in the fall."

Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks

10/10 Excellent

"Everything about this cabin is perfection. Clean, quiet, a beautiful view, a lake to swim and kayak in right outside your door. I loved falling asleep to the loons calling on the lake. I was even able to bring my senior dog along. Neither one of us wanted to leave and we most definitely will be coming back. My one piece of advice for future guests is to make sure you print out the directions to access the key and internet code because your cell phone will not work unless you are on their wireless account. I ended up having to drive back to the local country store so I could get enough service to pull the information off my account."

Find out more about Benson

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Benson. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

NEW LISTING! Cozy Trotter (4-Bedroom Home) - Pets Allowed: This vacation home rental outside of Benson offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Benson?

Sunset Lake and Perch Pond are a couple of lovely local spots to get outside and enjoy nature. While here, Bomoseen State Park and Benson Public Library 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.

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Our top choices for Benson vacation rentals