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Browse Select Canann Village Historic District Apartments

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

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

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location! The apartment was brand new. Well decorated and clean. "
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

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 CA $201
CA $246 total
includes taxes & fees
Jan 12 - Jan 13, 2025
The Brooks Motel: Exceptional Suite

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.

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

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

Dugway Hideaway Walking Distance to Lime Rock Park

9.0 out of 10, Wonderful, (10)
"Enjoyed another cozy stay at this property!"
The price is CA $287
CA $459 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Dugway Hideaway Walking Distance to Lime Rock Park

Modern Copake Falls Getaway

9.8 out of 10, Exceptional, (28)
"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

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

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

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 CA $201
CA $246 total
includes taxes & fees
Jan 1 - Jan 2, 2025
The Brooks Motel: Exceptional Suite

Brooks Motel: Perfect Suite, Seasonal Waterviews

The price is CA $182
CA $237 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Brooks Motel: Perfect Suite, Seasonal Waterviews

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

Lakefront Cottage in the Berkshires

Lakefront Cottage in the Berkshires

Eastbungalow

Eastbungalow

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

Berkshire apartment on Green River; in ground pool; walking trail - pet friendly

Berkshire apartment on Green River; in ground pool; walking trail - pet friendly

1 bedroom in a factory converted loft, with fitness room, WiFi in Torrington

1 bedroom in a factory converted loft, with fitness room, WiFi in Torrington
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 Canann Village Historic District

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (83)
"I'd describe the house as elegantly eclectic. The owner is clearly a collector of interesting items which they arrange in a way that enhance (rather than potentially clutter) the interior. The kitchen and living spaces are open and easy to mingle around. The four bedrooms and three bathrooms easily and comfortably accommodated two couples and two singles. Our stay could not have been better! "
Antique Farmhouse Totally Restored

Private Estate, Heated Yearround Outdoor Pool

10.0 out of 10, Exceptional, (14)
"Beautiful property, well-appointed, and comfortable for extended family of 12."
Private Estate, Heated Yearround Outdoor Pool

Berkshires Cabin 2 Mi to Appalachian Trail!

9.6 out of 10, Exceptional, (10)
"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."
Berkshires Cabin 2 Mi to Appalachian Trail!
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 Canann Village Historic District?
There are 5 hotels and other accommodations in Canaan, though not as many apartments. We can help you find accommodations with similar amenities.
Why consider apartments instead of traditional hotels?
Often more spacious than a traditional hotel room, an apartment comes 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 something in a quieter part of town.
What's the best apartment I should consider for a stay in Canann Village Historic District?
Listed below are some of the more popular apartments in the area to choose from: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 11.7 mi/18.8 km from the heart of Canann Village Historic District. Includes free WiFi, separate dining areas, and Smart TVs. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: Located 15 mi/24.1 km away in Winsted. Free WiFi, fireplaces, and Smart TVs are included. Apartment in Gorgeous Stonybrook Farm: 12.5 mi/20 km away in Great Barrington. Free WiFi, private balconies, and sofa beds are included. The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock: Located in Winsted, 14.6 mi/23.6 km from Canann Village Historic District. Includes free WiFi, private patios, and private yards. Access to a fitness center is available on site.
What can I expect from the weather during my trip to Canann Village Historic District?
Though weather is just one factor, it can really affect your travel plans, especially if you’re planning an extended stay in Canann Village Historic District. 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 Canann Village Historic District are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What should I see in Canann Village Historic District?
Explore the area and family-friendly sights such as Harney and Sons Tea Tasting Room, or get out into nature at a spot like Mount Riga State Park. While here, Douglas Library and C H Pease Museum are other places worth a visit.
What's the best way to get to and around Canann Village Historic District?
Knowing a bit about the transportation options can save you time when you get to your destination. Fly into Hudson, NY (HCC-Columbia County), which is located 26.9 mi (43.3 km) away from the city center. Otherwise, you can search for flights to Pittsfield, MA (PSF-Pittsfield Municipal), which is 27.5 mi (44.2 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.