North Bennington Holiday Rentals, Vermont: Private House Rentals

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

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Go beyond your typical stay in North Bennington

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Our top choices for North Bennington hotels

1. Hampton Inn Bennington

Bennington

James

฿5,951

฿6,487 total

includes taxes & fees

23 Aug - 24 Aug

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave (Living Room;with Sofabed) | In-room safe, blackout curtains, iron/ironing board

2. New Englander Inn Bennington

Bennington

"We booked for two nights at this hotel and our experiences were mixed. The free EV charging station was the best and it was convenient and right onsite. Breakfast was good. However, the hotel needed a lot of improvements in maintenance, the ice machine was out of order so we had to go to the nearby store to get ice, we saw a cockroach in the bathroom and a piece of tile was missing on the shower wall. Apparently this hotel has been operated by different names, it was Best Western, now it’s New...

William

฿3,487

฿3,801 total

includes taxes & fees

13 Sept - 14 Sept

Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, desk, blackout curtains, free WiFi

Deluxe Room, 1 King Bed, Non Smoking | Premium bedding, desk, blackout curtains, free WiFi

Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, desk, blackout curtains, free WiFi

3. Hotel Vervana, Trademark Collection by Wyndham

Bennington

John

฿3,634

฿3,961 total

includes taxes & fees

30 Aug - 31 Aug

Superior Suite, 1 King Bed with Sofa bed, Kitchen | Private kitchen | Fridge, microwave

Signature Studio | Private kitchen | Fridge, microwave

4. Knotty Pine

Bennington

Barbara

฿3,605

฿3,930 total

includes taxes & fees

31 Aug - 1 Sept

Room, 2 Double Beds, Non Smoking | Iron/ironing board (on request), cots/infant beds, free WiFi

5. Bennington Motor Inn

Bennington

schuyler

฿3,114

฿3,394 total

includes taxes & fees

16 Aug - 17 Aug

6. South Shire

Bennington

Jan

฿6,861

฿7,839 total

includes taxes & fees

28 Aug - 29 Aug

7. Starlight Inn

Bennington

Jeremia

฿3,287

฿3,583 total

includes taxes & fees

16 Aug - 17 Aug

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, free WiFi, individually decorated

8. The Four Chimneys Inn

Bennington

Jeane

฿8,460

฿9,221 total

includes taxes & fees

27 Aug - 28 Aug

Basic Room, 1 Queen Bed | Desk, iron/ironing board, cots/infant beds, rollaway beds

9. West Road Motel

Bennington

Creed

฿3,277

฿3,572 total

includes taxes & fees

14 Aug - 15 Aug

Standard Room, 1 Queen Bed, Non Smoking | Blackout curtains, iron/ironing board (on request), free WiFi

10. Cozy Corner Motel

Williamstown

Jeremy

฿2,920

฿3,432 total

includes taxes & fees

13 Sept - 14 Sept

11. Hampton Inn and Suites Manchester

Manchester Center

Patricia

฿5,131

฿5,644 total

includes taxes & fees

7 Sept - 8 Sept

Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

12. Hotel Downstreet, an Ascend Collection Hotel

North Adams

Victoria

฿4,639

฿5,182 total

includes taxes & fees

2 Sept - 3 Sept

Desk, iron/ironing board (on request), cots/infant beds, free WiFi

13. Willows Motel Williamstown

Williamstown

Richard

฿3,428

฿3,829 total

includes taxes & fees

18 Aug - 19 Aug

Martin Chester's Room | Premium bedding, iron/ironing board, free WiFi, individually decorated

Premium bedding, iron/ironing board, free WiFi, individually decorated

14. Arlington Inn

Arlington

Sonya

฿6,680

฿7,281 total

includes taxes & fees

8 Sept - 9 Sept

Double Room | Desk, iron/ironing board, rollaway beds, free WiFi

15. The Villager Motel

Williamstown

Rebecca

฿2,946

฿3,291 total

includes taxes & fees

1 Sept - 2 Sept

Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, pool loungers

16. Maple Terrace Motel

Williamstown

Christine

฿4,142

฿4,627 total

includes taxes & fees

8 Sept - 9 Sept

Desk, iron/ironing board, free cots/infant beds, free rollaway beds

17. Howard Johnson by Wyndham Williamstown

Williamstown

Donna

฿3,641

฿4,067 total

includes taxes & fees

24 Aug - 25 Aug

Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

Comfort Room | Free WiFi, individually decorated, individually furnished, bed sheets

18. Brittany Motel

Manchester Center

Jennie

฿3,013

฿3,314 total

includes taxes & fees

24 Aug - 25 Aug

19. Weathervane Motel

Manchester Center

cody

฿3,546

฿3,900 total

includes taxes & fees

16 Aug - 17 Aug

Breakfast, lunch, dinner and brunch served

20. The Williams Inn

Williamstown

Thomas

฿7,859

฿8,778 total

includes taxes & fees

16 Aug - 17 Aug

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Where to stay in North Bennington

Find the best North Bennington areas for the activities you enjoy most.

North Bennington Historic District

North Bennington Historic District

Travellers like the historical sites in North Bennington Historic District, and Park McCullough House is a top attraction you might want to visit.

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Stay near popular North Bennington attractions

Bennington College

8.8/10 (43 reviews)

Enjoy the student vibe when you visit Bennington College during your travels in North Bennington. Attend a sporting event or discover the mountain views in this trendy area.

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Park McCullough House

6.0/10 (1 review)

Find out about the history of North Bennington when you take a trip to Park McCullough House. Discover the mountain views and cafes in this relaxing area.

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Learn more about North Bennington

Explore the historic Park-McCullough House with its Victorian architecture and sprawling gardens that transport you to another era. Grab a coffee at Powers Market before wandering the trails of Mile-Around Woods where locals enjoy peaceful morning walks.

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A red covered bridge over a river, surrounded by greenery and trees.

Top North Bennington Hotel Reviews

Hideaway Inn Mt. Snow

8/10 Good

"The style and aesthetic of the Hideaway Inn was unique and cool. The attention to detail as far as honing in on the Vermont ski aesthetic along with the retro record player in each room as well as common rooms was also pleasant. The room itself was small for my family of 4 plus a dog, but the outdoor balcony space as well as the variety of shared spaces was helpful. The Inn had a play space geared more towards young children as well as an upstairs loft geared for older children, with board games and puzzles, or adults. My young children loved the play area; it could have used a bit more lighting though. There was only one innkeeper on staff plus a text number should there be any needs or emergencies. The text number was not so hopeful for when we needed a plunger. There is a supplies closet that had towels, bottle openers, extra tissues, toilet paper, etc. That was helpful. When booking our room, I was under the impression all two bed rooms had a bathtub in the bathroom. Ours did not, and in an attempt to switch rooms, it was not possible due to an incoming check in later in the week which would have required several re-bookings, as per the innkeeper. We made it work with our young children. The space outside of the Inn was beautiful with an outdoor patio, fire pit, and a pool. There was a coffee machine and water machine. On our last two days, however, the coffee machine did not work."

Fairfield Inn & Suites by Marriott Williamstown

8/10 Good

"We have stayed before and will stay again!"

Brittany Motel

10/10 Excellent

"We enjoyed our stay at this hotel. It is a little older but still in good condition. It was very clean! The staff was extremely responsive to any questions or needs that we had. We loved the little snack book and having coffee in the morning was great."

The Manchester View

10/10 Excellent

"It's a beautiful and quiet place. I'm glad that I chose to stay here."

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Nice!"

The Williams Inn

10/10 Excellent

"The dinner we had was very good, excellent bar, great wait staff. On the whole it was very satisfying. "

The Porches Inn at Mass MoCA

10/10 Excellent

"Great & comfortable place, good staff. Free (simple) breakfast! A pool, hot tub. And the incredible Mass Moca right there. Our second time here, & we’ll be back."

Knotty Pine

8/10 Good

"Staff was very nice and helpful. Rooms were nice but dated. Really not a bad place to stay. The only complaints were that the washing machines were broken so we couldn't do laundry (we're hiking the AT/Long Trail and very dirty clothes) and the breakfast was disappointing (looking forward to a hot breakfast but they only offer a granola bar, fruit cup and juice in a brown bag) but it was ok for us. Another plus is a Wal-mart, Price Chopper, Starbucks, and restaurants very close for resupply and chow time."

Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"Very disappointed that pool was not available. 3rd July in a row."