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Compare 36 Apartments in Canaan with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Living area

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.6 out of 10, Exceptional, (8)
"Super cute, cozy and excellent location. Loved our stay. Will be back!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Dugway Hideaway Walking Distance to Lime Rock Park

Dugway Hideaway Walking Distance to Lime Rock Park

9.0 out of 10, Wonderful, (9)
"Great location and super easy to navigate!"
The price is AED 735
AED 1,146 total
includes taxes & fees
23 Nov - 24 Nov
Dugway Hideaway Walking Distance to Lime Rock Park
The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite

10.0 out of 10, Exceptional, (2)
"The motel was well equipped, clean, and comfortable. It was especially suited for my travel with my dog."
The price is AED 584
AED 708 total
includes taxes & fees
23 Nov - 24 Nov
The Brooks Motel: Exceptional Suite
RIVERSIDE HOMESTEAD on the Farmington River
Room

RIVERSIDE HOMESTEAD on the Farmington River

2.0 star property
9.6 out of 10, Exceptional, (10)
"clean,quiet, and peaceful.slept well. coffee was great.Thank you so much . "
The price is AED 312
AED 686 total
includes taxes & fees
1 Dec - 2 Dec
RIVERSIDE HOMESTEAD on the Farmington River
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Room

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
Exterior

Garfield House Studio at 208

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
Garfield House Studio at 208
Litchfield Hills Hideaway
Living area

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (54)
"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 951 total
includes taxes & fees
27 Nov - 28 Nov
Litchfield Hills Hideaway
Baldwin Hill Retreat Guest House
Living area

Baldwin Hill Retreat Guest House

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property and neighborhood were gorgeous! Walkable roads with low speed limits and a nearby park were major bonuses. Plenty of food options nearby, and downtown Great Barrington is only a short drive away. The house was super clean, gorgeously furnished, and very cozy. The beds and linens were very good quality and I had an incredibly restful stay. I will certainly be renting this spot for my next trip to the area! "
Baldwin Hill Retreat Guest House
Gateway to the Berkshires - Renovated downtown apartment
Room

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
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Exterior

Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails

2.0 star property
10.0 out of 10, Exceptional, (1)
"This location was perfect for hiking the AT. The trail is only a few feet from the front door. The backyard is very nice, and they had chairs and tables to sit out. The apartment was a nice size for two people. There was no tv, so we used our computer. The kitchen was great to have since we didn't plan on eating out every night. There are plenty of restaurants in the area. The hosts were great and very responsive. The fall colors made the trip extra special."
Remodeled Unit #1, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Exterior

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

9.4 out of 10, Exceptional, (59)
"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
Apartment in Gorgeous Stonybrook Farm

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
House and waterfront yard with dock

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

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
Modern Copake Falls Getaway
Interior

Modern Copake Falls Getaway

9.8 out of 10, Exceptional, (27)
"Unbeatable accommodations, especially for the price. Would stay again, gorgeous sunrise and sunset, very peaceful. Wish I could live there part time!"
Modern Copake Falls Getaway
Upstairs on Main
Exterior

Upstairs on Main

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!"
Upstairs on Main
Remodeled Unit #2, 7 min to Great Barrington, 12 min to Ski Resorts & Trails
Room

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
Entrance to living room.

Charming apartment 7 minute walk to downtown

10.0 out of 10, Exceptional, (8)
"Lovely very comfortable and up to date apartment! Highly recommend -hosts very responsive and helpful! "
The price is AED 573
AED 977 total
includes taxes & fees
24 Nov - 25 Nov
Charming apartment 7 minute walk to downtown
Cozy retreat in beautiful country setting
Recent beautiful sunset

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
Exterior

Adorable secret hideaway

10.0 out of 10, Exceptional, (4)
"For anyone looking for a very lovely, comfortable, quiet place to stay, this property will not disappoint. The space is clean, well-supplied with all you could want and the location is beautiful: fields, hawks, deer, great blue herons, and lovely views. I wish I had another reason to go back."
Adorable secret hideaway
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
Exterior

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
Peace and quiet on the lake
Exterior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (198)
"Great trip to Berkshires! Had so much fun. Great property and our dog loved the backyard. We were so happy it was fenced. "
Peace and quiet on the lake
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Welcome to The Freeman Berkshires

The Freeman - Newly Renovated 14K SF Estate on 40 Acres

10.0 out of 10, Exceptional, (31)
"We loved the Freeman estate for our wedding!! Daniel and Anna were super helpful and the property was amazing! The house had so many amenities it was beyond our expectations. Our guests were astounded by the home and the surrounding property, would HIGHLY recommend to anyone and everyone. "
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
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: Situated in Lee, 19.7 mi/31.7 km from the heart of Canaan. Includes private patios and fireplaces. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Located 14 mi/22.6 km away in Winsted. Free WiFi, fireplaces, and Smart TVs are included. Modern Copake Falls Getaway: It’s situated in Copake Falls, 13.3 mi/21.5 km away. Includes private patios and fireplaces. Garfield House Studio at 208: 19.7 mi/31.7 km away in Lee. Amenities include private patios. Litchfield Hills Hideaway: It’s located in Litchfield, 20.9 mi/33.6 km from Canaan. Includes private patios.
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. While here, Edith Scoville Memorial Sanctuary 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.