Title: Bennington Vacation Rentals from CA $194: Short-Term Rentals for 2026 | Expedia.ca

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## Check prices for these dates

In two weeks

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=11921&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=11921&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=11921&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 24 - Jul 26](https://www.expedia.ca/Hotel-Search?regionId=11921&startDate=2026-07-24&endDate=2026-07-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bennington vacation rentals

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121110000/121104900/121104886/8aa4b3ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121110000/121104900/121104886/64a2c221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121110000/121104900/121104886/51476c8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121110000/121104900/121104886/2c85421f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Near Main St & Festivals: Peaceful Keene Getaway!

[](https://www.expedia.ca/Keene-Hotels-Near-Main-St-Festivals-Peaceful-Keene-Getaway.h121104886.Hotel-Information)

Keene

[](https://www.expedia.ca/Keene-Hotels-Near-Main-St-Festivals-Peaceful-Keene-Getaway.h121104886.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.ca/Hotel-Search?startDate=2026-04-14&endDate=2026-04-15&regionId=11921&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America&regionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America&regionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America&regionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=COTTAGE)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America&regionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CABIN)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Bennington%2C+New+Hampshire%2C+United+States+of+America&regionId=11921&latLong=42.996892%2C-71.91643&adults=2&startDate=2026-06-29&d1=2026-06-29&endDate=2026-07-02&d2=2026-07-02&lodging=CHALET)

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## Top Bennington Hotel Reviews

![Riverhouse by Weekender (Formerly Jack Daniels Inn)](https://images.trvl-media.com/lodging/4000000/3880000/3878900/3878809/94272c61_y.jpg)

### Riverhouse by Weekender (Formerly Jack Daniels Inn)

4/10 Poor

"Room was loud. Smell of pot coming from someone smoking outside. A squeak coming from somewhere in the bathroom wall every few minutes(trapped bird?) No one at the desk for arrival(4pm), or checkout(11am). "

[](https://expedia.ca/Keene-Hotels-Jack-Daniels-Motor-Inn.h3878809.Hotel-Information)

![Best Western Plus Keene Hotel](https://images.trvl-media.com/lodging/1000000/20000/16000/15916/w3837h2556x3y4-4a5edcca_y.jpg)

### Best Western Plus Keene Hotel

10/10 Excellent

"Great place, nice restaurant next door."

[](https://expedia.ca/Keene-Hotels-Best-Western-Plus-Keene-Hotel.h15916.Hotel-Information)

![Hampton Inn & Suites Keene](https://images.trvl-media.com/lodging/71000000/70960000/70959000/70958919/f95623cd_y.jpg)

### Hampton Inn & Suites Keene

10/10 Excellent

"Staff is always friendly and helpful. Breakfast is always solid. "

[](https://expedia.ca/Keene-Hotels-Hampton-Inn-Suites-Keene.h70958919.Hotel-Information)

![Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi](https://images.trvl-media.com/lodging/114000000/113250000/113244100/113244057/1ee34890_y.jpg)

### Charming 16x16 pine cabin in delightful Greenfield New Hampshire with WiFi

10/10 Excellent

"Excellent hosts! Thank you so much for a beautiful weekend! We know Arthur will grow up into a fine young man . "

[](https://expedia.ca/Greenfield-Hotels-Charming-Cabin-In-Delightful-Greenfield-New-Hampshire-With-WiFi-Access.h113244057.Hotel-Information)

![Blue Bear Inn](https://images.trvl-media.com/lodging/84000000/83540000/83534300/83534288/419075c7_y.jpg)

### Blue Bear Inn

10/10 Excellent

"All was fantastic! Views, food, stay, etc! We really enjoyed having my Dads 90th there. Melissa handled the food and delivery of it all perfectly! For the room, it was spacious and comfortable, water pressure was good and all was clean. "

[](https://expedia.ca/Francestown-Hotels-Blue-Bear-Inn.h83534288.Hotel-Information)

![Fairfield Inn & Suites by Marriott Keene Downtown](https://images.trvl-media.com/lodging/1000000/810000/803300/803226/41372bd7_y.jpg)

### Fairfield Inn & Suites by Marriott Keene Downtown

10/10 Excellent

"Breakfast was great and location is perfect. Lots of good restaurants and bars to visit. Rooms are nice, but slightly dated, and the building is very cool."

[](https://expedia.ca/Keene-Hotels-Fairfield-Inn-Suites-By-Marriott-Keene-Downtown.h803226.Hotel-Information)

![The Burrell House](https://images.trvl-media.com/lodging/73000000/72620000/72611300/72611296/a0cdde49_y.jpg)

### The Burrell House

10/10 Excellent

"We had a wonderful stay at The Burrell House. The room was large, beautifully renovated with a well thought out design. It is a very short walk or drive to Main Street where there were a multitude of restaurants and shops. We truly enjoyed our stay and plan to book again soon. "

[](https://expedia.ca/Keene-Hotels-The-Burrell-House.h72611296.Hotel-Information)

![The Carriage Barn Inn](https://images.trvl-media.com/lodging/39000000/38510000/38505500/38505466/df603ff1_y.jpg)

### The Carriage Barn Inn

10/10 Excellent

"Super cute property. Rooms are clean with historical "

[](https://expedia.ca/Keene-Hotels-The-Elm-City-Carriage-Barn.h38505466.Hotel-Information)

![Colby Hill Inn](https://images.trvl-media.com/lodging/22000000/21960000/21950200/21950172/89fcafb1_y.jpg)

### Colby Hill Inn

10/10 Excellent

"A wonderful stay. Clean and comfortable rooms and friendly helpful staff. The included breakfast is astonishing. The restaurant is terrific. The setting couldn’t be more idyllic. "

[](https://expedia.ca/Henniker-Hotels-Colby-Hill-Inn.h21950172.Hotel-Information)

## Find out more about Bennington

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Bennington. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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- [Vacation Homes in Bennington ](https://expedia.ca/Bennington-Private-Vacation-Homes.d11921-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Cottages in Bennington ](https://expedia.ca/Bennington-Cottages.d11921-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Bennington ](https://expedia.ca/Bennington-Apartments.d11921-aaApartments.Travel-Guide-Accommodation)
- [Resorts in Bennington ](https://expedia.ca/Bennington-Resort-Hotels.d11921-aaResortHotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Bennington ](https://expedia.ca/Bennington-Cabins.d11921-aaCabins.Travel-Guide-Accommodation)
- [B&B in Bennington ](https://expedia.ca/Bennington-Bed-And-Breakfast.d11921-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Lodges in Bennington ](https://expedia.ca/Bennington-Lodges.d11921-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in Bennington ](https://expedia.ca/Bennington-Agritourism.d11921-aaAgritourism.Travel-Guide-Accommodation)
- [Chalets in Bennington ](https://expedia.ca/Bennington-Chalets.d11921-aaChalets.Travel-Guide-Accommodation)
- [Inns in Bennington ](https://expedia.ca/Bennington-Inns.d11921-aaInns.Travel-Guide-Accommodation)
- [Villas in Bennington ](https://expedia.ca/Bennington-Villas.d11921-aaVillas.Travel-Guide-Accommodation)
- [Motels in Bennington ](https://expedia.ca/Bennington-Motels.d11921-aaMotels.Travel-Guide-Accommodation)
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