Title: Bennington Cottages from CA $242 | 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)

# Search Bennington Cottage Rentals from CA $242

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## Check prices for these dates

In two weeks

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6057349&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Bennington cottages

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123200000/123195900/123195896/03e81b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123200000/123195900/123195896/2cf2d28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123200000/123195900/123195896/d551c493.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/124000000/123200000/123195900/123195896/a66f9e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ludlow Ski Cabin 2 Mi to Ski Parking

[](https://www.expedia.ca/Ludlow-Hotels-Mtn-View-Lake-Pauline-Cabin-3-Mi-To-Okemo-Resort.h123195896.Hotel-Information)

Ludlow

CA $253

CA $507 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Ludlow-Hotels-Mtn-View-Lake-Pauline-Cabin-3-Mi-To-Okemo-Resort.h123195896.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/e3155dcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/dfa81d3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/ac7abe85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/34000000/33740000/33734600/33734584/8292acec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Cottage Retreat

[](https://www.expedia.ca/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information)

cambridge

9.8/10

Exceptional

(47)

"Perfect little stay. Best parts of being out in the middle of the woods that also has great cell service. Everything you'd need to enjoy a couple days out in "

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

Victor L.

CA $156

CA $242 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Cambridge-Hotels-Peaceful-Cottage-Retreat.h33734584.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/c1d69bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/82ebadba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/72aeb737.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/aa44f0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Terrific 3-bedroom cottage with AC in charming Cavendish

[](https://www.expedia.ca/Cavendish-Hotels-Terrific-3-Bedroom-Cottage-With-AC-In-Charming-Cavendish.h119130417.Hotel-Information)

Cavendish

CA $312

CA $834 total

includes taxes & fees

Dec 11 - Dec 12

[](https://www.expedia.ca/Cavendish-Hotels-Terrific-3-Bedroom-Cottage-With-AC-In-Charming-Cavendish.h119130417.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

![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)

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

### Hampton Inn Bennington

10/10 Excellent

"Yes"

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

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

### Knotty Pine

10/10 Excellent

"They were very nice by calling me when they saw it was getting late for my check-in. Their instructions were easy to follow."

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

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

### Harwood Hill Motel

10/10 Excellent

"Simple but classy. Beautiful view !"

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

![Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!](https://images.trvl-media.com/lodging/121000000/120280000/120270600/120270546/2b68251c_y.jpg)

### Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

10/10 Excellent

"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "

[](https://expedia.ca/Bennington-Hotels-Cozy.h120270546.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

"Great place for the price! Clean and comfortable. "

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

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

### Best Western Bennington

8/10 Good

"Room was clean and comfortable, but, there was an odor I didn’t like. We opened the windows to try and clear it, after that I think we just got used to it."

[](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)

## Find out more about Bennington

## Bennington Cottages information

| Number of reviews | 43          |
| ----------------- | ----------- |
| Accommodation     | 32 Cottages |
| Lowest Price      | CA $242     |
| Highest Price     | CA $834     |

## Frequently asked questions

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- [Book Cottages in Bennington on Expedia.com ](https://www.expedia.com/Bennington-Cottages.d6057349-aaCottages.Travel-Guide-Accommodation)