Title: Bennington Vacation Rentals from CA $510: Short-Term Rentals for 2026 | Expedia.ca

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![Historic Henry Covered bridge over the Walloomsac River e in Bennington, Vermont](https://images.trvl-media.com/place/6057349/ddd79da6-d04a-4703-8452-12989539524e.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Bennington Vacation Rentals

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## Check prices for these dates

In two weeks

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6057349&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)

## Our top choices for Bennington vacation rentals

![Condo, 2 Bedrooms | Pool](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31db03a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 1 Bedroom | View from room](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/31550a82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Yoga](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/cfa3a228.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/7000000/6610000/6602500/6602401/a16eeef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Stratton

[](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

8.4/10

Very good

(78)

"The building and the units are old and tired. Early attic decorating. And the walls are paper thin. We could hear all neighbors. I would not go back. "

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

Doug

CA $537

CA $668 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/Stratton-Hotels-Long-Trail-House-At-Stratton-Mountain-Resort.h6602401.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/5137de93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/5e7819b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/f22c1efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112464400/112464327/c660e5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Bondville

[](https://www.expedia.ca/Bondville-Hotels-Stratton-Mountain-Views-Classic-Cabin-In-Winhall.h112464327.Hotel-Information)

CA $1,087

CA $1,771 total

includes taxes & fees

Jan 9 - Jan 10, 2026

[](https://www.expedia.ca/Bondville-Hotels-Stratton-Mountain-Views-Classic-Cabin-In-Winhall.h112464327.Hotel-Information)

![House, 4 Bedrooms | Exterior](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/76a5118e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 4 Bedrooms | Pool](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/f28aa52b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 4 Bedrooms | Living area](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/bd3444bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House, 4 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/108000000/107450000/107440200/107440119/6d152cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Arlington

[](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.Hotel-Information)

8.0/10

Very good

(1)

"Cozy cottage. Very clean and everything you need is there. Nice kitchen and fireplace. Lots of room and 3 bathrooms as well. Reasonably close to the ski mountains. "

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

Manish

CA $338

CA $929 total

includes taxes & fees

Jan 13 - Jan 14, 2026

[](https://www.expedia.ca/Arlington-Hotels-Bear-Pass-Mountain-View-4-Bedroom-Home.h107440119.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/cd7fa5fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Living area](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/bc7f49dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow | Private kitchen](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/2d5c8478.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Bungalow](https://images.trvl-media.com/lodging/114000000/113780000/113777300/113777287/4ac9d6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Camping in Williamstown

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

10/10

Exceptional

(7)

"Perfect place for a relaxing getaway! We loved everything! "

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

Cammie

CA $277

CA $309 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Williamstown-Hotels-Huttopia-Berkshires.h113777287.Hotel-Information)

![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Williamstown

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

8.8/10

Excellent

(2184)

"Awesome for ski"

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

Lazar

CA $142

CA $174 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/cf8c8830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 Bedroom Condo 1/2 mile from base | In-room dining](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/40940c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/662f1ebe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/920000/911400/911313/a8f10f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo resort in Hancock

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

8.2/10

Very good

(987)

"nice and clean, good customer service, but the room is smell. "

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

Huang

CA $294

CA $329 total

includes taxes & fees

Jan 25 - Jan 26, 2026

[](https://www.expedia.ca/Hancock-Hotels-Jiminy-Peak-Mountain-Resort.h911313.Hotel-Information)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/92b7e91d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/0ba7e753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/583652dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/107000000/106260000/106252200/106252146/4777fe6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.Hotel-Information)

10/10

Exceptional

(2)

"Great location and awesome house. Owners were easy to communicate with. "

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

Anonymous traveller

CA $267

CA $822 total

includes taxes & fees

Dec 28 - Dec 29

[](https://www.expedia.ca/Wilmington-Hotels-Wilmington-Retreat-Near-Trails.h106252146.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.

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## Top Bennington Hotel Reviews

![Knotty Pine](https://images.trvl-media.com/lodging/120000000/119110000/119106200/119106200/439bea3f_y.jpg)

### Knotty Pine

10/10 Excellent

"It was clean "

[](https://expedia.ca/Bennington-Hotels-Knotty-Pine.h119106200.Hotel-Information)

![Hotel Vervana, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/3000000/2580000/2577700/2577695/b33626c2_y.jpg)

### Hotel Vervana, Trademark Collection by Wyndham

10/10 Excellent

"Large rooms, great staff. Will stay again!"

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

![Hampton Inn Bennington](https://images.trvl-media.com/lodging/2000000/1200000/1192000/1191981/aadd5504_y.jpg)

### Hampton Inn Bennington

10/10 Excellent

"Clean room Comfy bed Great coffee Nice lotion in the bathroom"

[](https://expedia.ca/Bennington-Hotels-Hampton-Inn-Bennington.h1191981.Hotel-Information)

![Harwood Hill Motel](https://images.trvl-media.com/lodging/13000000/12360000/12354600/12354542/ffee6d77_y.jpg)

### Harwood Hill Motel

10/10 Excellent

"This was my third stay over the course of many years, and this motel is always reliable for its comfort, cleanliness, warm welcome and good continental breakfast. I'll be back for sure!"

[](https://expedia.ca/Bennington-Hotels-Harwood-Hill-Motel.h12354542.Hotel-Information)

![South Shire](https://images.trvl-media.com/lodging/77000000/76170000/76163200/76163190/0f420ffa_y.jpg)

### South Shire

10/10 Excellent

"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"

[](https://expedia.ca/Bennington-Hotels-South-Shire.h76163190.Hotel-Information)

![Best Western Bennington](https://images.trvl-media.com/lodging/1000000/20000/16400/16323/5ad1b90e_y.jpg)

### Best Western Bennington

10/10 Excellent

"Yes"

[](https://expedia.ca/Bennington-Hotels-Best-Western-Bennington.h16323.Hotel-Information)

![Bennington Motor Inn](https://images.trvl-media.com/lodging/2000000/1530000/1523000/1522906/0219b10e_y.jpg)

### Bennington Motor Inn

10/10 Excellent

"Great hotel for the price and convenient to downtown area.."

[](https://expedia.ca/Bennington-Hotels-Bennington-Motor-Inn.h1522906.Hotel-Information)

![Bennington Gem w/ Smart TV Near Historic District!](https://images.trvl-media.com/lodging/106000000/105900000/105898500/105898497/90671126_y.jpg)

### Bennington Gem w/ Smart TV Near Historic District!

6/10 Okay

"Two things can improved: 1). The bathroom needs to be renovated. It has a dirty look. 2). The security alarm was beeping irritatingly all the first night. This prevented us from getting anywhere near a good night sleep. I did not find the owner very responsive. He said someone would be there by 4 PM the next day"

[](https://expedia.ca/Bennington-Hotels-Bennington-Gem-W-Smart-TV-Near-Historic-District.h105898497.Hotel-Information)

![The Autumn Inn](https://images.trvl-media.com/lodging/3000000/2390000/2381300/2381247/be4d3e05_y.jpg)

### The Autumn Inn

10/10 Excellent

"Room was great for the price "

[](https://expedia.ca/Bennington-Hotels-The-Autumn-Inn.h2381247.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.d6057349-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Bennington ](https://expedia.ca/Bennington-Condos.d6057349-aaCondos.Travel-Guide-Accommodation)
- [Apartments in Bennington ](https://expedia.ca/Bennington-Apartments.d6057349-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Bennington ](https://expedia.ca/Bennington-Cottages.d6057349-aaCottages.Travel-Guide-Accommodation)
- [Chalets in Bennington ](https://expedia.ca/Bennington-Chalets.d6057349-aaChalets.Travel-Guide-Accommodation)
- [Cabin Rentals in Bennington ](https://expedia.ca/Bennington-Cabins.d6057349-aaCabins.Travel-Guide-Accommodation)
- [B&B in Bennington ](https://expedia.ca/Bennington-Bed-And-Breakfast.d6057349-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Motels in Bennington ](https://expedia.ca/Bennington-Motels.d6057349-aaMotels.Travel-Guide-Accommodation)
- [Resorts in Bennington ](https://expedia.ca/Bennington-Resort-Hotels.d6057349-aaResortHotels.Travel-Guide-Accommodation)
- [Aparthotels in Bennington ](https://expedia.ca/Bennington-Apart-Hotels.d6057349-aaApartHotels.Travel-Guide-Accommodation)
- [Farmstay in Bennington ](https://expedia.ca/Bennington-Agritourism.d6057349-aaAgritourism.Travel-Guide-Accommodation)
- [Lodges in Bennington ](https://expedia.ca/Bennington-Lodges.d6057349-aaLodges.Travel-Guide-Accommodation)
- [Inns in Bennington ](https://expedia.ca/Bennington-Inns.d6057349-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Bennington ](https://expedia.ca/Bennington-Guest-Houses.d6057349-aaGuestHouses.Travel-Guide-Accommodation)
- [Villas in Bennington ](https://expedia.ca/Bennington-Villas.d6057349-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Hotels with Waterslides in Burlington](https://expedia.ca/Burlington-Hotels-Hotels-With-Waterslides.0-0-d601763-tHotelswithWaterslides.Travel-Guide-Filter-Hotels)
- [Hotels in Killington](https://expedia.ca/Killington-Hotels.d10780.Travel-Guide-Hotels)
- [Hotels in Burlington](https://expedia.ca/Burlington-Hotels.d601763.Travel-Guide-Hotels)
- [Hotels in Stowe](https://expedia.ca/Stowe-Hotels.d6057386.Travel-Guide-Hotels)
- [Hotels in Manchester](https://expedia.ca/Manchester-Hotels.d129374.Travel-Guide-Hotels)
- [Cheap Hotels in Burlington](https://expedia.ca/Burlington-Hotels-Cheap-Hotels.0-0-d601763-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Pet-friendly Hotels in Burlington](https://expedia.ca/Burlington-Hotels-Pet-Friendly-Hotel.0-0-d601763-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotels in Barre](https://expedia.ca/Barre-Hotels.d6007.Travel-Guide-Hotels)
- [Hotels in Williston](https://expedia.ca/Williston-Hotels.d10411.Travel-Guide-Hotels)
- [Spa Hotels in Burlington](https://expedia.ca/Burlington-Hotels-Spa-Hotel.0-0-d601763-tSpaHotel.Travel-Guide-Filter-Hotels)
- [Hotels in East Burke](https://expedia.ca/East-Burke-Hotels.d6328579.Travel-Guide-Hotels)
- [Hotels with Free Airport Shuttle in Burlington](https://expedia.ca/Burlington-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d601763-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels)
- [Hotels in St. Johnsbury](https://expedia.ca/St-Johnsbury-Hotels.d7079.Travel-Guide-Hotels)
- [Hotels in South Burlington](https://expedia.ca/South-Burlington-Hotels.d6739.Travel-Guide-Hotels)
- [Hotels in Essex Junction](https://expedia.ca/Essex-Junction-Hotels.d7853.Travel-Guide-Hotels)
- [Hotels in St. Albans](https://expedia.ca/St-Albans-Hotels.d6057383.Travel-Guide-Hotels)

Cars

- [Car rentals in Burlington](https://expedia.ca/Car-Rentals-In-Burlington.d601763.Car-Rental-Guide)

Activities

- [Things to do in Montpelier](https://expedia.ca/Things-To-Do-In-Montpelier.d8798.Travel-Guide-Activities)
- [Things to do in Stowe](https://expedia.ca/Things-To-Do-In-Stowe.d6057386.Travel-Guide-Activities)
- [Things to do in South Burlington](https://expedia.ca/Things-To-Do-In-South-Burlington.d6739.Travel-Guide-Activities)

Packages

- [Burlington Vacations](https://expedia.ca/Burlington.d601763.Destination-Travel-Guides)

General

- [Visit Woodstock](https://expedia.ca/Woodstock.dx10868)
- [Visit White River Junction](https://expedia.ca/White-River-Junction.dx6294)
- [Visit Essex Junction](https://expedia.ca/Essex-Junction.dx7853)
- [Visit Burlington](https://expedia.ca/Burlington.dx601763)

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