Photo by Robin/Loving Life

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Compare 71 Apartments in Canaan with updated reviews, rates, and availability.

Gateway to the Berkshires - Renovated downtown apartment
Gateway to the Berkshires - Renovated downtown apartment
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
Mountain living, Hot Tub, 1 bedroom apartment
9.8 out of 10, Exceptional, (7)
"Very clean, quite it has plenty of canned goods, spices and coffee if you do forget to bring your own coffee its supply with kitchen needs parking is perfect I recommend it and definitely will rent it again if I can I would give it a 10 star."
Mountain living, Hot Tub, 1 bedroom apartment
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All comforts of home
9.6 out of 10, Exceptional, (34)
"This is a very eclectic property - not for everyone but we loved it! Limited space but well designed so it had everything. Bed was very comfortable and sheets were wonderful. Some people may have trouble with the footing because of rocks. Gorgeous flowers and gardens."
The price is SAR 409
SAR 517 total
includes taxes & fees
2 Jum. II - 3 Jum. II
All comforts of home
Apartment in Gorgeous Stonybrook Farm
9.6 out of 10, Exceptional, (38)
"The location of this property is wonderful - far enough away from the hustle and bustle yet close enough to get to any neighboring towns and main thoroughfares easily. I felt comfortable in the space and looked forward to returning at the end of each day. The property itself is beautiful and well cared for. The staff who oversees the property was welcoming, friendly and attentive and responded immediately to any questions or needs. I would definitely stay here again."
Apartment in Gorgeous Stonybrook Farm
Private hot tub + Modern Cottage
10.0 out of 10, Exceptional, (1)
"A perfect spot for a weekend trip! This cottage exceeded expectations. It is beautifully redone with very thoughtful touches, a huge kitchen, and a rain shower on par with a 5 star hotel. Mike made the entire process seamless. I would happily return! Thank you!"
Private hot tub + Modern Cottage
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
10.0 out of 10, Exceptional, (3)
"This 1BR condo within the hotel couldn't have been better. Steps to the lift, easy to get in and out of, available parking, etc. The room itself was spacious, clean, easily accessible, and fit our needs to a tee."
WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
9.6 out of 10, Exceptional, (28)
"The location of the property was ideal for our ski trip. The property was as listed. The check in and check out process was easy and the owner was quick to respond to any questions."
Deluxe Redone Country Inn Suite at Jiminy-Sleeps 4 - Ski On/Off at Mountain Base
48 Main Street, Lenox MA - 48 Main Street, Lenox, MA
10.0 out of 10, Exceptional, (4)
"Fabulous house and location! Pictures show its true beauty! Would stay again for sure!"
48 Main Street, Lenox MA - 48 Main Street, Lenox, MA
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
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
Charming Apartment In Berkshire Victorian Home
6.0 out of 10, (3)
"We love Tanglewood and wanted to stay for the James Taylor concert over the 4th. this was a terrific place for us and another couple. Lots of room! we enjoyed playing cards and eating out on the deck. the awning came in handy when it started to sprinkle. it is a quiet neighborhood and only 15 minutes to Tanglewood. We cooked all of our meals and the kitchen was spacious and ideal. The house is on the older side but we found it charming. The ACs worked well to keep us cool."
Charming Apartment In Berkshire Victorian Home
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
10.0 out of 10, Exceptional, (4)
"Condo was conveniently located at the base of the mountain. Had everything you would need for a quick weekend getaway. Owner was available for any questions."
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
51 Church Street, Lenox MA - One Bedroom Unit
10.0 out of 10, Exceptional, (18)
"Lovely layout, comfortable and right in the heart of Lenox so you can walk to all the great restaurants. Property manager made it easy—and he was very responsive. We picked Lenox as our jumping off point for the Berkshires and it worked out as planned."
51 Church Street, Lenox MA - One Bedroom Unit
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
Loft near Hancock Shaker Village, Birch
The price is SAR 405
SAR 731 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Loft near Hancock Shaker Village, Birch
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
5 Bed / 3 bath Apt Near Jiminy Peak Berkshires
Garfield Gallery 2 BR in the Annex
9.0 out of 10, Wonderful, (29)
"Nice spot for one or two people. Part of an office complex but comfortable. I didn't have any issues with the shared bathroom as I was off all day. Nice location. Everything in town is walkable from here."
Garfield Gallery 2 BR in the Annex
2 Bed Berkshire Getaway @ Stephentown Hotel
10.0 out of 10, Exceptional, (2)
"This place is amazing! It is so clean and updated with lots of amenities! Lots of arcade games in the apartment thatthe whole family enjoyed! It's a quick trip to jimney peak to ski it's just down the road. Great restaurants nearby. Definitely recommend this place."
The price is SAR 511
SAR 1,024 total
includes taxes & fees
20 Jum. II - 21 Jum. II
2 Bed Berkshire Getaway @ Stephentown Hotel
Lake house with wrap around porch&beautiful view, minutes from the NYS Capitol!
10.0 out of 10, Exceptional, (3)
"The rooms were clean and the property was beautiful. It was the most amazing experience and sights to see. The property owners reply fast and were very kind. Thank you for letting us stay in your amazing home !!"
Lake house with wrap around porch&beautiful view, minutes from the NYS Capitol!
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

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (858)
"Staff were so attentive, even at the late hour we checked in (10pm) the place had everything you need. Amazing views and amenities. Loved it"
The price is SAR 596
SAR 654 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Jiminy Peak Mountain Resort
Micosta Leisure Inn
3.0 star property
9.0 out of 10, Wonderful, (72)
"Expedia said they have a Sunday buffet, but they didn't."
The price is SAR 470
SAR 528 total
includes taxes & fees
2 Jum. II - 3 Jum. II
Micosta Leisure Inn
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
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?
You’ll find 19 hotels and other accommodations in Canaan. Though there aren’t many apartments, we can help you search for accommodations that are similar. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like condos, vacation homes, or cottages.
Why consider an apartment versus a traditional hotel?
Often more spacious 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 but also for couples looking for something with a more local feel.
What will the weather be like during my trip to Canaan?
Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Canaan. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 27°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 in Canaan?
While exploring the area, visit family-friendly sights like Bousquet Ski Area, or get outside and enjoy nature at Queechy Lake. Other places in town to visit include Hollow FIelds Reserve and Hand Hollow State Forest.
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 8 mi (12.9 km) away from the heart of the city. You can also search for flights into Hudson, NY (HCC-Columbia County), which is 15.8 mi (25.4 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.

Recent reviews of Canaan hotels
Expedia verified reviews