Bennington Holiday Rentals: Short-Term Accommodations for Rent

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Holiday Rentals in Bennington

"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!"

"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."

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

HK$2,272 total

includes taxes & fees

1 Sept - 2 Sept

"Perfect getaway for a family ski trip."

"Loved the place and the stay. The pictures don’t do it justice. Its was everything we hoped for and more."

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!"

"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 "

"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 property was even more beautiful than the detailed photos depicted. It is secluded and private and yet, only a short drive to downtown.The interior finishes were homey and classy at the same time.Courtney is a fantastic host, who communicated thoroughly and responded promptly.If you’re looking for a quiet get away, you will love this property. "

"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. "

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

HK$2,983 total

includes taxes & fees

12 Sept - 13 Sept

HK$1,048 total

includes taxes & fees

5 Sept - 6 Sept

"Everything was lovely and easy"

"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 had an incredible time staying at the cottage and can't wait to visit again sometime! From hiking, sitting on the porch drinking coffee, cooking while listening to music, and enjoying time on the pond, everything about our stay was perfect. "

Smart TV, fireplace, DVD player, music library

"Nice place, just what we were looking for to stay the weekend. "

"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."

HK$2,106 total

includes taxes & fees

1 Sept - 2 Sept

"Nice, clean room in prime location"

HK$3,213 total

includes taxes & fees

28 Aug - 29 Aug

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Top Bennington Hotel Reviews

Find out more about Bennington

Search for holiday rentals in Bennington on Expedia! You can easily find your home rentals, villas, holiday apartments in Bennington using one of the methods below:

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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?

Contemporary Berkshire Home with Views of Taconic Golf Course: This holiday home rental outside of Bennington offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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

Mountain Sanctuary Dome Rustic Solitude 5BR

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

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

Lake life at Woodford Cottage

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

Breathtaking Mtn Views: Stylish Rustic Retreat!

Charming 2-bedroom apartment in superb Bennington with WiFi

Bennington Gem w/ Smart TV Near Historic District!

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

Meme's High Mountain Lake House

Green Mountain Getaway

Cozy motel suite in charming Woodford with WiFi, AC

Vermont Downtown Oasis - Two Bedroom in Picturesque Downtown

Bennington Gem w/ Smart TV Near Historic District!

Breathtaking Mtn Views: Stylish Rustic Retreat!

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

Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Lovely ski-in/out condo steps from ski lift with trails and amazing views

Long Trail House at Stratton Mountain Resort

Top Bennington Hotel Reviews

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Frequently asked questions