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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Living area

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Perfect location. Walking distance. Brand new apartment. "
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
The Studio mini home away from home in the Berkshires
Outdoor dining

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
Property grounds

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

9.6 out of 10, Exceptional, (9)
"The house was very friendly. We had a beautiful view with the lake and a snowstorm that we were able to watch. It was great seeing the fisherman and the snowmobiles on the lake. Our group made some nice meals together and we really were relaxed. The home was very comfortable."
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Upstairs on Main with private bathroom
Property grounds

Upstairs on Main with private bathroom

9.2 out of 10, Wonderful, (32)
"We enjoyed our stay in this great place! cute little upstairs apartment with a great use of space and perfect for getting around the area. We got the benefit of a beautiful snow storm too (and the walk and parking area were shoveled when we woke up which was nice!) thanks again."
Upstairs on Main with private bathroom
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (9)
"Perfect for our visit to our children and grand children. The lake is across the street with the marina next door. Rented a pontoon boat, at a discounted rate for beautiful day with the kids. Minor problem getting in initially, but resolved by Jeanne quickly. Note that this is a renovated lake residence which has a second story rental which can get a bit noisy and the bathroom is in the rear of the house with the bedroom in the front. Overall will be returning in the future."
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts
Fridge, microwave, oven, stovetop

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
Golf

1500 sqft private entrance with beautiful views of the Berkshire Mountains

10.0 out of 10, Exceptional, (41)
"My husband and I stayed at this clean, spacious, and well-equipped apartment adjacent to the hosts' home for three nights to visit nearby attractions in Lenox, Pittsfield, Great Barrington, and Stockbridge. It was a wonderful property and the hosts couldn't have been nicer. We especially loved the gift basket prepared with some of their favorite area treats. Communication about the check-in/check-out process was simple. FYI for future travelers: there are no bathroom toiletries provided so...
1500 sqft private entrance with beautiful views of the Berkshire Mountains
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio

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

9.4 out of 10, Exceptional, (61)
"3 day holiday getaway, my husband and our 2 pups. A hike in nearby trails in the woods, enjoyed Lee downtown eateries and shops. Beautiful winter wonderland in the Berkshires. The guest rental was perfect!!! Warm, spacious, comfortable, perfect location. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Litchfield Hills Hideaway
Fridge, microwave, oven, stovetop

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (55)
"Great place to end our Gilmore Girls adventure!!! The Hideaway was clean and cozy, and the hosts are very professional! We would stay here again!!!!"
The price is AED 551
AED 940 total
includes taxes & fees
31 Mar - 1 Apr
Litchfield Hills Hideaway
Cozy Tree Haus 1 Bedroom Apt
Interior

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 AED 422
AED 1,081 total
includes taxes & fees
28 Apr - 29 Apr
Cozy Tree Haus 1 Bedroom Apt
Gateway to the Berkshires - Renovated downtown apartment
Exterior

Gateway to the Berkshires - Renovated downtown apartment

10.0 out of 10, Exceptional, (7)
"Thanks, Emmy, for a great visit. The apartment was exactly what we hoped for, clean and convenient to downtown and to all things in the Berkshires. We explored and relaxed and thoroughly enjoyed our getaway over a beautiful October weekend. I'd recommend the apartment to anyone who wants that in-town setting and wishes to explore all that the area has to offer. Great host, thank you!"
Gateway to the Berkshires - Renovated downtown apartment
Apartment in Gorgeous Stonybrook Farm
1 bedroom, in-room safe, iron/ironing board, free WiFi

Apartment in Gorgeous Stonybrook Farm

9.4 out of 10, Exceptional, (44)
"This was a beautifully appointed property on an estate overlooking a pond. The apartment was spotless and the caretaker was most helpful when we needed anything. The rooms were well supplied and perfect for us. Thank you for letting us experience the quintessence of the Berkshires."
Apartment in Gorgeous Stonybrook Farm
Cozy Modern Farm Haus 2 Bedroom Apartment
Exterior

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 AED 579
AED 1,252 total
includes taxes & fees
22 Apr - 23 Apr
Cozy Modern Farm Haus 2 Bedroom Apartment
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

9.4 out of 10, Exceptional, (3)
"The motel was well equipped, clean, and comfortable. It was especially suited for my travel with my dog."
The price is AED 514
AED 629 total
includes taxes & fees
30 Mar - 31 Mar
The Brooks Motel: Exceptional Suite
Modern Copake Falls Getaway
Exterior

Modern Copake Falls Getaway

9.6 out of 10, Exceptional, (31)
"Cozy modern apartment with great views. Very close to Catamount and a short drive to Great Barrington. Michael was a great host."
Modern Copake Falls Getaway
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Property grounds

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

9.2 out of 10, Wonderful, (39)
"We loved the brilliant use of space and all the amenities in this cozy hideaway. My husband, who owns a Professional Organization business, was very pleased and impressed by the clever use of various storage options. The walkways were attractively and effectively lit up for evening strolls and dog walking. All instructions were clearly communicated and our stay was lovely"
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Charming apartment 7 minute walk to downtown
Property grounds

Charming apartment 7 minute walk to downtown

10.0 out of 10, Exceptional, (10)
"We had an amazing stay. The property was very clean and welcoming. Personal touches made us feel at home. A great location close to walking path and downtown. Would highly recommend! "
The price is AED 544
AED 978 total
includes taxes & fees
5 Apr - 6 Apr
Charming apartment 7 minute walk to downtown
Brooks Motel: Perfect Suite, Seasonal Waterviews
Property grounds

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is AED 467
AED 577 total
includes taxes & fees
31 Mar - 1 Apr
Brooks Motel: Perfect Suite, Seasonal Waterviews
Sweet 2-bedroom apartment on horse farm in Hillsdale with WiFi and AC
Interior

Sweet 2-bedroom apartment on horse farm in Hillsdale with WiFi and AC

Sweet 2-bedroom apartment on horse farm in Hillsdale with WiFi and AC
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

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (15)
"We had a great time and enjoy staying here so much!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Lakeside Retreat Just You, The Lake & The View!
Exterior

Lakeside Retreat Just You, The Lake & The View!

9.8 out of 10, Exceptional, (69)
"We had a lovely stay. Views are amazing. Property owner was very responsive and helpful. Would love to go back in the fall."
Lakeside Retreat Just You, The Lake & The View!
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (33)
"Great place. Really enjoyed staying there"
The Goshen Glass Chalet
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: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 12 mi/19.3 km from the heart of Canaan. Includes free WiFi, separate dining areas, and Smart TVs. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 19.7 mi/31.7 km away in Lee. Private patios and fireplaces are included. Litchfield Hills Hideaway: It’s situated in Litchfield, 20.9 mi/33.6 km away. Includes private patios. The Studio mini home away from home in the Berkshires: 19.7 mi/31.7 km away in Lee. Amenities include private patios. The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: It’s located in Winsted, 13.7 mi/22.1 km from Canaan. Includes free WiFi, private patios, and private yards.
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.