Canann Village Historic District Holiday Rentals

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Holiday Rentals in Canann Village Historic District

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 HK$2,874
HK$5,411 total
includes taxes & fees
16 Sept - 17 Sept
Guesthouse Cabin vacation rentals in Berkshire County

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (29)
"Perfect place for what we needed. Loved the location."
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

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

9.4 out of 10, Exceptional, (82)
"Wonderful lake retreat 🥾"
Summer Lake Cottage, private beach, Berkshire Hills, small village

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

9.6 out of 10, Exceptional, (30)
"Well located and comfortable "
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

Lakefront Fall Foliage in New England Just 2 Hours From NYC

10.0 out of 10, Exceptional, (80)
"Great place! Loved waking up to a water view. Very peaceful."
Lakefront Fall Foliage in New England Just 2 Hours From NYC

The Blue Elm - A Historic Berkshire Cottage

10.0 out of 10, Exceptional, (10)
"Everything was great...and beautiful!"
The price is HK$1,558
HK$3,210 total
includes taxes & fees
22 Sept - 23 Sept
The Blue Elm - A Historic Berkshire Cottage

Whispering Estate Guest House - A Romantic Countryside Getaway

10.0 out of 10, Exceptional, (2)
"Great experience overall! Property is beautiful and the guest home is situated nicely with access to the backyard and pond. Everything was very clean and well kept with everything in the home that we needed. The hosts were very kind and welcomed us making the stay enjoyable. Would recommend. "
The price is HK$3,117
HK$5,475 total
includes taxes & fees
17 Sept - 18 Sept
Whispering Estate Guest House - A Romantic Countryside Getaway

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

10.0 out of 10, Exceptional, (27)
"Great house. More then Enough room for two families. Clean and as described. Super close to butternut ski mountain. "
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, (19)
"My husband and I came here for our 10th anniversary with our 9-year-old. The house itself is so charming and historic and cozy, with tons of space. We loved that there are two different stairways to the second floor, which has two parts not connected to each other. Kitchen and small table and seating area are delightful to spend time in. We had a gorgeous fire in the family room in the evening. Best of all are the grounds, huge and gorgeous, green and serene, with a lovely pond. Communication...
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

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!

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

9.6 out of 10, Exceptional, (35)
"We had a lovely time. Peaceful and cozy house, great private hot tub"
The Meadows House @ Otis Ridge w/ 7-person hot tub

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (40)
"we couldn't ask for a better place. It had all the conveniences we like. The host did a great job here."
The Goshen Glass Chalet

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

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

Luxury Barn Retreat . Year-Round Scenic “Park Like”Paradise.

10.0 out of 10, Exceptional, (137)
"Quiet and secluded, but close to everything you may need and plenty of wildlife to observe."
Luxury Barn Retreat . Year-Round Scenic “Park Like”Paradise.

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
10.0 out of 10, Exceptional, (5)
"Wonderful stay. It really is a gate house. The property is beautiful and the house is spacious. If I was eloquent,I could go on and on... "
The price is HK$919
HK$5,130 total
includes taxes & fees
24 Sept - 25 Sept
CT Gate House Goshen CT, Gate House Goshen CT

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (20)
"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

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

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.

The Race Mountain House

2.0 star property
9.2 out of 10, Wonderful, (5)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The price is HK$4,907
HK$6,264 total
includes taxes & fees
12 Sept - 13 Sept
The Race Mountain House
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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Top Canann Village Historic District Hotel Reviews

Find out more about Canann Village Historic District

Find out more about Canann Village Historic District

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Frequently asked questions

Can I find holiday rentals in Canann Village Historic District?

Yes, there are holiday rentals close to the most popular sights in Canann Village Historic District, or you can select a more secluded option if you're looking for a relaxing stay.

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

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!: This holiday home rental outside of Canann Village Historic District is located on a lake, and has a fireplace, a patio and a BBQ 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 that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

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 holiday rental in Canann Village Historic District like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Canann Village Historic District. Holiday rentals feature extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for families.