Photo by Laury Kelly

North Bennington Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Our top choices for North Bennington vacation rentals

1. 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, (118 reviews)
"enjoyed our week at this property"
United States
cory p.
$328 nightly
The price is $364
Nov 8 - Nov 9
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!

2. West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub
Bennington
$236 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees
West Barn Suite at Hubbell Homestead - Mountain Views & Jetted Tub

3. East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub

East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
Bennington
$236 nightly
The price is $264
Nov 8 - Nov 9
Total with taxes and fees
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub

4. The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
Woodford
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our stay! Very clean and comfortable."
United States
Dana W.
$443 nightly
The price is $500
Nov 9 - Nov 10
Total with taxes and fees
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont

5. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (50 reviews)
"Nice cozy little home Was well welcomed and host very communicative"
United States
Caleb N.
$156 nightly
The price is $173
Nov 8 - Nov 9
Total with taxes and fees
Peaceful Cottage Retreat

6. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
$224 nightly
The price is $250
Nov 8 - Nov 9
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT

7. Amanita Dome. Inclusive Brunch & Dinner Experience

Amanita Dome. Inclusive Brunch & Dinner Experience
Cambridge
$524 nightly
The price is $576
Nov 8 - Nov 9
Total with taxes and fees
Amanita Dome. Inclusive Brunch & Dinner Experience

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

Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
shushan
9.6 out of 10, Exceptional, (27 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
$320 nightly
The price is $355
Nov 8 - Nov 9
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views

9. Sowilo Retreat Inclusive Brunch & Dinner Experience

Sowilo Retreat Inclusive Brunch & Dinner Experience
Cambridge
10.0 out of 10, Exceptional, (1 review)
$579 nightly
The price is $637
Nov 8 - Nov 9
Total with taxes and fees
Sowilo Retreat Inclusive Brunch & Dinner Experience

10. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (13 reviews)
"Absolutely wonderful place to stay. Quiet, clean, comfortable and close to a lot of things while feeling secluded. Owner communicated quickly and entry was easy. Loved every minute of our stay."
United States
Jeri R.
$174 nightly
The price is $195
Nov 8 - Nov 9
Total with taxes and fees
Cozy Home in Pownal VT

11. Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown
Pownal
10.0 out of 10, Exceptional, (41 reviews)
"We enjoyed our stay! The home was clean, well-stocked, and very comfortable. I loved the serenity of the location. We took walks on trails through the forest and enjoyed the peace and quiet."
United States
Claudette R.
$514 nightly
The price is $576
Nov 11 - Nov 12
Total with taxes and fees
Bright Modern Secluded Vermont Home: Fish Pond + Trails, 5 Mins to Williamstown

12. Sowilo Retreat Inclusive Brunch & Dinner Experience

Sowilo Retreat Inclusive Brunch & Dinner Experience
Cambridge
10.0 out of 10, Exceptional, (2 reviews)
"I was looking for a quiet place to deepen my meditation practice, and Sowilo was perfect for that. The hosts were welcoming, and the food was very good. I enjoyed my time in silence and waling through the woods."
United States
Jason
$579 nightly
The price is $637
Nov 8 - Nov 9
Total with taxes and fees
Sowilo Retreat Inclusive Brunch & Dinner Experience

13. Sowilo Pine House. Inclusive Brunch & Dinner Experience

Sowilo Pine House. Inclusive Brunch & Dinner Experience
Cambridge
10.0 out of 10, Exceptional, (4 reviews)
"BEAUTIFUL HOME GREAT VIEWS, CLEAN, SPACIOUS, AND A VERY HELPFUL PROPERTY MANAGER. CLOSE TO OUR WEDDING DESTINATION. HAD A WONDERFUL TIME. WOULD HIGHLY RECOMMEND THIS PROPERTY."
United States
diane
$579 nightly
The price is $637
Nov 8 - Nov 9
Total with taxes and fees
Sowilo Pine House. Inclusive Brunch & Dinner Experience

14. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (13 reviews)
"Great location, very clean, included washer dryer, picnic area by river, large parking space."
United States
Douglas
$264 nightly
The price is $298
Nov 15 - Nov 16
Total with taxes and fees
Downtown | Waterfront | Walk to Shops

15. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (21 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
$241 nightly
The price is $271
Nov 15 - Nov 16
Total with taxes and fees
New Studio In Town, By the Water

16. 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, (85 reviews)
"Clean well, equipped room. Great amenities, wonderful proximity to all the action in the village,easy parking and access throughout the facility."
United States
Michael
$391 nightly
The price is $441
Nov 8 - Nov 9
Total with taxes and fees
Long Trail House at Stratton Mountain Resort

17. Little River Cottage

Little River Cottage
Salem
$231 nightly
The price is $256
Nov 8 - Nov 9
Total with taxes and fees
Little River Cottage

18. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
$494 nightly
The price is $528
Nov 22 - Nov 23
Total with taxes and fees
Walk to Williams * Steam Sauna * Ritz-Carlton Bed

19. Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
8.0 out of 10, Very good, (2 reviews)
"Excellent accommodations. Outside patio with grill was very nice. Private parking is a plus. Would definitely rent this apartment again."
United States
Ruthie K.
$169 nightly
The price is $189
Nov 9 - Nov 10
Total with taxes and fees
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

20. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.0 out of 10, Wonderful, (22 reviews)
"Great place with easy access to town and even better access to a nice spot to hangout by the creek. I will definitely stay here again."
United States
Thomas
$252 nightly
The price is $284
Nov 8 - Nov 9
Total with taxes and fees
2-Bdr Apt In Town, By the Water
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.

Find vacation rentals that suit your style

Top North Bennington Hotel Reviews

Find out more about North Bennington

Everything you need to know about North Bennington vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the North Bennington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

North Bennington vacation 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 low season months. For more hustle and bustle, you may prefer to visit North Bennington in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $173 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on North Bennington rentals

At Expedia, we put the best North Bennington vacation 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 vacation.

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 vacation rentals in North Bennington?

Yes, there are vacation rentals close to well known points of interest in North Bennington, or you can select a more remote option if you're looking for a relaxing stay. North Bennington is known for its university setting.

What are some of the best vacation rentals in North Bennington?

Amazing lake views & access,HotTub & sauna, quality game Rm. 230-10 star Reviews: Visitors like this North Bennington vacation home rental. It is located on a lake and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in North Bennington?

Expedia has 4 vacation 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 larger area, you’ll find Bennington College and Park McCullough House.

What’s a vacation rental in North Bennington like?

A vacation rental is a private property you can stay in for a long or short time in North Bennington. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive option for a small group gathering.

Explore a world of travel with Expedia