A wooden gazebo with a roof, surrounded by trees and a wooden walkway.

North Bennington Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for North Bennington vacation rentals

A kitchen with dark cabinets, a stainless steel stove, a microwave, and a coffee maker.

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, (117 reviews)
"This is the third time we’ve stayed at this lovely home and it’s always a treat! Very clean, with a Well stocked kitchen, comfy beds and huge back yard plus a fenced in portion, your dog will love-close to Bennington and walking trails with lots to do. A home away from home! "
United States
Anita T.
The price is CA $263
CA $557 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A bedroom with a bed, a nightstand, a lamp, a chair, and a window.

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

East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
Bennington
The price is CA $455
CA $584 total
includes taxes & fees
Oct 26 - Oct 27
East Barn Suite at Hubbell Homestaead - Mountain Views & Jetted Tub
A two-story house with a porch, surrounded by trees and snow.

3. Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Bennington
8.6 out of 10, Excellent, (36 reviews)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
A snow-covered forest with a geodesic dome structure featuring a central fire.

4. Amanita Dome. All-inclusive food and drinks.

Amanita Dome. All-inclusive food and drinks.
Cambridge
The price is CA $420
CA $880 total
includes taxes & fees
Oct 28 - Oct 29
Amanita Dome. All-inclusive food and drinks.
A bedroom with a bed, bedside tables, a window, and a radiator.

5. 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.
The price is CA $170
CA $545 total
includes taxes & fees
Oct 27 - Oct 28
The Ravens Nest - your next retreat tucked into the woods of Woodford, Vermont
A living room with a wooden floor, a central rug, a sofa, a coffee table, and a door with a 'GUEST' sign.

6. Peaceful Cottage Retreat

Peaceful Cottage Retreat
cambridge
9.8 out of 10, Exceptional, (50 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 CA $175
CA $264 total
includes taxes & fees
Oct 28 - Oct 29
Peaceful Cottage Retreat
A rustic wooden interior with a fireplace, seating area, and dining space.

7. Sowilo Retreat All-Inclusive Cedar House

Sowilo Retreat All-Inclusive Cedar House
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
The price is CA $503
CA $986 total
includes taxes & fees
Oct 28 - Oct 29
Sowilo Retreat All-Inclusive Cedar House
A rustic wooden interior with a dining area, kitchen, and seating space.

8. Sowilo Retreat All Inclusive Oak House

Sowilo Retreat All Inclusive Oak House
Cambridge
9.0 out of 10, Wonderful, (2 reviews)
"One of the best getaways that I have ever experienced! The food was amazing the service was A and the scenery was absolutely breathtaking. I will definitely be returning!"
United States
Anthony
The price is CA $503
CA $986 total
includes taxes & fees
Oct 28 - Oct 29
Sowilo Retreat All Inclusive Oak House
A rustic wooden interior with a dining area, kitchen, and seating space.

9. Sowilo Pine House. All-inclusive food and drinks.

Sowilo Pine House. All-inclusive food and drinks.
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
The price is CA $503
CA $986 total
includes taxes & fees
Nov 8 - Nov 9
Sowilo Pine House. All-inclusive food and drinks.
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

10. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (12 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.
The price is CA $163
CA $287 total
includes taxes & fees
Oct 26 - Oct 27
Cozy Home in Pownal VT
Property grounds

11. 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.
The price is CA $271
CA $384 total
includes taxes & fees
Oct 28 - Oct 29
Spacious apartment in beautiful, historic Arlington VT
A swimming pool with a stone border, surrounded by a snow-covered landscape and a wooden fence.

12. 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
The price is CA $497
CA $618 total
includes taxes & fees
Nov 3 - Nov 4
Long Trail House at Stratton Mountain Resort
A bedroom with a bed, a window, and a door.

13. Schuyler Yacht Basin

Schuyler Yacht Basin
3.0 star property
Schuylerville
9.0 out of 10, Wonderful, (26 reviews)
"Love this place and the ease of the check in and check out! Quiet and peaceful! Would have like to seen the pub open though! See you all next year!"
United States
Jean Paul
Schuyler Yacht Basin
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

14. 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, (26 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
The price is CA $251
CA $496 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
A two-story blue house with a porch, surrounded by a garden with orange flowers.

15. Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views
Stamford
9.8 out of 10, Exceptional, (36 reviews)
"Perfect for our weekend getaway. Close to the activities we wanted in North Adams, Mass, but just across the state line in a lovely rural setting. A very nice apartment... just as described. So happy to have chosen this for our stay!"
United States
Bill
The price is CA $114
CA $222 total
includes taxes & fees
Oct 26 - Oct 27
Getaway Near Mass MoCA, Great Hiking, Scenic Views
"The best part of this place is the backyard. Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping.." ...Lina (no fee for firewood)

16. 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
The price is CA $196
CA $424 total
includes taxes & fees
Oct 25 - Oct 26
Downtown | Waterfront | Walk to Shops
"The best part of this place is the backyard. Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping.." ...Lina (no fee for firewood)

17. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (20 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
The price is CA $168
CA $378 total
includes taxes & fees
Oct 28 - Oct 29
New Studio In Town, By the Water
A rustic wooden interior with a dining area, kitchen, and seating space.

18. Sowilo Retreat All-Inclusive Maple House

Sowilo Retreat All-Inclusive Maple House
Cambridge
10.0 out of 10, Exceptional, (1 review)
The price is CA $503
CA $986 total
includes taxes & fees
Nov 8 - Nov 9
Sowilo Retreat All-Inclusive Maple House
"Sitting next to the river, watching the fire was real FUN! It felt like camping without the inconvenience of real camping." ...Lina -- "the fire pit and creek are like a private oasis in the backyard." ... Nachama -- ( no firewood fees )

19. 2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water
Williamstown
9.0 out of 10, Wonderful, (21 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
The price is CA $182
CA $414 total
includes taxes & fees
Oct 28 - Oct 29
2-Bdr Apt In Town, By the Water
A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

20. 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.
The price is CA $425
CA $867 total
includes taxes & fees
Oct 26 - Oct 27
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
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

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

10/10 Excellent
"I've stayed at this hotel ever since it opened. It's still a great place to stay!"
Scott 1-night trip
Posted 6 hours ago
Hampton Inn and Suites Manchester

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, 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 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 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 North Bennington vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of North Bennington vacation rentals we have selected for you start as low as CA $618 per night. Entering your travel dates in the search wizard 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.