Title: Old Bennington Vacation Rentals from $234: Search Short-Term Rentals | Expedia.com

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Photo by Justin Hunter

![](https://images.trvl-media.com/place/6115862/1f7f8703-3956-45d5-b009-d10e981d0f35.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248635976385350&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=553248635976385350&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=553248635976385350&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=553248635976385350&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Old Bennington vacation rentals

![Exterior](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/c7eb5681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic House | Private kitchen](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/6511d75d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic House | Private kitchen](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/f721b80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic House | Water view](https://images.trvl-media.com/lodging/84000000/83790000/83780800/83780792/7c1d02ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Brooks Lodge

[](https://www.expedia.com/Bennington-Hotels-Two-Brooks-Lodge.h83780792.Hotel-Information)

Bennington

4.8/10

(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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hunter

[](https://www.expedia.com/Bennington-Hotels-Two-Brooks-Lodge.h83780792.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-23&endDate=2026-04-24&regionId=553248635976385350&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=APART_HOTEL)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=CONDO)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=COTTAGE)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=APARTMENT)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Old+Bennington%2C+Vermont%2C+United+States+of+America&regionId=553248635976385350&latLong=42.883411%2C-73.21344&adults=2&startDate=2026-07-08&d1=2026-07-08&endDate=2026-07-11&d2=2026-07-11&lodging=CHALET)

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## Top Old Bennington Hotel Reviews

![Cozy Corner Motel](https://images.trvl-media.com/lodging/5000000/4600000/4595900/4595809/6df66696_y.jpg)

### Cozy Corner Motel

10/10 Excellent

"Immaculate room, great staff, very complete breakfast, best coffee I've had in any motel. Highly recommend for anyone visiting the Williamstown area "

[](https://expedia.com/Williamstown-Hotels-Cozy-Corner-Motel.h4595809.Hotel-Information)

![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/d239029a_y.jpg)

### Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent

"Nice staff comfy bed nice views"

[](https://expedia.com/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information)

![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg)

### The Williams Inn

10/10 Excellent

"best hotel in the area"

[](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information)

![Hideaway Inn Mt. Snow](https://images.trvl-media.com/lodging/123000000/122980000/122978200/122978111/c5bdc83b_y.jpg)

### Hideaway Inn Mt. Snow

10/10 Excellent

"Was perfect for ski weekend. Will come back for sure!"

[](https://expedia.com/West-Dover-Hotels-Hideaway-Inn-Mt-Snow.h122978111.Hotel-Information)

![Brittany Motel](https://images.trvl-media.com/lodging/11000000/10540000/10533000/10532948/ef0071b7_y.jpg)

### Brittany Motel

10/10 Excellent

"Easy check in. Great communication. Property equipped for pets with a nice fenced in area in the back. Would recommend to anyone"

[](https://expedia.com/Bennington-Hotels-Brittany-Motel.h10532948.Hotel-Information)

![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/0d5e7c05_y.jpg)

### Hotel Vervana, Trademark Collection by Wyndham

4/10 Poor

"Our room was not cleaned properly, garbage under the bed. We were moved to a different room where the fridge was broken The third room was OK, no garbage under the bed but not swept in years. "

[](https://expedia.com/Bennington-Hotels-Paradise-Inn.h2577695.Hotel-Information)

![Fairfield Inn & Suites by Marriott Williamstown](https://images.trvl-media.com/lodging/36000000/35100000/35099400/35099355/adb513b0_y.jpg)

### Fairfield Inn & Suites by Marriott Williamstown

6/10 Okay

"average 3 stars"

[](https://expedia.com/Williamstown-Hotels-Fairfield-Inn-Suites-By-Marriott-Williamstown.h35099355.Hotel-Information)

![Willows Motel Williamstown](https://images.trvl-media.com/lodging/2000000/1760000/1753400/1753359/65150c76_y.jpg)

### Willows Motel Williamstown

10/10 Excellent

"Great breakfast with a lot of fredh fruits. "

[](https://expedia.com/Williamstown-Hotels-Willows-Motel-Williamstown.h1753359.Hotel-Information)

![Valley Craft Ales](https://images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/b246ce6d_y.jpg)

### Valley Craft Ales

8/10 Good

"Great location, lot of restaurants in a walking distance from the place."

[](https://expedia.com/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information)

## Find out more about Old Bennington

**Everything you need to know about Old 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 Old 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 Old Bennington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Old Bennington vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Old 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 Old 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 $234 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 Old Bennington rentals**

At Expedia, we put the best Old 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 Old 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 Old 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 Old 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.

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- [Vacation Homes in Old Bennington ](https://expedia.com/Old-Bennington-Private-Vacation-Homes.d553248635976385350-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Old Bennington ](https://expedia.com/Old-Bennington-Condos.d553248635976385350-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Old Bennington ](https://expedia.com/Old-Bennington-Apartments.d553248635976385350-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Old Bennington ](https://expedia.com/Old-Bennington-Cottages.d553248635976385350-aaCottages.Travel-Guide-Accommodation)
- [Chalets in Old Bennington ](https://expedia.com/Old-Bennington-Chalets.d553248635976385350-aaChalets.Travel-Guide-Accommodation)
- [B&B in Old Bennington ](https://expedia.com/Old-Bennington-Bed-And-Breakfast.d553248635976385350-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Cabin Rentals in Old Bennington ](https://expedia.com/Old-Bennington-Cabins.d553248635976385350-aaCabins.Travel-Guide-Accommodation)
- [Resorts in Old Bennington ](https://expedia.com/Old-Bennington-Resorts.d553248635976385350-aaResorts.Travel-Guide-Accommodation)
- [Motels in Old Bennington ](https://expedia.com/Old-Bennington-Motels.d553248635976385350-aaMotels.Travel-Guide-Accommodation)
- [Aparthotels in Old Bennington ](https://expedia.com/Old-Bennington-Apart-Hotels.d553248635976385350-aaApartHotels.Travel-Guide-Accommodation)
- [Villas in Old Bennington ](https://expedia.com/Old-Bennington-Villas.d553248635976385350-aaVillas.Travel-Guide-Accommodation)
- [Farmstay in Old Bennington ](https://expedia.com/Old-Bennington-Agritourism.d553248635976385350-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Old Bennington ](https://expedia.com/Old-Bennington-Lodges.d553248635976385350-aaLodges.Travel-Guide-Accommodation)
- [Guest Houses in Old Bennington ](https://expedia.com/Old-Bennington-Guest-Houses.d553248635976385350-aaGuestHouses.Travel-Guide-Accommodation)
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## Frequently asked questions

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