Holiday Rentals in Old Bennington

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Holiday Rentals in Old Bennington

Holiday Home in Sunderland

10.0 out of 10, Exceptional, (127)
"Lovely home with beautiful view! Excellent host. We had a wonderful stay. "
United States
Julia P.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Holiday Home in Dover

9.8 out of 10, Exceptional, (47)
"Overall a nice stay, thanks Jen!"
United States
Anonymous traveller
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Holiday Home in Wilmington

10.0 out of 10, Exceptional, (17)
"Great place. "
United States
Desiree T.
Outdoor Enthusiasts Paradise in Beautiful Vermont!

Holiday Home in Dover

10.0 out of 10, Exceptional, (8)
"Nice in all respects,"
United States
Ken
The price is €874
includes taxes & fees
1 Dec - 2 Dec
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Cabin in Dover

2.0 star property
9.6 out of 10, Exceptional, (9)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
United States
Gregory G.
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Condo in Dover

9.8 out of 10, Exceptional, (180)
"Nice place to stay "
United States
Dean W.
Seasons On Mount Snow - Ski-in/Ski-out

Holiday Home in Dover

10.0 out of 10, Exceptional, (10)
"Beautiful new home, great for big family and friend groups. Comfortable bedding and furniture. Lots of open space and seating "
United States
Gena L.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Chalet in Wilmington

9.4 out of 10, Exceptional, (42)
"My family and I loved our stay. This cabin had everything we needed and more. One thing we do wish we had was fans in the upstairs rooms, as we stayed in the summer time and it did get quite hot up there. The owners were very helpful, and amazing with communication. We would absolutely love to stay here again one day! "
United States
lizzie m.
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Apartment in Dover

9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
United States
Jaden F.
The price is €220
includes taxes & fees
1 Dec - 2 Dec
2BR 2BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Holiday Home in Mount Snow

10.0 out of 10, Exceptional, (17)
"Ken came to the rescue when our original reservation was double booked! He made sure we were taken care in a very quick manner and responded to all of my inquiries timely! "
United States
liz c.
Mount Snow, Hot Tub Room, Sauna, Pool Table, sleeps 12.

Apartment in Dover

9.6 out of 10, Exceptional, (5)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is €453
includes taxes & fees
1 Dec - 2 Dec
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Holiday Home in Shaftsbury

9.8 out of 10, Exceptional, (28)
"Beautiful location and very cozy place to stay. Thank you!"
United States
Kristin G.
The price is €199
includes taxes & fees
2 Dec - 3 Dec
Peaceful Stay at Birds of a Feather Farm & Spa

Holiday Home in Sunderland

10.0 out of 10, Exceptional, (13)
"Clean and comfortable. Beautiful gardens and Mountain View "
United States
Beverly S.
Room for the whole family 8 minutes to Manchester

Cabin in Wilmington

7.4 out of 10, Good, (8)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
United States
Tessa A.
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Holiday Home in Hoosick Falls

9.8 out of 10, Exceptional, (99)
"Quiet and relaxing property "
United States
Michelle S.
The price is €275
includes taxes & fees
1 Dec - 2 Dec
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Villa in Dover

6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
United States
Allison S.
The Birch. A Spacious Mansion 2 min from Mt. Snow!

Chalet in Dover

9.8 out of 10, Exceptional, (22)
"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 €358
includes taxes & fees
15 Dec - 16 Dec
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

Cabin in Woodford

10.0 out of 10, Exceptional, (1)
"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "
United States
Evan M.
The price is €403
includes taxes & fees
3 Dec - 4 Dec
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Holiday Home in Whitingham

10.0 out of 10, Exceptional, (50)
"Great stay perfect for 2 people, relax on then porch and look at the lake! "
United States
Keith D.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cottage in Woodford

8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
United States
Elzbieta M.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
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, apart-hotels, 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 €199 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?

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit. : This holiday home rental outside of Old Bennington is located in the mountains, and has a fireplace, a patio and laundry facilities to put you at ease in your new surroundings. It has 5 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 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.