North Bennington Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for North Bennington holiday rentals

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Perfect spot for Mount Snow "
United States
Bobby
The price is AU$443
includes taxes & fees
26 Mar - 27 Mar
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
10.0 out of 10, Exceptional, (29 reviews)
"We enjoyed our stay "
United States
Lydia T.
The price is AU$206
includes taxes & fees
26 Mar - 27 Mar
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (51 reviews)
"Two miles, four minutes from the slopes, very clean, well supplied and functional. "
United States
Simon V.
The price is AU$418
includes taxes & fees
31 Mar - 1 Apr
Cozy 3 bedroom condo 2.5 miles to Mount Snow

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Stratton
7.8 out of 10, Good, (56 reviews)
"Location was great, pool, hot tubs and sauna were great"
United States
Lin M.
The price is AU$356
includes taxes & fees
7 Apr - 8 Apr
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
Hoosick Falls
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 AU$439
includes taxes & fees
29 Mar - 30 Mar
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

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

Lovely ski-in/out condo steps from ski lift with trails and amazing views
Stratton
8.4 out of 10, Very good, (31 reviews)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is AU$437
includes taxes & fees
7 Apr - 8 Apr
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
Stratton
8.0 out of 10, Very good, (1 review)
"Great location and covered parking. "
United States
Jonathan M.
The price is AU$284
includes taxes & fees
7 Apr - 8 Apr
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna

Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
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 AU$272
includes taxes & fees
26 Mar - 27 Mar
Peaceful Cottage Retreat

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

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.8 out of 10, Excellent, (36 reviews)
"Great place with great amenities! "
United States
Rachel R.
The price is AU$446
includes taxes & fees
7 Apr - 8 Apr
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Stratton Woods · Secluded Vermont Cabin Retreat

Stratton Woods · Secluded Vermont Cabin Retreat
Wardsboro
10.0 out of 10, Exceptional, (2 reviews)
"Cabin was wonderful!Thank you,The Katz Family "
United States
kim k.
The price is AU$550
includes taxes & fees
14 Apr - 15 Apr
Stratton Woods · Secluded Vermont Cabin Retreat

Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
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 AU$272
includes taxes & fees
6 Apr - 7 Apr
Cozy Home in Pownal VT

Historic Home with Colonial Charm in Manchester

Historic Home with Colonial Charm in Manchester
Manchester
The price is AU$584
includes taxes & fees
7 Apr - 8 Apr
Historic Home with Colonial Charm in Manchester

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
"Stayed at this property everything was as stated but then property manager made me pay cleaning fee and deposit through cash app , Then later Said I didn’t pay for property when I clearly did had receipts then after confronted by Expedia , He lies say I left the house a mess and that displaced half the water out of the hot tub that I didn’t use at all and didn’t do the dishes which I did , not to mentions I paid a cleaning fee either way . So this unprofessional listing gets keep the deposit...
United States
Hunter
Two Brooks Lodge

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.8 out of 10, Exceptional, (25 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 AU$609
includes taxes & fees
26 Mar - 27 Mar
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (10 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is AU$373
includes taxes & fees
12 Apr - 13 Apr
New Studio In Town, By the Water

Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
10.0 out of 10, Exceptional, (7 reviews)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
The price is AU$410
includes taxes & fees
29 Mar - 30 Mar
Downtown | Waterfront | Walk to Shops

Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (61 reviews)
"This home was spacious, super clean, and in a great location. "
United States
Des C.
The price is AU$347
includes taxes & fees
5 Apr - 6 Apr
Spacious apartment in beautiful, historic Arlington VT

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.
Dover
9.8 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay."
United States
Anonymous traveller
The price is AU$802
includes taxes & fees
5 Apr - 6 Apr
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Charming 1BR Retreat | Ski-In Access

Charming 1BR Retreat | Ski-In Access
West Dover
The price is AU$303
includes taxes & fees
20 Apr - 21 Apr
Charming 1BR Retreat | Ski-In Access

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is AU$575
includes taxes & fees
15 Apr - 16 Apr
Long Trail House at Stratton Mountain Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

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$439 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?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This holiday home rental outside of North Bennington is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.