Canann Village Historic District Vacation Rentals

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Canann Village Historic District

Spacious Home nestled along the Blackberry River in Northwest CT

10.0 out of 10, Exceptional, (86)
"The team stayed here for a curling tournament. Great location for that and perfect for 4 non-couple guests"
Spacious Home nestled along the Blackberry River in Northwest CT

Private Island - Largest Fresh Water Reservoir in Mass....

9.0 out of 10, Wonderful, (7)
"We had a great time. The owner Bill was a great host."
Private Island - Largest Fresh Water Reservoir in Mass....

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

9.4 out of 10, Exceptional, (81)
"Amazing cabin, thank you for a beautiful stay! We came in for a wedding and this was a great location to where the wedding was held. "
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, (54)
"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!

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (43)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

Butterfly Bungalow! Charming 2-bedroom Cabin and Studio in delightful Otis, MA

10.0 out of 10, Exceptional, (1)
"The cabin is charming, rustic, and a perfect getaway for a birthday or romantic weekend trip.The pollinator garden is truly a delight, and I loved watching them in the morning. The garden has even motivated my partner and I to start one at home.I wish that the mosquitoes were not present as well, but they are to be expected during the summer in MA.Overall, the stay was amazing. Marci was super sweet and left some nice gifts for my birthday. I definitely want to have another stay here again!"
Butterfly Bungalow! Charming 2-bedroom Cabin and Studio in delightful Otis, MA

Exclusive Estate, Heated Yearround Outdoor Pool

9.6 out of 10, Exceptional, (19)
"Lovely horse farm in the woods but not too far from useful shops. We had a great experience."
Exclusive Estate, Heated Yearround Outdoor Pool

Stay Lakeside This Summer!

9.8 out of 10, Exceptional, (75)
"It's a really lovely home on a beautiful property, with all the amenities we could have possibly needed, and also perfectly peaceful. The host was so welcoming and responsive, which made it that much nicer, too. My only regret is that we couldn't stay longer, and I would definitely want to stay there again. "
Stay Lakeside This Summer!

Renovated Lakefront House w/ Dock: Pets Welcome!

9.0 out of 10, Wonderful, (20)
"the lake house is terrific and having the boats and a fire pit was such a nice thing."
Renovated Lakefront House w/ Dock: Pets Welcome!

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (3)
"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

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

9.0 out of 10, Wonderful, (40)
"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!

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

10.0 out of 10, Exceptional, (40)
"The house was spacious and very comfortable for 6 people. The owner was very detailed and easy to reach! The area was very quiet and peaceful!"
Beautiful retreat in a lake community to the enjoy the summer season.

Charming Columbia County Farm House

9.4 out of 10, Exceptional, (25)
"Enjoyed time with family and took advantage of the local dining, shopping and outdoor activities."
Charming Columbia County Farm House

Spacious waterfront Berkshire home family private get-away

10.0 out of 10, Exceptional, (61)
"Had a nice extended weekend with friends, amazing waterfront views!"
Spacious waterfront Berkshire home family private get-away

Large Barn styled vacation home that fits groups with space to spare.

10.0 out of 10, Exceptional, (66)
"Was an amazing place "
Large Barn styled vacation home that fits groups with space to spare.

East Otis Vacation Rental w/ Private Deck & BBQ!

9.6 out of 10, Exceptional, (10)
"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 Great Escape Ski Cottage w/HOT TUB @ Great Barrington

10.0 out of 10, Exceptional, (47)
"What a wonderful property for our girls trip! The house is clean, there’s so much hangout space, and it’s so well supplied. "
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (19)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight

Rustic 3bd Lake Front Country Cottage

9.2 out of 10, Wonderful, (5)
"Enjoy our hikes and lake front view as well as kayaking around lake. Pretty area."
Rustic 3bd Lake Front Country Cottage

LAKE FRONT LAKE BUEL Monterey New Marlborough 10 M GREAT BARRINGTON PRIVATE DOCK

10.0 out of 10, Exceptional, (41)
"We had a great time at the property. It has the best location on Lake Buel with an incredible view over the lake towards the sunset. The description was accurate."
LAKE FRONT LAKE BUEL Monterey New Marlborough 10 M GREAT BARRINGTON PRIVATE DOCK
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

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?

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT: This vacation home rental outside of Canann Village Historic District is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden 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.