Apartments in Canaan for Rent

Most properties are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards.

Search over 2.9 million properties and 550 airlines worldwide

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

Litchfield Hills Hideaway
10.0 out of 10, Exceptional, (45)
"The Hideaway had everything I needed for my stay to include a pizza place in front where I was able to get some much needed food after a long road race. Easy check in and great communication with the owners. Highly recommend!"
The price is ¥23,304
¥40,083 total
includes taxes & fees
May 15 - May 16
Litchfield Hills Hideaway
Dugway Hideaway Walking Distance to Lime Rock Park
10.0 out of 10, Exceptional, (5)
"Went to Miatacon 2023 at Lime Rock. Minutes away from the track. Excellent communication with hosts, and will definitely stay again."
The price is ¥36,199
¥55,301 total
includes taxes & fees
May 12 - May 13
Dugway Hideaway Walking Distance to Lime Rock Park
Cozy Modern Farm Haus 2 Bedroom Apartment
10.0 out of 10, Exceptional, (1)
"We were happy to have a clean and comfortable place to stay while in Torrington visiting family. The hotels in town are nasty so this was a great alternative. There is a park across the street and an Office warehouse on the street behind, so it’s quiet at night which was a plus. Inside is definitely as advertised, cozy but not cramped, the furniture and decor is well appointed. We will definitely stay again."
The price is ¥24,469
¥48,239 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Modern Farm Haus 2 Bedroom Apartment
Save an average of 15% on thousands of hotels when you're signed in
Cozy retreat in beautiful country setting
10.0 out of 10, Exceptional, (5)
"This is a very well equipped, comfortable apartment in a beautiful setting with amazing views. We thoroughly enjoyed our time there. It was very quiet and peaceful--perfect for our getaway. Mary and Tim were great hosts."
Cozy retreat in beautiful country setting
Adorable secret hideaway
10.0 out of 10, Exceptional, (3)
"We had a wonderful stay at the barn. The location is stunning. The barn had everything my son and I needed for a short stay. We enjoyed the garden/grounds and the people renting the silo were great too. Mary was very responsive and answered the phone at 10:25pm the night of our check in when we were lost in the dark and stayed on until we’d safely arrived. Mary was also honest and refunded part of our deposit that had been inadvertently overpaid. Would highly recommend the barn for a short stay."
Adorable secret hideaway
Garfield House Studio at 208
9.8 out of 10, Exceptional, (22)
"This was a perfect studio retreat for me. The host was wonderful and prepared a cozy well-stocked studio in a great location. Everything I needed was close by and the space is near walking trails and shopping. I would return for a stay again without hesitation! Thanks so much for everything!"
Garfield House Studio at 208
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
9.8 out of 10, Exceptional, (6)
"We stayed 1st floor ... the house was very clean and well-appointed, soaps and such provided, plenty of towels and extra bedding. Check-in and access were seamless. The view of the lake is wonderful and the house has a screened-in front porch to sit and check it out. Actually my first experience with this type of lodging and I loved it."
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Modern Copake Falls Getaway
9.8 out of 10, Exceptional, (22)
"This property overlooks open fields with a pond, hillsides, and a tree farm across the road. If you want a quiet area where you can watch the sun set from chairs on the outside patio and watch the stars come out, this is it. There are separate sitting areas, and a firepit below the house with chairs as well. The unit was clean, and questions responded to. No issues with check in or check out."
Modern Copake Falls Getaway
Apartment in Gorgeous Stonybrook Farm
9.6 out of 10, Exceptional, (37)
"Everything you could want for a nice quiet stay. The apt is very roomy and well appointed. Small kitchen with all you need. Messages to the owner were answered promptly. The grounds are incredibly beautiful. No reason not to stay here."
Apartment in Gorgeous Stonybrook Farm
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
9.6 out of 10, Exceptional, (54)
"We had a magical Christmas."
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
9.4 out of 10, Exceptional, (3)
"Location is perfect !! Walking distance to downtown and amazing view and access to lake"
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.4 out of 10, Exceptional, (33)
"Very positive."
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Centrally Located Berkshire Getaway Perfect for Any Season
9.4 out of 10, Exceptional, (3)
"We rented this property to hike and enjoy the nature of Western Mass. It was a beautiful area and the rental was exactly as advertised."
Centrally Located Berkshire Getaway Perfect for Any Season
Historic Two Bedroom, Downtown Stockbridge
8.0 out of 10, Very Good, (4)
"Very convenient and attractive property. Large comfortable bedrooms, living room and kitchen. Easy parking, quiet location right in the heart of Stockbridge. We really enjoyed our two-night stay despite the rain! "
Historic Two Bedroom, Downtown Stockbridge
Built in 1739, near Appalachian Trail & River, 7 Min. from Great Barrington
Built in 1739, near Appalachian Trail & River, 7 Min. from Great Barrington
In-town studio apartment. Great base for a Berkshire visit!
In-town studio apartment. Great base for a Berkshire visit!
Cozy Tiny Haus 1 Bedroom Apt
The price is ¥18,694
¥41,749 total
includes taxes & fees
Jun 11 - Jun 12
Cozy Tiny Haus 1 Bedroom Apt
Lakefront Cottage in the Berkshires
Lakefront Cottage in the Berkshires
Twin Island Lake Private Island
Twin Island Lake Private Island
Eastbungalow
Eastbungalow
Don't see what you're looking for?
See all available properties in Canaan
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.

Other property types in Canaan

Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
10.0 out of 10, Exceptional, (1)
"We absolutely loved the place! Tons of space, all new appliances, fire pit and the gorgeous master bathroom were all highlights of our stay. Super convenient location within a few minutes of the Stop and Shop as well as other stores. Andrea was very friendly and attentive. She was there to quickly answer any questions we had and made sure we had everything we needed. Highly recommend!"
Villa Mariana Blackberry River. Luxury & renovated, comfort, peaceful nature.
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Peace and quiet on the lake
9.6 out of 10, Exceptional, (182)
"We loved our two night stay in the forest :) The house was super clean, well appointed, quiet and relaxing. We didn't have great weather so didn't get to take advantage of the perfect spot on the lake or any of the kayaks or boats, but the location was a great jumping off point for visiting the various Berkshires towns."
Peace and quiet on the lake
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: Garfield House Studio at 208: Situated in Lee, 19.7 mi/31.7 km from the heart of Canaan. The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Located 13.7 mi/22.1 km away in Winsted. Free WiFi, private patios, and private yards are included. Access to a fitness center is available on site. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: It’s situated in Lee, 19.7 mi/31.7 km away. Includes private patios and fireplaces. Apartment in Gorgeous Stonybrook Farm: 12.6 mi/20.2 km away in Great Barrington. Free WiFi, private balconies, and sofa beds are included. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: It’s located in Winsted, 14 mi/22.6 km from Canaan. Includes free WiFi, fireplaces, and Smart TVs.
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 Campbell Falls State Park are a couple of lovely local spots to get outside and enjoy nature. Great Falls and Infinity Music Hall and Bistro are a couple of places you’ll find in the larger area.
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.