Bennington Holiday Rentals from NZ$493: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Bennington has to offer?

The Jelly Mill-A Peaceful River Retreat : This holiday home rental outside of Bennington is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

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Holiday Rentals in Bennington

"Great Location -- place was spotless and very accommodating"

includes taxes & fees

1 July - 2 July

"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!"

"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!"

"Rustic but not too rustic, great location, excellent hot tub, plenty of blankets, well-appointed kitchen. Would definitely stay again. "

includes taxes & fees

1 July - 2 July

2 bedrooms, desk, travel cot, free Internet

"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!"

includes taxes & fees

1 July - 2 July

"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!"

"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."

"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 "

"Stayed for a wedding in the area & found the property suited our needs. Short walk to restaurants & shopping. Communication super quick with property contact."

"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. "

"Perfect getaway for a family ski trip."

"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. "

"Nice house near many interesting historical sites in Bennington."

"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...

"Everything was lovely and easy"

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Find out more about Bennington

Everything you need to know about Bennington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bennington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bennington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bennington. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bennington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bennington holiday rentals we have selected for you start as low as NZ$493 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Bennington rentals

At Expedia, we put the best Bennington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Bennington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bennington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bennington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Bennington properties

5/5 Excellent

"..."

A verified traveller stayed at The Autumn Inn

Posted 1 day ago

5/5 Excellent

"It was acceptable for one night, but the key was a little worn and hard to use, the mirror on the door is not usable, and the room smells terribly like old cigarette smoke, mattress had a plastic protector cover, made it hard to sleep peacefully. It’s a quaint historic motel. Fixing these things would make it even better. I feel like it’s a live in motel, seemed a few of the tenants were not temporary. "

A verified traveller stayed at Bennington Motor Inn

Posted 3 weeks ago

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

5/5 Excellent

"The house was very cozy and had great views. Working with owner was a dream when we had a problem with internet. All fixed now, no other problems! Thanks so much Linda!"

A verified traveller stayed at Perfect for a peaceful get away in clean fresh Vermont air!

Posted 3 weeks ago

Frequently asked questions

Can I find a holiday rental in Bennington?

Yes, there are holiday rentals close to the most popular sights in Bennington, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Bennington has to offer?

The Jelly Mill-A Peaceful River Retreat: This holiday home rental outside of Bennington is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals will I find in Bennington?

With 16 Expedia holiday rentals, you're guaranteed 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, Old First Congregational Church and Bennington Battle Monument are other places worth a visit.

What’s a holiday rental in Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bennington. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.

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Bennington Holiday Rentals

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Holiday Rentals in Bennington

Green Mountain Getaway

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

Mountain Sanctuary Dome Rustic Solitude 5BR

Historic Downtown Home w/Bar Room, Hot Tub

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

Breathtaking Mtn Views: Stylish Rustic Retreat!

Peaceful getaway nestled on 5.6 acres of old farmland in Bennington, VT

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

Bennington Gem w/ Smart TV Near Historic District!

Charming 2-bedroom apartment in superb Bennington with WiFi

Bennington Gem w/ Smart TV Near Historic District!

Meme's High Mountain Lake House

Lake life at Woodford Cottage

Cozy Loft steps from VT Downtown

Short walk to Main St. and SVMC and under 1 hour to skiing.

Two Brooks Lodge

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Breathtaking Mtn Views: Stylish Rustic Retreat!

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

Modern Woodford Estate, Lake, Mountain, VAST entrance

Find out more about Bennington

Recent reviews of Bennington properties

The Autumn Inn

Harwood Hill Motel

Starlight Inn

Hampton Inn Bennington

Green Mountain Getaway

Bennington Motor Inn

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

Hotel Vervana, Trademark Collection by Wyndham

Best Western Bennington

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