Bennington Vacation Rentals

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Vacation Rentals in Bennington

Green Mountain Getaway

2.0 star property
9.8 out of 10, Exceptional, (11)
"Great Location -- place was spotless and very accommodating"
The price is CA $233
CA $526 total
includes taxes & fees
Jul 15 - Jul 16
Green Mountain Getaway

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

9.0 out of 10, Wonderful, (29)
"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

VT at its best! Near hiking trails, museums & colleges.

VT at its best! Near hiking trails, museums & colleges.

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

10.0 out of 10, Exceptional, (1)
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Breathtaking Mtn Views: Stylish Rustic Retreat!

10.0 out of 10, Exceptional, (29)
"The pictures of this place do not even do it justice. It was breathtaking. We had so much fun exploring Bennington during the day and returning to Big Sky to relax and enjoy the beautiful property. The house had everything we needed and more; the beds were so comfortable, and we enjoyed our time together. We will be back soon!"
Breathtaking Mtn Views: Stylish Rustic Retreat!

Mountain Sanctuary Dome Rustic Solitude 5BR

9.8 out of 10, Exceptional, (6)
"We had an awesome stay at Nate’s place! The stone architecture and wood oven fireplace gave a truly unique experience, and the house was very spacious. The fully equipped kitchen made for anxenjoyable cooking experience. Nate was also flexible and responsive. Definitely recommend this for your weekend getaway home!"
The price is CA $342
CA $692 total
includes taxes & fees
Aug 2 - Aug 3
Mountain Sanctuary Dome Rustic Solitude 5BR

Lake life at Woodford Cottage

9.6 out of 10, Exceptional, (14)
"Perfect getaway for a family ski trip."
Lake life at Woodford Cottage

Meme's High Mountain Lake House

10.0 out of 10, Exceptional, (7)
"We loved this spot! From chilling by the water in the great yard and deck to explore nearby hiking spots, we couldn’t have asked for more! Jessica was very communicative as well. "
Meme's High Mountain Lake House

Victorian Home in Bennington, Vermont

10.0 out of 10, Exceptional, (91)
"We loved our Christmas at this property. It was so serene and comfy. Will definitely stay again! "
Victorian Home in Bennington, Vermont

Bennington Gem w/ Smart TV Near Historic District!

3.0 star property
10.0 out of 10, Exceptional, (1)
"We liked staying at the place as it had good amenities (washer, dryer, dishwasher, fridge with a freezer, fan, inflatable bed, wifi, cable, free parking spots. etc) and a lot of space. Where there is no central AC, it had a window unit which worked well - we had a comfortable stay in mid-July."
Bennington Gem w/ Smart TV Near Historic District!

Historic Downtown Home w/Bar Room, Hot Tub

10.0 out of 10, Exceptional, (12)
"Loved our stay in Bennington, Vermont! The inn had beautiful woodwork in the living room and the side family room and we really enjoyed playing games there and having wonderful talks! Walking distance to town and coffee shops made this one of our favorite vacations. Thank you!"
Historic Downtown Home w/Bar Room, Hot Tub

Perfect for a peaceful get away in clean fresh Vermont air!

10.0 out of 10, Exceptional, (73)
"Enjoyed the cozy cabin feel. Property was extremely clean and when hit with snow the plow service was totally on top of it! A lovely stay!"
Perfect for a peaceful get away in clean fresh Vermont air!

Charming 2-bedroom apartment in superb Bennington with WiFi

10.0 out of 10, Exceptional, (3)
"The pictures don’t do the listing justice, much bigger than the puctures suggest. The location is great with minutes away from Main St. (bars restaurants). Robin is also a great host! Really enjoyed our stay look forward to booking again next winter "
Charming 2-bedroom apartment in superb Bennington with WiFi

Bennington Gem w/ Smart TV Near Historic District!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed for a wedding in the area & found the property suited our needs. Short walk to restaurants & shopping. Communication super quick with property contact."
Bennington Gem w/ Smart TV Near Historic District!

Cozy Loft steps from VT Downtown

9.0 out of 10, Wonderful, (2)
"This property is nicely furnished and spacious. The area is very quiet and convenient to many restaurants and attractions. Very comfortable and had everything I needed! The owner was very responsive and easy to communicate with. "
Cozy Loft steps from VT Downtown

Two Brooks Lodge

3.0 star property
4.8 out of 10, (3)
"Strong dog smell, dirty shabby condition of interior surfaces. Obvious makeshift repairs, spongy floors, torn, flaking couch. Kitchen counter had multiple burn marks and some sticky substance, corner held down with duct tape. Screen door off tracks, laying against wall. Wife was stung by insect in the unit, had to go to hospital. We moved out after only 3 hours, and literally slept in the car rather than go back. Owner uncaring, rude and greedy. Slow to return security deposit. I've...
Two Brooks Lodge

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

10.0 out of 10, Exceptional, (1)
"Everything was lovely and easy"
Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Home Near Hiking Biking w Hottub 6 Bedrooms

2.0 star property
Home Near Hiking Biking w Hottub 6 Bedrooms

Breathtaking Mtn Views: Stylish Rustic Retreat!

3.0 star property
Breathtaking Mtn Views: Stylish Rustic Retreat!

Charming 3-bedroom cabin in Woodford private with mountain and pond view

Charming 3-bedroom cabin in Woodford private with mountain and pond view
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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Frequently asked questions

Can I find a vacation rental in Bennington?

Yes, we have vacation rentals close to popular attractions in Bennington, or you can go with a more secluded option if you want a relaxing place to stay. Tourists who visit Bennington speak highly of the ski slopes and array of shops. While you're in the area, you can also enjoy the majestic mountain landscape and museums.

What are some of the best vacation rentals in Bennington?

Quaint lakefront home with a private deck, firepit, and dock: Visitors like this Bennington vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals will I find in Bennington?

With 18 Expedia vacation rentals, you're sure to find just the right place for your Bennington stay.

What’s there to see and do in Bennington?

Enjoy the outdoors at Green Mountain National Forest and Harmen Hills Trail, or simply take in cultural attractions like Bennington Museum and Robert Frost Stone House Museum. While here, Bennington Battle Monument and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display are other places worth a visit.

What’s a vacation rental in Bennington like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Bennington. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip.