Canann Village Historic District Vacation Rentals

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Jul 13 - Jul 14
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Vacation Rentals in Canann Village Historic District

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Situated in a grassy yard, this charming house features a sloped roof, chimney, and a small window.

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

10.0 out of 10, Exceptional, (13)
"Host was extremely accommodating and house was as-advertised. Great spot to explore great Barrington and surrounding towns! Wood burning stove and fireplaces are a real highlight! Fire pit is not advertised on listing but there is one. Would recommend highly"
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
Experience the perfect blend of traditional and contemporary style in this inviting space, featuring a plush sofa, wooden coffee table, and modern kitchen.

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (44)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage
Enjoy cooking in this well-equipped kitchen with a central island, sink, stove, and ample counter space.

A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage

10.0 out of 10, Exceptional, (2)
"Our family so enjoyed staying at your beautifully decorated, comfortable, fully stocked home. Everything you provided made for a lovely stay in the quaint Falls Village location. "
A Design-Lover's Retreat in Litchfield County, CT - Escape to Pennybrook Cottage
CT Gate House Goshen CT, Gate House Goshen CT
Step into this charming cabin, featuring a spacious porch and covered seating area amidst lush surroundings.

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
The price is CA $283
CA $1,056 total
includes taxes & fees
Jul 14 - Jul 15
CT Gate House Goshen CT, Gate House Goshen CT
Rustic Berkshires Cottage at Lake Buel w/ Kayaks!
Surrounded by tall trees, this cozy cabin offers a peaceful retreat in a natural setting.

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

9.0 out of 10, Wonderful, (38)
"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!
Spectacular views and close to Great Barrington.
Relax in this inviting living area with a high ceiling, brick fireplace, and expansive windows offering views of the surrounding landscape.

Spectacular views and close to Great Barrington.

10.0 out of 10, Exceptional, (3)
"We had a wonderful stay in Great Barrington for the long holiday weekend. The house is very comfortable, super clean, and the property is lovely. We were able to cool off in the pool and enjoy time with family. 10/10!"
Spectacular views and close to Great Barrington.
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Relax in this serene room with a large bed, stone fireplace, and forest views.

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

9.6 out of 10, Exceptional, (41)
"We had a wonderful stay. The cabin was clean and comfortable! "
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Exclusive Estate, Heated Yearround Outdoor Pool
Enjoy cooking in this well-equipped kitchen with a central island, oven, and ample workspace.

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
Beautiful retreat in a lake community to the enjoy the summer season.
Set amidst lush greenery, this two-story residence offers a serene retreat.

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

10.0 out of 10, Exceptional, (39)
"Great house in the woods. We were there for a spotting event so didn't spend a lot of time at the house. There were great walks around there"
Beautiful retreat in a lake community to the enjoy the summer season.
The Race Mountain House
Relax by the clear pool surrounded by lounge chairs and lush greenery.

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (2)
"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 3bd Lake Front Country Cottage
Relax in this serene room with a high ceiling, large window, and comfortable seating area.

Rustic 3bd Lake Front Country Cottage

9.6 out of 10, Exceptional, (4)
"Enjoy our hikes and lake front view as well as kayaking around lake. Pretty area."
Rustic 3bd Lake Front Country Cottage
Large Barn styled vacation home that fits groups with space to spare.
Relax on the deck with a clear view of the lake and surrounding greenery, featuring a fire pit, sofa, and wicker chair.

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

10.0 out of 10, Exceptional, (64)
"Was an amazing place "
Large Barn styled vacation home that fits groups with space to spare.
East Otis Vacation Rental w/ Private Deck & BBQ!
Relax in this inviting room with a plush bed, sofa, and TV, offering stunning views of Lake.

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!
4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
Enjoy a serene lakeside retreat with a spacious balcony and large windows offering breathtaking views.

4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi

10.0 out of 10, Exceptional, (154)
"Hi,The views are spectacular, house is spacious and close to skiing. We had a great time staying in this house. We even talked about coming back in warmer weather. "
4Br/3bath Lakefront/Ski House in Berkshires. Hi speed wifi
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Stairs lead up to a welcoming entrance with a chair at the top.

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

9.6 out of 10, Exceptional, (27)
"Well located and comfortable "
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Staircase leads to an upper level, with a cozy seating area and a welcoming entrance.

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
Cozy living space with a dining area, sofa, and wooden ceiling with exposed beams.

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (19)
"Great cabin very relaxing"
Lakefront Tranquility/Fishermans Delight
The Brooks Motel: Exceptional Suite
Relax in this stylish living room with a grey sofa, side table, and patterned rug, offering a view of the outside through the large window.

The Brooks Motel: Exceptional Suite

7.0 out of 10, Good, (4)
"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 $218
CA $275 total
includes taxes & fees
Jul 14 - Jul 15
The Brooks Motel: Exceptional Suite
Lakefront Bungalow
Relax on the lakeside dock with Adirondack chairs and enjoy the serene view.

Lakefront Bungalow

9.6 out of 10, Exceptional, (9)
"Nice location on water, clean, kitchen had all our needs--would stay there again."
Lakefront Bungalow
Private Island - Largest Fresh Water Reservoir in Mass....
Relax in this cabin's open-plan living area with a fireplace, scenic lake views, and comfortable seating.

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....
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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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.