Search Apartments in East Canaan

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
21 Rab. I - 23 Rab. I
In two weeks
28 Rab. I - 30 Rab. I
In one month
11 Rab. II - 13 Rab. II
In two months
9 Jum. I - 11 Jum. I

Compare 37 Apartments in East 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, (14)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
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
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
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
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
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 SAR 563
SAR 960 total
includes taxes & fees
17 Mar - 18 Mar
Litchfield Hills Hideaway
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
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
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
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."
Cozy Tree Haus 1 Bedroom Apt
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
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 SAR 525
SAR 642 total
includes taxes & fees
13 Mar - 14 Mar
The Brooks Motel: Exceptional Suite
Brooks Motel: Perfect Suite, Seasonal Waterviews
Property grounds

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is SAR 476
SAR 608 total
includes taxes & fees
22 Mar - 23 Mar
Brooks Motel: Perfect Suite, Seasonal Waterviews
RIVERSIDE HOMESTEAD on the Farmington River
Fridge, microwave, stovetop, coffee/tea maker

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
Dugway Hideaway Walking Distance to Lime Rock Park
Golf

Dugway Hideaway Walking Distance to Lime Rock Park

9.2 out of 10, Wonderful, (11)
"My partner and I stayed here overnight for a nearby wedding in Salisbury. The property was easy to find and conveniently located near main roads for the area. The hosts are very receptive to questions and general communications as well!"
Dugway Hideaway Walking Distance to Lime Rock Park
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 SAR 591
SAR 1,282 total
includes taxes & fees
26 Mar - 27 Mar
Cozy Modern Farm Haus 2 Bedroom Apartment
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
Baldwin Hill Retreat Guest House
Fridge, microwave, oven, stovetop

Baldwin Hill Retreat Guest House

2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautiful, freshly renovated place. Host was super responsive and generous (helped us enormously when we had to reschedule). Very comfortable beds! Location was great, quiet and surrounded by trees yet just 5 minutes from the skiing area. Highly recommended!"
Baldwin Hill Retreat Guest House
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Miscellaneous

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
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.
Don't see what you're looking for?
See all available properties in East Canaan
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in East Canaan

Peace and quiet on the lake
Interior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (210)
"This was a cozy tucked away location that seemed far away from everything which was exactly what we wanted. The host was extremely communicative before and during the stay. The house had fresh linens and towels as well as basic cleaning supplies. It was cozy for a wintery weekend in. We enjoyed snowshoeing on the frozen lake! Pet-friendly was a huge plus! "
Peace and quiet on the lake
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, (14)
"Great location. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Interior

The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

10.0 out of 10, Exceptional, (45)
"We had an amazing long ski weekend at the Great Escape Ski Cottage. The listing is very accurate. Great communication with Shay. The house was immaculate upon arrival. The layout of the house was perfect for our family (6 adults and 4 children aged 4-9). One beautiful Master Bedroom on the first floor. Two of the other equally beautiful bedrooms are on the second floor. The linens were hotel quality! The "Kid's Quarters" was located off of the kitchen/laundry room. A playroom with multiple games...
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
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: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 13.5 mi/21.8 km from the heart of East Canaan. Includes free WiFi, separate dining areas, and Smart TVs. The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Located 12 mi/19.3 km away in Winsted. Free WiFi, private patios, and private yards 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. 1500 sqft private entrance with beautiful views of the Berkshire Mountains: It’s located in Lee, 19.9 mi/32 km from East Canaan. Includes free WiFi, private patios, and Smart TVs.
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. The snowiest months in East Canaan are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
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 Beckley Furnace Industrial Park. Land of Nod Vineyard and Winery and Haystack Mountain State Park 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.