Canann Village Historic District Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Canann Village Historic District

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (32)
"Perfect place for what we needed. Loved the location."
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Guesthouse Cabin vacation rentals in Berkshire County

10.0 out of 10, Exceptional, (9)
"Really enjoyed the cabin. The pictures don’t do the view justice as it’s an amazing vista overlooking the Berkshires. "
The price is ¥54,915
¥102,566 total
includes taxes & fees
Sep 28 - Sep 29
Guesthouse Cabin vacation rentals in Berkshire County

A Grand property in Historic Stockbridge

10.0 out of 10, Exceptional, (102)
"The Taggart House was a wonderful place to gather with friends and family to celebrate my birthday. The house is beautiful; the rooms are large; kitchen is great; bugs kept us from hanging out in the backyard but the conservatory was light and bright and a perfect spot for cocktails. We loved the proximity to the town of Stockbridge and we would walk back and forth a couple times a day. We had a couple of small issues, and Caitlin was very responsive in answering my questions/concerns. All in...
A Grand property in Historic Stockbridge

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (10)
"Everything was great...and beautiful!"
The price is ¥29,764
¥61,341 total
includes taxes & fees
Oct 7 - Oct 8
The Blue Elm - A Historic Berkshire Cottage

Whispering Estate Guest House - A Romantic Countryside Getaway

10.0 out of 10, Exceptional, (3)
"Beautiful property and great location. A true retreat. "
The price is ¥119,056
¥180,593 total
includes taxes & fees
Oct 5 - Oct 6
Whispering Estate Guest House - A Romantic Countryside Getaway

Summer Lake Cottage, private beach, Berkshire Hills, small village

9.4 out of 10, Exceptional, (82)
"The house has rustic charm and sits right on the lake. It is a beautiful peaceful spot. "
Summer Lake Cottage, private beach, Berkshire Hills, small village

Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

10.0 out of 10, Exceptional, (55)
"We loved Manor Lane! It had every amenity you could ask for. The house is fun and charming and there are thoughtful touches everywhere you look! We had fun watching movies in the living room, playing games in the lounge, cooking family meals in the spectacular kitchen and playing tennis in the sunshine. A perfect 10!"
Premiere Berkshire Country Estate w/ Private Pool & Tennis Court - 5 mins to GB!

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

10.0 out of 10, Exceptional, (27)
"Spacious, welcoming, so well stocked, we felt lucky to find the property."
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

9.8 out of 10, Exceptional, (20)
"We had a wonderful time, the property is lovely and the house is delightful."
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Antique Farmhouse Totally Restored

10.0 out of 10, Exceptional, (91)
"Enjoyed the property, location and charming house that was well stocked with everything we needed."
Antique Farmhouse Totally Restored

Private Island - Largest Fresh Water Reservoir in Mass

8.8 out of 10, Excellent, (8)
"We had a great time. The owner Bill was a great host."
Private Island - Largest Fresh Water Reservoir in Mass

The Race Mountain House

2.0 star property
9.2 out of 10, Wonderful, (5)
"I spent my 60th birthday with a few friends at Mountain House and it was even better than I dreamed. The comfort and simplicity of the decor along with the mountain views. A must for those who like simple elegance."
The Race Mountain House

The Meadows House @ Otis Ridge w/ 7-person hot tub

9.6 out of 10, Exceptional, (37)
"We had a lovely time. Peaceful and cozy house, great private hot tub"
The Meadows House @ Otis Ridge w/ 7-person hot tub

Beautiful retreat in a lake community to the enjoy the summer season.

10.0 out of 10, Exceptional, (42)
"very relaxing"
Beautiful retreat in a lake community to the enjoy the summer season.

Family House On Highland Lake with Dock

10.0 out of 10, Exceptional, (28)
"Awesome location, plenty of space in the house, clean, and the host was very responsive. Will definitely stay here again when in Connecticut. "
Family House On Highland Lake with Dock

Bluebird Valley Farmhouse

10.0 out of 10, Exceptional, (69)
"We stayed at the property while attending a family wedding. The house and yard were perfect. The best Vrbo we’ve ever stayed at. Would stay there again!"
Bluebird Valley Farmhouse

Lakefront Bungalow

9.8 out of 10, Exceptional, (11)
"Nice location on water, clean, kitchen had all our needs--would stay there again."
Lakefront Bungalow

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (40)
"The home was beautiful, the lay out was fantastic for everyone to have space on their own as well as gathering together. Great location. Excited to find the Five Points Art Center and Gallery in Torrington CT and yummy food at Meraki in Litchfield CT"
The Goshen Glass Chalet

Lakeside Getaway at Goose Pond!

10.0 out of 10, Exceptional, (1)
"Lovely property. Would appreciate a larger screen TV."
Lakeside Getaway at Goose Pond!

Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated

10.0 out of 10, Exceptional, (11)
"Our stay at Villa Mariana was a great experience. The house was clean and comfortable and the location was perfect for our weekend plans. The check in and check out process was easy and our host was lovely to work with. She answered any questions we had and even had a nice snack waiting for us when we arrived!"
Villa Mariana Blackberry River. Luxury, pool, comfort, peaceful nature, updated
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Canann Village Historic District Hotel Reviews

Find out more about Canann Village Historic District

Find out more about Canann Village Historic District

Search for holiday rentals in Canann Village Historic District on Expedia! You can easily find your home rentals, villas, holiday apartments in Canann Village Historic District using one of the methods below:

  • View our selection of featured holiday rentals in Canann Village Historic District
  • Use the map to find apartments and other holiday homes in the Canann Village Historic District neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Canann Village Historic District while they last

Look no further and take a look at our great range of rental properties in Canann Village Historic District!

Frequently asked questions

Can I find vacation rentals in Canann Village Historic District?

Yes, we have vacation rentals near top sights in Canann Village Historic District, or you can choose a more remote option if you're looking for a relaxing stay.

What are some of the best vacation rentals that Canann Village Historic District has to offer?

Lakefront Fall Foliage in New England Just 2 Hours From NYC: This vacation home rental outside of Canann Village Historic District is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a private yard and a selection of games.

What’s there to see and do 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 Great Falls. Douglas Library and C H Pease Museum are other places to visit while you're in town.

What’s a vacation rental in Canann Village Historic District like?

Vacation rentals are private properties you can stay in for a long or short time in Canann Village Historic District. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family getaway.