Title: Top Canaan Cabin Rentals | Expedia.ca

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![Red bridge over the Housatonic River](https://images.trvl-media.com/place/6003925/404400f1-812a-46f4-a922-5301419da9c8.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6003925&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6003925&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)

## Our top choices for Canaan cabin rentals

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/a764aae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/d00ad195.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/565807cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99970000/99962400/99962392/51b9c734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Guesthouse Cabin vacation rentals in Berkshire County

[](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.Hotel-Information)

Sheffield

10/10

Exceptional

(10 reviews)

"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "

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

deborah d.

CA $535

CA $944 total

includes taxes & fees

Feb 17 - Feb 18

[](https://www.expedia.ca/Sheffield-Hotels-Guesthouse-Cabin-Vacation-Rentals-In-Berkshire-County.h99962392.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=2026-02-28&endDate=2026-03-01&regionId=6003925&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=VACATION_HOME)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=COTTAGE)

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Canaan%2C+Connecticut%2C+United+States+of+America&regionId=6003925&latLong=42.026477%2C-73.30875&adults=2&startDate=2026-05-15&d1=2026-05-15&endDate=2026-05-18&d2=2026-05-18&lodging=CHALET)

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## Top Canaan Hotel Reviews

![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg)

### Monument Mountain Motel

10/10 Excellent

"The room was clean, comfortable and had good amenities. The staff was helpful and friendly. Couldn't ask for more at this price point."

[](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.Hotel-Information)

![the Alander](https://images.trvl-media.com/lodging/75000000/74120000/74111300/74111256/35e8d8d8_y.jpg)

### the Alander

10/10 Excellent

"Great service "

[](https://expedia.ca/Copake-Hotels-The-Alander.h74111256.Hotel-Information)

![Interlaken Inn & Resort](https://images.trvl-media.com/lodging/20000000/19680000/19679700/19679605/dbbfdf3a_y.jpg)

### Interlaken Inn & Resort

10/10 Excellent

"Room was perfect for us. Buffet breakfast was very enjoyable in the morning and staff were all friendly and helpful. Will make this an annual spot to stay when we go to the ski jump competition. "

[](https://expedia.ca/Torrington-Hotels-Interlaken-Inn-Resort.h19679605.Hotel-Information)

![The Litchfield Inn](https://images.trvl-media.com/lodging/5000000/4980000/4978900/4978856/9aa3fa98_y.jpg)

### The Litchfield Inn

10/10 Excellent

"Nice place, great staff, and delicious breakfast! Will be coming back! "

[](https://expedia.ca/Torrington-Hotels-The-Litchfield-Inn.h4978856.Hotel-Information)

![The Abner Hotel](https://images.trvl-media.com/lodging/105000000/104370000/104369400/104369320/f403f26b_y.jpg)

### The Abner Hotel

10/10 Excellent

"My stay was flawless. From staff to the clean room and comfortable bedding all made for an amazing experience."

[](https://expedia.ca/Litchfield-Hotels-Hotel-Abner.h104369320.Hotel-Information)

![Days Inn by Wyndham Torrington](https://images.trvl-media.com/lodging/1000000/50000/50000/49932/c8b8e6a2_y.jpg)

### Days Inn by Wyndham Torrington

10/10 Excellent

"Very respectable staff and clean environment "

[](https://expedia.ca/Torrington-Hotels-Days-Inn-By-Wyndham-Torrington.h49932.Hotel-Information)

![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg)

### Holiday Inn Express Hotel & Suites Great Barrington by IHG

10/10 Excellent

"The staff was very nice. The breakfast very good. Comfortable bed. Adjustable temperature."

[](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information)

![The Little Lion](https://images.trvl-media.com/lodging/8000000/7670000/7663800/7663779/6fb451ef_y.jpg)

### The Little Lion

10/10 Excellent

"Great friendly staff"

[](https://expedia.ca/Great-Barrington-Hotels-The-Briarcliff-Motel.h7663779.Hotel-Information)

![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg)

### The Red Lion Inn

10/10 Excellent

"Great stay. The only thing I would say - and I’ve been staying at the hotel since the 80s - it might be time for a few updates here and there. It runs the risk of going from rustic charm to grandma’s house in the not tooooo distant future. "

[](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information)

## Find out more about Canaan

## Canaan Cabin Rentals information

| Number of reviews | 9                |
| ----------------- | ---------------- |
| Accommodation     | 16 Cabin Rentals |
| Lowest Price      | CA $944          |
| Highest Price     | CA $944          |

## Frequently asked questions

### What are the best cabins near Canaan?

### Are there cheap cabins in Canaan?

### What are the best mountain cabins near Canaan?

### What are the best river cabins near Canaan?

### What are the best cabins with pools near Canaan?

### Can I find beach cabins near Canaan?

### What are the best weekend cabin rentals in Canaan?

### What are the best cabin prices in Canaan?

### Can I find log cabins in Canaan?

### What are the highest-rated cabins in Canaan?

### Why should I book a cabin in Canaan?

### What are the top nature cabins in Canaan?

### What are some of the best cabins near Lime Rock Park in Canaan?

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