Canann Village Historic District Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Canann Village Historic District vacation rentals

A rustic interior with a brick oven, wooden beams, a sofa, and a dining area.

1. Maya's Garden House

Great Barrington

$1,017 nightly

Nov 7 - Nov 8

Total with taxes and fees

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Find vacation rentals that suit your style

Top Canann Village Historic District Hotel Reviews

A large, two-story house with a porch and multiple windows, surrounded by a well-maintained lawn.

The White Hart

Salisbury

10/10 Excellent

We enjoyed our stay at the White Hart. We got a room in the back of the building overlooking a garden. We loved sitting out there and relaxing. The room was a nice size and comfortable. The complementary breakfast provided a good selection and was tasty. The lobby is a nice place to have coffee or wine. The chairs are everywhere and make it a nice place to relax. Service was friendly and attentive and Provisions provides excellent sandwiches. We were also able to park right outside our...

thomas

Wilder House Berkshires

Sheffield

10/10 Excellent

Liliana

A cozy living room with a fireplace, leather armchairs, a coffee table with fruit, and a bookshelf.

Blackberry River Inn

Norfolk

10/10 Excellent

Brandon

A Fairfield by Marriott hotel with a covered entrance, multiple stories, and a well-maintained lawn.

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

Great Barrington

10/10 Excellent

We were greeted by extremely friendly staff. Check in and check out was seamless. Room was very nice and immaculate. We especially liked the bathroom design - didn't have to trip over the toilet to get in the shower as in most hotels! Free breakfast was the usual fare, but in a very pleasant and uncrowded room. Appreciated the free US News and NY Times Beautiful indoor pool - wish we'd brought our bathing suits!

Anonymous traveler

A spacious indoor area with a reception desk, multiple seating arrangements, and a view of the outdoors through large windows.

Quality Inn Great Barrington

Downtown Great Barrington

10/10 Excellent

Andrew

A rustic interior with wooden tables and chairs, brick walls, and a large wooden beam structure.

Little Cat Lodge

Copake Falls

10/10 Excellent

Elisabeth

A sign for 'The Logust Tree Bed & Breakfast' with a contact number.

Locust Tree Bed and Breakfast LLC

East Canaan

10/10 Excellent

rose

A modern kitchen with a dining area, a large window, and a view of the garden.

9 Academy

Salisbury

10/10 Excellent

Kyle

A dining area with round tables set for two, a fireplace, and a mural on the wall.

The Old Inn On The Green

Great Barrington

10/10 Excellent

Rishi

A hotel room with two beds, a bedside table with a lamp, and a window with a view of greenery.

Monument Mountain Motel

Great Barrington

10/10 Excellent

We have stayed here a half dozen times, and if you are simply looking for a clean place to lay your head for the night with no frills, then this place is perfect! The rooms have always been clean and everything in good working order. So what that they don't have breakfast...there is an AMAZING breakfast spot right across the street. Take HALF the money you saved by avoiding big name hotels and you'll get a much better breakfast! We've never had noise issues, never felt "unsafe", and the staff is...

Anthony

A breakfast table with a teapot, milk, and a bagel, set against a brick wall with a framed picture above.

Inn at Pine Plains

Pine Plains

10/10 Excellent

Kevin

A tranquil stream with rocks and trees, a building with balconies and a red railing, and a clear sky.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

South Lee

10/10 Excellent

I love this place and have stayed here before. Even with the precautions for COVID-19, my kids and I still had a great time. The check-in was smooth and safe. The room was clean and sanitized. In fact, we had to "break the seal" on the door to enter and the seal was evidence of the cleaning that was done. Of course, the arcade and movie theatre were closed, but that was no surprise. The pools were open and reservations required to ensure everyone could be safe and still have fun. Lots of...

David

A large, multi-story building with a swimming pool, surrounded by dense greenery and trees.

The Red Lion Inn

Stockbridge

10/10 Excellent

Michael

Find out more about Canann Village Historic District

Everything you need to know about Canann Village Historic District vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Canann Village Historic District vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Canann Village Historic District vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Canann Village Historic District vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Canann Village Historic District. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Canann Village Historic District in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $106 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Canann Village Historic District rentals

At Expedia, we put the best Canann Village Historic District vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Canann Village Historic District rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Canann Village Historic District vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Canann Village Historic District. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!: This vacation home rental outside of Canann Village Historic District offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like 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.

Canann Village Historic District Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Canann Village Historic District vacation rentals

1. Maya's Garden House

Find vacation rentals that suit your style

Top Canann Village Historic District Hotel Reviews

The White Hart

10/10 Excellent

Find out more about Canann Village Historic District

Everything you need to know about Canann Village Historic District vacation rentals

Canann Village Historic District vacation rentals: An excellent choice for every season

How to find incredible deals on Canann Village Historic District rentals

Frequently Asked Questions

Can I find vacation rentals in Canann Village Historic District?

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

What’s there to see and do in Canann Village Historic District?

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