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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

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, (116 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.
$356 nightly
The price is $395
Oct 20 - Oct 21
Total with taxes and fees
Cozy Summer retreat with great Pet 🦮 Yard and upgrades! Close to hiking areas!
A bedroom with a bed, bedside tables, a window, and a radiator.

2. 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
$393 nightly
The price is $444
Oct 20 - Oct 21
Total with taxes and fees
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.

3. 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.
$170 nightly
The price is $189
Oct 18 - Oct 19
Total with taxes and fees
Peaceful Cottage Retreat
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

4. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (10 reviews)
"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.
$183 nightly
The price is $205
Oct 19 - Oct 20
Total with taxes and fees
Cozy Home in Pownal VT
Room

5. Runamuk Farm Camp Tiny House near Cambridge, New York

Runamuk Farm Camp Tiny House near Cambridge, New York
Cambridge
10.0 out of 10, Exceptional, (4 reviews)
"Phenomenal site, with stunning views. Highly recommend!"
United States
Jess M.
$145 nightly
The price is $148
Oct 13 - Oct 14
Total with taxes and fees
Runamuk Farm Camp Tiny House near Cambridge, New York
A two-story blue house with a porch, surrounded by a garden with orange flowers.

6. 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
$132 nightly
The price is $148
Oct 14 - Oct 15
Total with taxes and fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views
A wooden deck leading to a cabin with a pitched roof and large windows.

7. Romantic New York Getaway near the Adirondacks

Romantic New York Getaway near the Adirondacks
Cambridge
$140 nightly
The price is $142
Oct 12 - Oct 13
Total with taxes and fees
Romantic New York Getaway near the Adirondacks
A cabin with a sloped roof, large windows, and a balcony with outdoor seating.

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, (24 reviews)
"Great cabin , so cozy with the wood burning stove "
United States
Susan f.
$315 nightly
The price is $350
Oct 12 - Oct 13
Total with taxes and fees
Cozy Rustic Cabin In The Hamlet Of Shushan NY. with incredible views
Property grounds

9. Spacious apartment in beautiful, historic Arlington VT

Spacious apartment in beautiful, historic Arlington VT
Arlington
10.0 out of 10, Exceptional, (65 reviews)
"Excellent place, fantastic hosts, highly recommend."
United States
Mike K.
$243 nightly
The price is $272
Oct 12 - Oct 13
Total with taxes and fees
Spacious apartment in beautiful, historic Arlington VT
"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)

10. Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops
Williamstown
9.8 out of 10, Exceptional, (12 reviews)
"We had a great stay here. Clean, well-equipped, great location. Hope to come back again!"
United States
Tricia
$248 nightly
The price is $279
Nov 4 - Nov 5
Total with taxes and fees
Downtown | Waterfront | Walk to Shops
A bedroom with a bed, a window, and a door.

11. 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
$221 nightly
The price is $243
Oct 12 - Oct 13
Total with taxes and fees
Schuyler Yacht Basin
"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)

12. New Studio In Town, By the Water

New Studio In Town, By the Water
Williamstown
10.0 out of 10, Exceptional, (19 reviews)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
$246 nightly
The price is $277
Nov 3 - Nov 4
Total with taxes and fees
New Studio In Town, By the Water
A rectangular pool with a brick deck, surrounded by lounge chairs and umbrellas.

13. 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)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
$271 nightly
The price is $306
Oct 26 - Oct 27
Total with taxes and fees
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
A snow-covered forest with a geodesic dome structure featuring a central fire.

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

Amanita Dome. All-inclusive food and drinks.
Cambridge
$564 nightly
The price is $621
Oct 26 - Oct 27
Total with taxes and fees
Amanita Dome. All-inclusive food and drinks.
"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 )

15. 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
$269 nightly
The price is $303
Oct 19 - Oct 20
Total with taxes and fees
2-Bdr Apt In Town, By the Water
A rustic wooden interior with a dining area, kitchen, and seating space.

16. 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
$630 nightly
The price is $694
Oct 21 - Oct 22
Total with taxes and fees
Sowilo Pine House. All-inclusive food and drinks.
A coffee maker on a wooden tray with a drawer containing coffee pods.

17. 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
$630 nightly
The price is $694
Oct 12 - Oct 13
Total with taxes and fees
Sowilo Retreat All-Inclusive Cedar House
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)
$630 nightly
The price is $694
Oct 14 - Oct 15
Total with taxes and fees
Sowilo Retreat All-Inclusive Maple House
A spacious living area with a high ceiling, wooden beams, a fireplace, and a large wooden coffee table.

19. 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
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
$320 nightly
The price is $362
Oct 12 - Oct 13
Total with taxes and fees
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Terrace/patio

20. The Birchwood Cabin - Stunning Mountain Views

The Birchwood Cabin - Stunning Mountain Views
Sunderland
10.0 out of 10, Exceptional, (4 reviews)
"Excellent host very responsive. Beautiful cozy cabin with all the amenities you need. Highly recommend! "
United States
Robert V.
$604 nightly
The price is $677
Nov 3 - Nov 4
Total with taxes and fees
The Birchwood Cabin - Stunning Mountain Views
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

Aspen At Manchester

Aspen At Manchester

10/10 Excellent
"This was the first time I've ever stayed in a hotel where you arrive and go straight to your room without having to check in at a front desk first. The instructions via email or text (whichever it was) for how to do so were clear and we had no problems getting into our room. The location was convenient and the property itself was very nice."
Robert 5-night trip
Posted 1 hour ago
Aspen At 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, 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 $224 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.

Explore a world of travel with Expedia

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.