Search Cottages in Canann Village Historic District

    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
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 61 Cottages in Canann Village Historic District with updated reviews, rates, and availability.

Peaceful Goshen Cottage w/ Screened Porch & Views!
9.0 out of 10, Wonderful, (29)
"Enjoyed our stay very much. The accommodations suited our needs. Appreciated the cleanliness of the property and the ease of checking in/out."
Peaceful Goshen Cottage w/ Screened Porch & Views!
Private Island - Largest Fresh Water Reservoir in Mass....
9.0 out of 10, Wonderful, (7)
"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....
Private Island - Largest Fresh Water Reservoir in Mass....
Idillic summer getaway in Litchfield Hills, CT.
10.0 out of 10, Exceptional, (13)
"The place was as described and very comfortable. We enjoyed our stay!"
Idillic summer getaway in Litchfield Hills, CT.
Quiet rustic cottage with shared lake access
10.0 out of 10, Exceptional, (102)
"This delightful cottage is exceptional in every regard - comfort, cleanliness, and location! And the hosts, Lindsey and Steven, are by far the best hosts in the Berkshires! "
Quiet rustic cottage with shared lake access
East Otis Vacation Rental w/ Private Deck & BBQ!
9.6 out of 10, Exceptional, (7)
"Wally and Donna were very hospitable! We loved this cottage and its location to everything we wanted to do. The neighborhood was tranquil and beautiful. Such a great place!"
East Otis Vacation Rental w/ Private Deck & BBQ!
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
9.0 out of 10, Wonderful, (37)
"My husband, dog and I enjoyed a long weekend here to celebrate our 8th wedding anniversary- the property was beautiful and quaint! Perfect for exploring on walks, or nearby to the Norman Rockwell museum. Would stay here again."
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Stylish Pine Plains Home Near Parks & Hiking!
3.0 star property
Stylish Pine Plains Home Near Parks & Hiking!
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
3.0 star property
West Cornwall Cabin ~ 4 Mi to Covered Bridge!
Perfect Vacation Get Away - Historical New Marlborough
9.4 out of 10, Exceptional, (54)
"It was a pleasure to find this gem of a cabin available for a night so we could attend a concert at Tanglewood, despite living out of state. The location was lovely, convenient and quiet; the cabin was impeccably appointed (thanks for the fresh flowers in every room and bottle of Riesling!) and very clean with every possible amenity; and the hosts were communicative, friendly and helpful. Overall, this was an idyllic mix of quaint/cute/unique and function/comfort/ease. I will absolutely seek out...
Perfect Vacation Get Away - Historical New Marlborough
The Blue Elm - A Historic Berkshire Cottage
10.0 out of 10, Exceptional, (6)
"This cottage was both architecturally interesting and exceptionally well maintained, unlike most of VBRO rental properties. The screened-in porch, king-sided bed, and master bathroom were incredibly comfortable. The host was very personable and helpful. The location was quiet, yet convenient to towns and sites in the Berkshire mountains. Highly recommended as an exceptional property. "
The price is SAR 751
SAR 1,561 total
includes taxes & fees
2 Dec - 3 Dec
The Blue Elm - A Historic Berkshire Cottage
Cozy cottage with kettle pond lake 2 minutes away. FYI - No air conditioning!
9.0 out of 10, Wonderful, (2)
"This is a lovely property in a perfect, serene location. Highly recommend!"
Cozy cottage with kettle pond lake 2 minutes away. FYI - No air conditioning!
Two Bedroom Cottage Close To Town
9.4 out of 10, Exceptional, (19)
"We enjoyed three nights at the cottage. It's beautifully decorated, comfortable, warm and welcoming - a perfect home base for nearby hikes and exploring the area. The large yard was perfect for playing soccer with our child. Renters note: we also had a fabulous meal at nearby restaurant Fern. "
Two Bedroom Cottage Close To Town
Fun Getaway Lakehouse in the Hudson Valley
10.0 out of 10, Exceptional, (13)
"Nicely done lake house. Clean and spacious. Fire pit was a nice addition. Great communication with the host. The location was perfect for our needs. "
Fun Getaway Lakehouse in the Hudson Valley
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
10.0 out of 10, Exceptional, (3)
"Nestled among luxe lakefront properties, this tidy cabin was perfectly suited to relaxing in kayaks and family dinners. Near Great Barrington and lovely hikes. Exceeded all expectations for a last minute getaway."
Monterey Haven < 1/2 Mi to Lake Garfield w/ Kayaks
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
10.0 out of 10, Exceptional, (5)
"Very clean, cute house right on the lake. We enjoyed our time there. "
Cozy Hudson Valley Lake Cottage :Kayaks Included, great swimming, near Hudson!
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
3.0 star property
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, (18)
"The cabin was simple, clean, and cozy. A great place to slow down, and enjoy a simpler lifestyle with a beautiful view of the lake. We hope to return during the summer when we can enjoy the lake fully. "
Lakefront Tranquility/Fishermans Delight
Modern Cozy Cottage on 5-acre woods. Pet friendly. 20 min to Hudson
10.0 out of 10, Exceptional, (2)
"My family of four stayed at this house for a wedding in the area. The house was more than we expected. Very comfortable, good feel, and just an overall good experience."
Modern Cozy Cottage on 5-acre woods. Pet friendly. 20 min to Hudson
A Charming Cottage - Secluded in Nature and Relaxing
10.0 out of 10, Exceptional, (3)
"The rental was nice. It was convenient for viewing the fall foliage and just enjoying the countryside. "
A Charming Cottage - Secluded in Nature and Relaxing
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 Canann Village Historic District
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Canann Village Historic District

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
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
9.8 out of 10, Exceptional, (37)
"Beautiful property located in the woods with plenty of privacy. 3 floors with a lot of elbow room and a tennis court also! Very good communication with the owners with easy check in/check out instructions. "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Berkshires Cabin 2 Mi to Appalachian Trail!
9.8 out of 10, Exceptional, (9)
"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "
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

Why book your cottage in Canann Village Historic District with Expedia?
Expedia has some terrific cottages in Canann Village Historic District, so start planning for a memorable vacation close to nature. If you need to stick to a budget, choose how much you’re willing to spend and the star rating of your property. Or, make your way to the filters to search for cottages with free WiFi or a pool. We’ll help you find the right fit whatever your getaway looks like.
How can I find cheap cottages in Canann Village Historic District?
With Expedia’s useful filter tool, comparing cheap cottages in Canann Village Historic District couldn’t be easier. To view accommodations that are friendly on the wallet, refine your search by budget, star rating and amenities.