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Compare 32 Apartments in East Canaan with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
9.4 out of 10, Exceptional, (3)
"Spacious roomy 2 bedroom in an amazing location walkable to downtown Great Barrington. Roomy kitchen. Highly recommended "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
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
Cozy Tiny Haus 1 Bedroom Apt
8.0 out of 10, Very Good, (1)
"Property was clean and well-cared for. Check-in was easy and went well. Steep stairs to get to unit were a challenge for this "old" man. Might be fine for the young or "young-at-heart". If you want to have coffee, bring your own as only available coffeemaker was a French Press. AC unit in living room area not sufficient to cool bedroom area, even on high with available standing fan."
The price is AED 422
AED 962 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Tiny Haus 1 Bedroom Apt
Gateway to the Berkshires - Renovated downtown apartment
10.0 out of 10, Exceptional, (6)
"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
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
9.2 out of 10, Wonderful, (37)
"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.
Garfield House Studio at 208
9.8 out of 10, Exceptional, (24)
"A great location for a number of cultural experiences in the Berkshires, and walking distance to the shops and restaurants of the town of Lee. The studio is small, but the murphy bed is incredibly comfortable so it has all the benefits of a hotel room, with the addition of a kitchen and a porch from which to watch the world of Lee go by."
Garfield House Studio at 208
RIVERSIDE HOMESTEAD on the Farmington River
2.0 star property
9.6 out of 10, Exceptional, (8)
"Very Clean, Peaceful, Hosts Extremely Polite, only thing place needs is a TV, Clock, and a working coffee pot lol"
The price is AED 312
AED 623 total
includes taxes & fees
25 Sep - 26 Sep
RIVERSIDE HOMESTEAD on the Farmington River
Litchfield Hills Hideaway
10.0 out of 10, Exceptional, (51)
"The place was clean and very cozy. It had all the amenities it listed, the owners were very pleasant. I recommend this place to anyone looking for rest and relaxation."
The price is AED 551
AED 948 total
includes taxes & fees
29 Sep - 30 Sep
Litchfield Hills Hideaway
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
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
9.6 out of 10, Exceptional, (8)
"We had a great time at Highland Lake. The apartment was so comfortable, and larger than I would have thought from the description. It was convenient to town - the teens loved access to DQ, pizza shops, etc just a few minutes away. There were kayaks and a paddleboat we could borrow, which I somehow missed in the description - nice pluses! The lake access from the dock was perfect. We brought stand-up paddleboards, and had an easy time launching them and exploring the lake. In the apartment,...
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Dugway Hideaway Walking Distance to Lime Rock Park
9.0 out of 10, Wonderful, (7)
"My husband and I stayed here during Lime Rock Parks Memorial Day weekend. It was perfect. Lovely location, great communication and easy check in. Bedding and towels were clean and soft. Kitchen had all you needed for basic meals. Nice Keurig coffee maker and pods:) Folks were friendly and we loved Avery the pooch. Did I mention the wild turkey’s? We recommend Dugway!"
The price is AED 735
AED 1,153 total
includes taxes & fees
30 Sep - 1 Oct
Dugway Hideaway Walking Distance to Lime Rock Park
Cozy Modern Farm Haus 2 Bedroom Apartment
10.0 out of 10, Exceptional, (2)
"Jonathan is a super host, the apartment is as described. Easy access and in a quiet area. Thanks so much!"
Cozy Modern Farm Haus 2 Bedroom Apartment
Modern Copake Falls Getaway
9.8 out of 10, Exceptional, (26)
"This was the perfect spot for a little getaway. The apartment was exactly as described in the listing and so tastefully decorated. And the location was so peaceful and beautiful. The view from the apartment was breathtaking, with a beautiful sweeping grassy hill and lovely pond to walk around. The checkin was super easy and the host communicated with me well."
Modern Copake Falls Getaway
Garfield Gallery 2 BR in the Annex
9.2 out of 10, Wonderful, (31)
"Check in was easy, beds are comfortable. I’m a big and tall guy, so only qualm I had was the small toilet, and low shower head. Aside from those, great stay!"
Garfield Gallery 2 BR in the Annex
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
10.0 out of 10, Exceptional, (3)
"Beautiful, clean simple place. Convenient to Great Barrington and all the wonderfulness of the Berkshires. We would happily return"
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Charming apartment 7 minute walk to downtown
10.0 out of 10, Exceptional, (6)
"we were in town for the fair. the house is extremely clean and in a nice quiet area. couldnt of asked for more"
The price is AED 544
AED 932 total
includes taxes & fees
29 Sep - 30 Sep
Charming apartment 7 minute walk to downtown
Cozy retreat in beautiful country setting
10.0 out of 10, Exceptional, (9)
"We enjoyed this beautiful, quiet and well equipped home in Lee. This place is great!"
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
The Brooks Motel: Exceptional Suite
6.0 out of 10, (3)
"Location was good for what we wanted. The people involved responded quickly. The bed was very comfortable. Reasonably clean, the coffee pot had leftover coffee in it and a dirty spoon on the counter. The biggest issue was the musty odor."
The price is AED 584
AED 704 total
includes taxes & fees
23 Sep - 24 Sep
The Brooks Motel: Exceptional Suite
Brooks Motel: Perfect Suite, Seasonal Waterviews
The price is AED 529
AED 679 total
includes taxes & fees
23 Sep - 24 Sep
Brooks Motel: Perfect Suite, Seasonal Waterviews
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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 East Canaan

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
9.6 out of 10, Exceptional, (205)
"My stay was shorter than I had planned but the few days I was here was so relaxing. First of all, the bed is so comfortable, I slept like a baby. Very quiet area. Nice to walk around with my dogs and explore. The cottage was nicely outfitted with any needs you might have. Beautiful time of year to stay here! I cannot wait to go back. I also want to say I appreciate that they allowed my two dogs. My dogs are very well behaved, and I travel with them quite often. Not all places allow this, so I...
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (26)
"Impeccably clean, wonderful owner, kitchen with everything, strong WiFi, luxurious master bath. "
The price is AED 871
AED 1,850 total
includes taxes & fees
6 Oct - 7 Oct
Cheerful 3-bedroom cottage with woodstove
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.8 out of 10, Exceptional, (36)
"Communication with property manager was seamless, and above any previous interactions I have ever had. Great place. Well maintained. Clean. Stocked with basic kitchenware and cleaning material. Great Wifi. Tennis Court was such a nice bonus. Would 100% (and will likely) stay here again!"
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
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 East Canaan?
There might not be many choices within the heart of East Canaan, but Expedia can help you locate lodging accommodations within the larger area similar to apartments. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. You can even filter by similar property types like vacation homes, condos, or guest houses.
Are you thinking about an apartment for your stay?
Often offering more space than a traditional hotel room, an apartment comes equipped with a kitchen, so you can cook some of your meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment for my stay in East Canaan?
Here are some of the top apartments in the area to choose from: Garfield House Studio at 208: Situated in Lee, 20.8 mi/33.5 km from the heart of East Canaan. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Located 12.3 mi/19.8 km away in Winsted. Free WiFi, fireplaces, and Smart TVs are included. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: It’s situated in Lee, 20.8 mi/33.4 km away. Includes private patios and fireplaces. Litchfield Hills Hideaway: 19.4 mi/31.2 km away in Litchfield. Amenities include private patios. Cozy Tiny Haus 1 Bedroom Apt: It’s situated in Torrington, 17.4 mi/28 km from East Canaan.
What can I expect from the weather when I travel to East Canaan?
Though weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in East 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. Average annual precipitation for East Canaan is 50 inches.
What are the must-see places to visit in East Canaan?
While exploring the area, visit family-friendly sights like Harney and Sons Tea Tasting Room, or get outside and enjoy nature at Mount Frissell. Land of Nod Vineyard and Winery 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 East Canaan?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 28.8 mi (46.3 km) from the heart of the city. Otherwise, you can search for flights to Hudson, NY (HCC-Columbia County), which is 29.5 mi (47.6 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.