Holiday Rentals in Old Bennington

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Holiday Rentals in Old Bennington

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
10.0 out of 10, Exceptional, (122)
"House was accurately described. Kitchen was well-equipped. Village of Manchester is just a short drive away. Deck and hot tub were awesome!"
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing
Beautiful Lodging at Mount Snow with Hot Tub on Deck
9.4 out of 10, Exceptional, (42)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Snow Place Like Home Beautifully Appointed 5 Bedroom Mount Snow Ski-Home
Snow Place Like Home Beautifully Appointed 5 Bedroom Mount Snow Ski-Home
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
10.0 out of 10, Exceptional, (8)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
10.0 out of 10, Exceptional, (229)
"Beautiful property. Very relaxing, secluded. "
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
10.0 out of 10, Exceptional, (86)
"We enjoyed our stay as did our dog. It was peaceful and beautiful. Thank you, Diana. "
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
7.0 out of 10, Good, (7)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
9.6 out of 10, Exceptional, (5)
"Property was clean, well presented and very comfortable. We had a great time, checking out nearby waterfalls and history of such places as Bennington. We would stay again and recommend to friends and family.."
The price is €357
includes taxes & fees
29 Oct - 30 Oct
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (225)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
10.0 out of 10, Exceptional, (6)
"Nice in all respects,"
The price is €744
includes taxes & fees
26 Oct - 27 Oct
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.6 out of 10, Excellent, (31)
"The apartment was in a great location to get to the ski lifts. "
The price is €249
includes taxes & fees
19 Oct - 20 Oct
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Studio style farm stay
8.8 out of 10, Excellent, (35)
"Loved the decor and Amy was pleasant and attentive. Only concern was the door to the back yard couldn’t be locked. I felt safe but I did roll the kitchen trolly in front of the door at night. "
Studio style farm stay
Contemporary Berkshire Home with Views of Taconic Golf Course
10.0 out of 10, Exceptional, (8)
"Lovely property. Well kept house, nicely decorated. Very much enjoyed our stay."
Contemporary Berkshire Home with Views of Taconic Golf Course
Spacious apartment in beautiful, historic Arlington VT
10.0 out of 10, Exceptional, (53)
"Great place—though it’s a basement, it’s nearly perfect. We’d definitely stay here again"
Spacious apartment in beautiful, historic Arlington VT
Walk to Ski Lifts with Perfect Location! 3 Bedroom Townhome plus Loft.
9.4 out of 10, Exceptional, (49)
"Loved the fireplace! "
Walk to Ski Lifts with Perfect Location! 3 Bedroom Townhome plus Loft.
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
10.0 out of 10, Exceptional, (135)
"This was our second time renting this property for a quick ski trip. The property is spacious, and well appointed. It really offers everything you need for a relaxing ski vacation. Love the game room and the space."
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
9.4 out of 10, Exceptional, (84)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub! "
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.8 out of 10, Exceptional, (46)
"Great space in house. Great that each room had its own bathroom "
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
9.6 out of 10, Exceptional, (26)
"Perfect location to walk to slopes. The host was phenomenal! Very responsive and helpful. Can’t wait to stay again soon!"
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!
The Myrtle House Heated Pool-Hot Tub-Tennis & More
The Myrtle House Heated Pool-Hot Tub-Tennis & More
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 €249 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.