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Compare 46 Apartments in Canaan with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (20)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very clean and nicely decorated apartment in center of town. Great location. Really enjoyed our vacation."
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

The Studio mini home away from home in the Berkshires

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
The Studio mini home away from home in the Berkshires

The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

9.6 out of 10, Exceptional, (10)
"Wonderful property, amazing views. Owners are very helpful and accommodating. Will definitely stay again!"
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"The place is as described. Excellent location."
Upstairs on Main with private bathroom

The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (9)
"This property was the perfect place for us. Clean, bright, large rooms, good water pressure in the shower, on the lake. Location location location. The owners have done a very nice job as renters. Congrats to them :)"
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

10.0 out of 10, Exceptional, (1)
"Lovely quiet spot with plenty of eating options around the area. Well maintained."
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"Perfect get away, convenient to everything."
1500 sqft private entrance with beautiful views of the Berkshire Mountains

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (56)
"This is such a cute little spot! It is a couple of miles outside the center of town. There is a pizza restaurant and breakfast spot within 50 yards. The hosts were fantastic with communicating in advance of my arrival. "
The price is SAR 563
SAR 960 total
includes taxes & fees
9 May - 10 May
Litchfield Hills Hideaway

Cozy Tree Haus 1 Bedroom Apt

9.4 out of 10, Exceptional, (3)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
The price is SAR 431
SAR 1,146 total
includes taxes & fees
5 May - 6 May
Cozy Tree Haus 1 Bedroom Apt

RIVERSIDE HOMESTEAD on the Farmington River

2.0 star property
9.8 out of 10, Exceptional, (11)
"Clean, quiet, easy to find. Over-garage apartment with good heating and a terrific view of the Farmington River. All amenities provided. Couldn't be happier with my stay!"
RIVERSIDE HOMESTEAD on the Farmington River

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (7)
"Emmy is a great hostess. The apartment is nicely appointed and in a great location to restaurants and shops and attractions in the Berkshires. "
Gateway to the Berkshires - Renovated downtown apartment

Apartment in Gorgeous Stonybrook Farm

9.4 out of 10, Exceptional, (44)
"Our stay was very relaxing and the grounds are beautiful! Very quiet and charming place to stay."
Apartment in Gorgeous Stonybrook Farm

Cozy Modern Farm Haus 2 Bedroom Apartment

10.0 out of 10, Exceptional, (3)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
The price is SAR 591
SAR 1,193 total
includes taxes & fees
30 Apr - 1 May
Cozy Modern Farm Haus 2 Bedroom Apartment

The Brooks Motel: Exceptional Suite

9.4 out of 10, Exceptional, (3)
"Clean, industrial, very comfy bed, easy to book and to check in and out. Would stay again."
The price is SAR 596
SAR 725 total
includes taxes & fees
30 Apr - 1 May
The Brooks Motel: Exceptional Suite

Modern Copake Falls Getaway

9.6 out of 10, Exceptional, (31)
"Great place with amazing views and super close to a ski resort highly recommend "
Modern Copake Falls Getaway

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

9.2 out of 10, Wonderful, (40)
"We enjoyed three nights at this location. Very clean and well decorated little hideaway very private. Any questions were promptly answered we would stay here again!!"
Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Charming apartment 7 minute walk to downtown

10.0 out of 10, Exceptional, (11)
"Lovely very comfortable and up to date apartment! Highly recommend -hosts very responsive and helpful! "
The price is SAR 555
SAR 999 total
includes taxes & fees
30 Apr - 1 May
Charming apartment 7 minute walk to downtown

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is SAR 540
SAR 664 total
includes taxes & fees
30 Apr - 1 May
Brooks Motel: Perfect Suite, Seasonal Waterviews
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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Other property types in Canaan

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

9.8 out of 10, Exceptional, (9)
"We loved our stay! Andrea responded to questions very quickly. The house was very clean and had everything we needed. We appreciated the treat that was left on the island. We were there only 2 nights and wish we stayed longer. We would definitely stay again. "
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

Deluxe Queen Room with 2 Queen Beds

2.0 star property
The price is SAR 409
SAR 541 total
includes taxes & fees
30 Apr - 1 May
Deluxe Queen Room with 2 Queen Beds

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

9.4 out of 10, Exceptional, (61)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
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.

Frequently asked questions

What's it like to stay at an apartment in Canaan?
There are 5 hotels and other accommodations in Canaan. Though there aren’t many apartments, we can help you search for similar accommodations. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also search for similar property types like condos, vacation homes, or cottages.
Why consider an apartment over a traditional hotel room?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and usually is more spacious than a traditional hotel room. Apartments are a good option for couples looking to stay away from the tourist areas, and also for families who want the conveniences of home.
What's the best apartment for my stay in Canaan?
Here are some of the top apartments in the area: Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located in Lee, 19.7 mi/31.7 km from the heart of Canaan. Includes private patios and fireplaces. Access to onsite laundry facilities is available on site. Litchfield Hills Hideaway: Located 20.9 mi/33.6 km away in Litchfield. Amenities include private patios. Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Located in Great Barrington, 12 mi/19.3 km away. Includes free WiFi, separate dining areas, and Smart TVs. Access to onsite laundry facilities is available on site. The Studio mini home away from home in the Berkshires: 19.7 mi/31.7 km away in Lee. Amenities include private patios. Charming apartment 7 minute walk to downtown: Located in Torrington, 18.7 mi/30.2 km from Canaan. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site.
What can I expect from the weather in Canaan?
Weather is only one factor, but it can really affect your travel plans, especially when you’re planning an extended stay in Canaan. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What should I see and do in Canaan?
Housatonic River and Edith Scoville Memorial Sanctuary are a couple of lovely local spots to get outside and enjoy nature. While here, Campbell Falls State Park and Lawrence Field are other places worth a visit.
What's the best way to get to and around Canaan?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 27.6 mi (44.4 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 27.8 mi (44.7 km) away. If you’d like to explore around the area, you may want a rental car for your journey.