Old Bennington Holiday Rentals

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Our top choices for Old Bennington holiday rentals

9.2 out of 10, Wonderful, (21 reviews)
"Highly recommend clean beautiful stay!"
United States
Douglas D.
The price is NZ$511
includes taxes & fees
2 Mar - 3 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
9.8 out of 10, Exceptional, (103 reviews)
"The host was very responsive and helpful. The property itself was also fantastic, with plenty of amenities and kept very clean."
United States
Jon
The price is NZ$513
includes taxes & fees
2 Mar - 3 Mar
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cottage in cambridge

Peaceful Cottage Retreat
9.8 out of 10, Exceptional, (47 reviews)
"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "
United States
Victor L.
The price is NZ$315
includes taxes & fees
2 Mar - 3 Mar
Peaceful Cottage Retreat

Apartment in Williamstown

Downtown | Waterfront | Walk to Shops
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is NZ$475
includes taxes & fees
2 Mar - 3 Mar
Downtown | Waterfront | Walk to Shops
9.2 out of 10, Wonderful, (50 reviews)
"Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot."
United States
Franklin C.
The price is NZ$509
includes taxes & fees
16 Mar - 17 Mar
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Holiday Home in Florida

Florida Mountain Log Cabin
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is NZ$553
includes taxes & fees
2 Mar - 3 Mar
Florida Mountain Log Cabin
9.8 out of 10, Exceptional, (24 reviews)
"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "
United States
SZU YIN C.
The price is NZ$712
includes taxes & fees
2 Mar - 3 Mar
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Apartment in Williamstown

New Studio In Town, By the Water
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
New Studio In Town, By the Water

Apartment in Williamstown

2-Bdr Apt In Town, By the Water
9.6 out of 10, Exceptional, (12 reviews)
"Clean, close to town, very convenient. On a busy road, so just be aware of that. But overall a good place to stay. "
United States
Brian L.
2-Bdr Apt In Town, By the Water
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay."
United States
Anonymous traveller
The price is NZ$944
includes taxes & fees
4 Mar - 5 Mar
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Holiday Home in Pownal

Cozy Home in Pownal VT
10.0 out of 10, Exceptional, (1 review)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is NZ$314
includes taxes & fees
2 Mar - 3 Mar
Cozy Home in Pownal VT
8.6 out of 10, Excellent, (35 reviews)
"Great place with great amenities! "
United States
Rachel R.
The price is NZ$568
includes taxes & fees
29 Mar - 30 Mar
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Holiday Home in Williamstown

North Getaway Cottage
9.2 out of 10, Wonderful, (24 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is NZ$731
includes taxes & fees
2 Mar - 3 Mar
North Getaway Cottage
10.0 out of 10, Exceptional, (60 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is NZ$401
includes taxes & fees
2 Mar - 3 Mar
Spacious apartment in beautiful, historic Arlington VT
9.6 out of 10, Exceptional, (14 reviews)
"Clean property, easy check in, and the owner was super communicative. "
United States
Amanda W.
The price is NZ$462
includes taxes & fees
2 Mar - 3 Mar
Penthouse Apartment on Park Street

Apartment in Wilmington

Luxury ADA Unit - 101
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful place and clean and updated. Plenty of room for our party of four."
United States
Michael
The price is NZ$1,004
includes taxes & fees
2 Mar - 3 Mar
Luxury ADA Unit - 101

Apartment in Bennington

Green Mountain Getaway
9.6 out of 10, Exceptional, (18 reviews)
"Very clean property. The location was very convenient to the Main Street of Bennington. Easy check in process. Would definitely stay here again! "
United States
Meredith Y.
The price is NZ$575
includes taxes & fees
2 Mar - 3 Mar
Green Mountain Getaway
9.8 out of 10, Exceptional, (6 reviews)
"The host - Excellent communication and very accommodating!"
United States
Erika O.
The price is NZ$1,191
includes taxes & fees
18 Mar - 19 Mar
Private cabin: 7 mins to slopes, wood fireplace

Holiday Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveller
The price is NZ$665
includes taxes & fees
2 Mar - 3 Mar
The Greylock Cabin
9.6 out of 10, Exceptional, (5 reviews)
"Amazing experience at Mount Snow! Leah is the best owner! Attentive and accessible. "
United States
Jayanne S.
The price is NZ$781
includes taxes & fees
5 Mar - 6 Mar
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
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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Top Old Bennington Hotel Reviews

Find out more about Old Bennington

Everything you need to know about Old 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 Old 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 Old Bennington holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Old Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Old 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 Old 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 Old Bennington holiday rentals we have selected for you start as low as NZ$509 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Old Bennington rentals

At Expedia, we put the best Old 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 Old 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 Old 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 Old 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. 

Frequently asked questions

Can I find a holiday rental in Old Bennington?

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

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

Elegant home w/ mountain views, trail to riverfront, hot tub, dog-friendly, bbq: This holiday home rental outside of Old Bennington is located on a river, and has a balcony, 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 dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub.

What’s there to see and do in Old Bennington?

Explore the area and cultural attractions such as Bennington Museum, or visit one of the family-friendly sights such as Sugar Shack. Other places in town to visit include Old First Congregational Church and Bennington Battle Monument.

What’s a holiday rental in Old Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Old Bennington. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for families.