Old Bennington Holiday Rentals from AU$425: Search Short-Term Rentals

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Holiday Rentals in Old Bennington

"Upon reserving the property, I sent an email to the owner and requested an early checkin, he responded very quickly and accomodated my request. The check in process was very easy, and the property was very clean. The only issue was the hot tub was not installed and functioning dury my stay, which I specifically asked for. The inside of the condo was very clean and the owner provided everything you needed. The only downside was the outside of the property was a little run down and needed some...

"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...

"This was possibly one of the best VRBO experiences for me. Flawless in all respects"

"This was our second visit to the chalet. It was just as wonderful as the first time. The chalet is incredibly cute and cozy. It's location is perfect for a quiet getaway, while also being very close to downtown Wilmington and many hiking trails. I would highly recommend!"

"The property is exactly as described! We loved the proximity to the mountain. The house is adorable and perfectly suited for our family. The host was VERY responsive and had great customer service during our stay. We can not wait to come back again!"

"We enjoyed our stay at the tiny home!"

"Place was amazing very secluded but close enough to get into town and do things. Our longest drive to go do something was only nine minutes away. Everything was as promised. The only issue we had was the back door entry. The hot tub is right there and when we were standing outside watching nature, we saw bees and wasps going underneath the hot tub. so because we were both chickens, we never went into the hot tub. I probably should’ve called the owner to let him know, but I was a little...

"Lots of space to spread out. Kitchen was well appointed. Location was less than 10 minutes to Manchester. "

"The property has great views of the mountain, the place was clean and offered plenty of space. It is located near plenty of restaurant's and across the street from Mt. Snow. The clubhouse is new and was a nice bonus to use. "

"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"

"The property has a great location to so many activities, shops and places to eat. The house was a few steps from the pool which my kids loved"

"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"

"Beautiful cabin! Right in the middle of nature with plenty of things to do nearby. Host was exceptional!"

1 bedroom, iron/ironing board, WiFi, bed sheets

"My stay with a friend at this location was extremely pleasant overall; the home was well furnished, stocked, and the surroundings of rural Vermont were beyond gorgeous. The interior was very well cleaned when I arrived, though my friend and I very quickly noticed that there was a distinct septic-like odor in the house's central hallway area and the home's exterior (walking up to the entryway, etc). This smell persisted throughout the duration of the stay, but was most noticeable on days where...

"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"

"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "

"Great place, game room provided many laughs. It was clean, nice quite private property. We will stay again"

"Good Condo in a great location"

includes taxes & fees

5 Dec - 6 Dec

"We stayed for two days in late October. Putting the address into Google Maps took us right to the driveway. The weather was marvelous; no snow, warm days, and pleasant evenings. You might call it a barn loft, but it was built new; it doesn't appear that it was ever used as a barn. The lower level is a spa for visiting customers. We did not sign up for any spa services. The loft was very clean, and filled with charming decor. It was, as Realtors say, "cozy," but we knew that from the...

includes taxes & fees

24 Dec - 25 Dec

"Our group was a 3 generation family ranging in age from 4-60’s. The house was as described. There was a large downstairs room with pool table, small tv and and 2 sofas. It was very comfortable. The 4 person hot tub is in a 3 season room off this room. The main floor was open and had a huge sofa that could seat 8-10. There was a large fireplace which we didn’t use. A table that sat 6-8 in the kitchen. If you have a large group there isn’t room for everyone to sit at the table, but we sat on the...

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Other types of properties in Old Bennington you may be interested in

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10

"What a charming B&B . So warming and inviting.Staff made you feel at home and were all so kind and friendly.Oh and the food was delicious,"

includes taxes & fees

24 Nov - 25 Nov

Hypo-allergenic bedding, laptop workspace, blackout curtains

"Great location, wonderful staff, fun pool and cool art. Would definitely stay again! "

includes taxes & fees

8 Dec - 9 Dec

"Nice quiet getaway about 30 min from Stratton. We went off season to see the leaves in October so a lot of stores and restaurants were closed, but what is open nearby is delicious. The place is a standard motel, room was clean, coffee maker in the dining area, several lounge spaces, pool table, and a fire pit. Nice ski decor. Sauna, hot tub, and pool spaces were closed. Check in/check out super easy. Easy to reach staff, I’d return next time I plan on coming up here. "

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 favourite 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 depend 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 AU$425 per night. Entering your travel dates in the search wizard might find you 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.

Recent reviews of Old Bennington properties

5/5 Excellent

"Pet friendly and clean!"

A verified traveller stayed at Hampton Inn Bennington

Posted 2 days ago

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?

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW! : This holiday home rental outside of Old Bennington offers an indoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 12 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a pool table so that you can immerse yourself in your holiday.

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 Bennington Battle Monument and Old First Congregational Church.

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.

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Old Bennington Holiday Rentals

Check Old Bennington holiday rental availability

Holiday Rentals in Old Bennington

Walk to Mount Snow, Cozy, Clean and Comfortable!

Walk to Mount Snow, Cozy, Clean and Comfortable!

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Seasons On Mount Snow - Ski-in/Ski-out

Seasons On Mount Snow - Ski-in/Ski-out

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Magnificent Vermont home w/free WiFi, full kitchen, firepit, patio, & deck

Magnificent Vermont home w/free WiFi, full kitchen, firepit, patio, & deck

Mount Snow's Best View - Sleeps 8-10

Mount Snow's Best View - Sleeps 8-10

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Beautiful 4 Bedroom Townhome Minutes from Mt Snow

Beautiful 4 Bedroom Townhome Minutes from Mt Snow

Perfect for Leaf Peeping w/Bar Room, Hot Tub

Perfect for Leaf Peeping w/Bar Room, Hot Tub

Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Vacation Rental Near Hiking and Skiing!

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

The Brown House. Indoor pool - Spa - Sauna - Gameroom

The Brown House. Indoor pool - Spa - Sauna - Gameroom

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

Two Brooks Lodge, Beautiful Waterfront Vermont Retreat

Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington

Old Ark Retreat | Secluded & spacious dog-friendly home in Wilmington

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Peaceful Stay at Birds of a Feather Farm & Spa

Peaceful Stay at Birds of a Feather Farm & Spa

Mount Snow Luxury 6BR+ Hot Tub Room, Sauna Pool Table, AWESOME SPACE!

Mount Snow Luxury 6BR+ Hot Tub Room, Sauna Pool Table, AWESOME SPACE!

Other types of properties in Old Bennington you may be interested in

The Four Chimneys Inn

The Four Chimneys Inn

Hotel Downstreet

Hotel Downstreet

Mountaineer Inn

Mountaineer Inn

Black Friday: Members save 30%+

Find out more about Old Bennington

Find out more about Old Bennington

Recent reviews of Old Bennington properties

Recent reviews of Old Bennington properties

Hampton Inn Bennington

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Explore a world of travel with Expedia

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Frequently asked questions