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North Bennington Holiday Rentals

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Holiday Rentals in North Bennington

Mountains, pond, old barn, hiking trails- quintessential Vermont

Shaftsbury
9.4 out of 10, Exceptional, (111)
"This is our second stay at the cabin and we loved it just as much this year. The property is very unique, and the level of interaction you get to have with the animals is great. My kids (6 and 8) spent virtually the entire time we were there wandering around with goats and checking for chicken eggs. The host is very responsive and the cabin itself is quite cozy. We will undoubtedly be back!"
United States
Thomas R.
Mountains, pond, old barn, hiking trails- quintessential Vermont

Long Trail House at Stratton Mountain Resort

3.0 star property
Stratton
8.6 out of 10, Excellent, (76)
"Nice, clean room in prime location"
United States
Kristin
The price is AU$635
includes taxes & fees
11 Nov - 12 Nov
Long Trail House at Stratton Mountain Resort

Schuyler Yacht Basin

3.0 star property
Schuylerville
8.6 out of 10, Excellent, (20)
"Nice concept"
United States
Jessica
Schuyler Yacht Basin

Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Sunderland
10.0 out of 10, Exceptional, (126)
"I stayed here with 8 people and the house was great for all of us. It was clean and comfortable and the hot tub was an extra plus. I would recommend staying here!"
United States
Alexa S.
Manchester, Mt Equinox Views, Hot Tub, Horse-show,golf,skiing,hiking,fishing

Your Vermont Mountain Haven Pet Friendly home with Hot tub!

Winhall
9.8 out of 10, Exceptional, (29)
"Family ski weekend. Our stay was very comfortable. Communication with host was phenomenal, always prompt and courteous Location is nice , very close to the ski resorts "
United States
Virginia A.
The price is AU$980
includes taxes & fees
10 Nov - 11 Nov
Your Vermont Mountain Haven Pet Friendly home with Hot tub!

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

Winhall
9.6 out of 10, Exceptional, (240)
"What a wonderful place to stay! My boyfriend and I too advantage of the beautiful deck and had coffee and dinner on it every day. We also used the charcoal grill to cook dinner and the wood stove outside, for a beautiful outside dining expereince! We would love to come back again!"
United States
Katherine B.
Beautiful Honeymoon Cottage close to Manchester Vermont. {Manchester Center}

Beautiful Lodging at Mount Snow with Hot Tub on Deck

Wilmington
9.4 out of 10, Exceptional, (42)
"This cabin is geared more for Winter and skiing since there is no air conditioning. Our family of 5 guys stayed here on 7/25/2025 because it was not that far from our rafting location, hiking and other attractions in southern VT. The cabin is very clean and the kitchen is stocked for all one's needs. We spent several nights after dinner around the firepit. We very much enjoyed staying here."
United States
Richard D.
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Wilmington
10.0 out of 10, Exceptional, (226)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
United Kingdom
Lucian L.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Dover
10.0 out of 10, Exceptional, (9)
"This place is somehow better than it looks online. It is truly spectacular. And incredibly easy ski in ski out. Ski in is right to the door and ski out is about 10 foot walk to the magic carpet in the backyard. Tina of room. First class appliances. Tons of parking. We had a big group. Also two great places to hang out upstairs in the great room then the kids needed up hanging out a lot on the main floor. Checking in was a piece of cake and Todd was very responsive if we needed anything. Can’t...
United States
Marc G.
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

Shaftsbury
10.0 out of 10, Exceptional, (231)
"Beautiful property. Very relaxing, secluded. "
United States
Gary H.
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

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

Dover
8.6 out of 10, Excellent, (31)
"Very nice accommodations and location!"
United States
Michael M.
The price is AU$446
includes taxes & fees
16 Nov - 17 Nov
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

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

Stratton
8.4 out of 10, Very good, (26)
"Great location close to lift. Condo is clean and well appointed."
United States
Grace Ann B.
The price is AU$433
includes taxes & fees
10 Nov - 11 Nov
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

West Dover Vermont
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!"
United States
R B.
Luxury Renovated Mount Snow Chalet with Upscale Amenities– Sleeps 12!

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

shushan
9.6 out of 10, Exceptional, (20)
"Perfect location. Excellent host, very helpful , great communications. we will come back!!"
United States
Batla F.
The price is AU$496
includes taxes & fees
10 Nov - 11 Nov
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

Cozy 2-bedroom cabin near Mount Snow 3 min drive

2.0 star property
Dover
9.6 out of 10, Exceptional, (9)
"Great cabin! Perfect for our family of 4 and our dog! Very close to mount snow and walking distance to great restaurants! "
United States
Lisa R.
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Dover
10.0 out of 10, Exceptional, (7)
"Our family had such a great time. We absolutely loved the space. So much bigger than what we expected. Our kids loved the bunkbed room. Plenty of room for our friends. Love the hot tub on the back deck. The kids really enjoyed the pool at the amenity center. Todd was extremely responsive and we really had a great trip. Look forward to coming back next season."
United States
Michelle V.
The price is AU$1,330
includes taxes & fees
10 Nov - 11 Nov
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Manchester Center
10.0 out of 10, Exceptional, (207)
"Beautiful time of the year to enjoy this property and the surrounding woods and trails, plus Manchester. Our dogs love it here. "
United States
Jonny W.
Historic Renovated Barn at Boorn Brook Farm - Manchester Vermont

Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Manchester
10.0 out of 10, Exceptional, (58)
"Great place for a big group. Kids loved exploring and parents loved the space."
United States
John L.
Sleep 34 in huge VT Mansion! 15 bedrms/12 bath: Xmas, Ski, weddings, family reunions, Yoga, corporate, Dogs loved

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Dover
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.."
United States
Stephen T.
The price is AU$651
includes taxes & fees
12 Nov - 13 Nov
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

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

Dover
9.8 out of 10, Exceptional, (180)
"I would recommend this place. It was very enjoyable. Stay love the area and the staff at the swimming pool were very nice."
United States
Richard
Seasons On Mount Snow - Ski-in/Ski-out
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 North Bennington Hotel Reviews

Find out more about North Bennington

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

North Bennington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North 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 North 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 North Bennington holiday rentals we have selected for you start as low as AU$433 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on North Bennington rentals

At Expedia, we put the best North 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 North 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 North 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 North 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 holiday rentals in North Bennington?

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

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

Your Vermont Mountain Haven Pet Friendly home with Hot tub!: This holiday home rental outside of North Bennington is located in the mountains, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 4 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.

How many holiday rentals are there in North Bennington?

Expedia has 3 holiday rentals for your stay in North Bennington.

What can I see and do in North Bennington?

While exploring the area, visit family-friendly sights like Sugar Shack, or get outside and enjoy nature at Green Mountain National Forest. In the wider area, you’ll find Bennington College and Park McCullough House.

What’s a holiday rental in North Bennington like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in North Bennington. Holiday rentals provide amenities such as hot tubs, fire pits and patios so you'll feel right 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 concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.