Canann Village Historic District Holiday Rentals

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Check prices for these dates

Tonight
23 Nov - 24 Nov
Tomorrow
24 Nov - 25 Nov
Next weekend
28 Nov - 30 Nov
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5 Dec - 7 Dec

Holiday Rentals in Canann Village Historic District

Games room
Pet Friendly Riverfront Home in Great Barrington

Holiday Home in Great Barrington

9.2 out of 10, Wonderful, (5)
The price is NZ$530
includes taxes & fees
24 Nov - 25 Nov
Pet Friendly Riverfront Home in Great Barrington
Fridge, microwave, oven, stovetop
Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Apartment in Great Barrington

9.6 out of 10, Exceptional, (38)
"Great location, spacious and well equipped "
United Kingdom
Alison F.
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Exterior
The Blue Elm - A Historic Berkshire Cottage

Cottage in Sheffield

10.0 out of 10, Exceptional, (14)
"It was wonderful!! The hosts were fantastic and the place was lovely. Highly recommend. "
United States
noel s.
The Blue Elm - A Historic Berkshire Cottage
Smart TV, fireplace, DVD player
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Holiday Home in Great Barrington

10.0 out of 10, Exceptional, (28)
"Wonderful old house, very comfortable space for a large family gathering. The kitchen was well-equipped, and exceptionally clean. The host was communicative and responsive, although everything was so well-thought out on his part, we didn't have much need to talk to the hosts. Excellent location, less than five minutes to Great Barrington, and twenty to Tanglewood and Lenox. "
United States
Johnathan B.
Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!
Property grounds
Remodeled Lakefront retreat!!! Don't forget to book for ski season!

Holiday Home in Copake

9.8 out of 10, Exceptional, (14)
"We skied, we played in the snow and overall just relaxed at this perfect home!"
United States
Melissa D.
Remodeled Lakefront retreat!!! Don't forget to book for ski season!
Fridge, microwave, oven, stovetop
A Grand property in Historic Stockbridge

Holiday Home in Stockbridge

10.0 out of 10, Exceptional, (103)
"Fantastic experience, this is a special property. The portico was a surprise and the highlight of the stay."
United States
Maya S.
A Grand property in Historic Stockbridge
Outdoor spa tub
The Meadows House @ Otis Ridge w/ 7-person hot tub

Holiday Home in Otis

9.6 out of 10, Exceptional, (39)
"Beautiful property and location. Excellent communication from the host. Recommend and would visit again. "
United States
Gregory G.
The Meadows House @ Otis Ridge w/ 7-person hot tub
Exterior
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

Holiday Home in Egremont

9.8 out of 10, Exceptional, (25)
"Farmhouse was as pictured and very clean. Grounds and location were gorgeous "
United States
kathy l.
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Interior
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington

Holiday Home in Great Barrington

10.0 out of 10, Exceptional, (53)
"Great house for a large group. Lots of seating areas indoors and outdoors to accommodate kids and adults. House was very clean and kitchen was well stocked for cooking. We loved that the bedrooms were nicely separated for privacy, particularly the bunk rooms and nearby game room. Great for the late nighters in the bunch!Beautiful property and less than 10 mins to town."
United States
Carol R.
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
Outdoor dining
The Goshen Glass Chalet

Holiday Home in Goshen

9.6 out of 10, Exceptional, (41)
"The place was very nice met all of our expectations. "
United States
Marie G.
The Goshen Glass Chalet
Interior
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Cottage in New Marlborough

9.6 out of 10, Exceptional, (17)
"Lovely cottage. Great for 2 couples. Lots of privacy for each but comfy gathering spots for dining and relaxing. Host was very responsive to questions. Great stay!"
United States
Lisa T.
Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!
Exterior
Summer Lake Cottage, private beach, Berkshire Hills, small village

Cottage in Lakeville

9.4 out of 10, Exceptional, (84)
"The house is very comfortable and perfect for visiting with family and friends.We enjoyed the roomy kitchen space. The porch is great for relaxing and gazing at the tranquil lake. We appreciated the use of the canoe and the dock."
United States
Jenny P.
Summer Lake Cottage, private beach, Berkshire Hills, small village
Exterior
Beautiful retreat in a lake community to the enjoy the summer season.

Holiday Home in Tolland

10.0 out of 10, Exceptional, (44)
"Property was great!"
United States
Tara G.
Beautiful retreat in a lake community to the enjoy the summer season.
Fridge, microwave, oven, stovetop
Family House On Highland Lake with Dock

Holiday Home in Winsted

10.0 out of 10, Exceptional, (28)
"Great house for access to Highland lake. Stayed w/ another family and layout was good for multiple people. Owner very responsive. Would stay again. "
United States
TJ M.
Family House On Highland Lake with Dock
Property grounds
Spacious waterfront Berkshire home family private get-away

Holiday Home in Otis

10.0 out of 10, Exceptional, (64)
"Had a nice extended weekend with friends, amazing waterfront views!"
United States
Matt H.
Spacious waterfront Berkshire home family private get-away
Exterior
Antique Farmhouse Totally Restored

Holiday Home in Sheffield

9.8 out of 10, Exceptional, (93)
"The property was beautiful. Very spacious, inside and out. "
United States
Michelle C.
Antique Farmhouse Totally Restored
Fridge, microwave, stovetop, dishwasher
Tolland Cabin w/ Private Hot Tub & Grill!

Cabin in Tolland

9.6 out of 10, Exceptional, (14)
"This house fit our needs perfectly! House was clean, comfortable and had all the things we needed. The big dinning table and lots of comfy seating optiins in the living room were great for us. We enjoyed the hot tub and ping pong table! The beach was better than I expected. Close by, manicured, friendly neighbors, and a very clean bathroom. With the showers, hot tub use, and beach fun a few extra towels would be great, but really no complaints, we had a great time!"
United States
Lynne M.
Tolland Cabin w/ Private Hot Tub & Grill!
Exterior
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Holiday Home in Great Barrington

10.0 out of 10, Exceptional, (1)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is NZ$2,367
includes taxes & fees
30 Nov - 1 Dec
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Interior
Private Island - Largest Fresh Water Reservoir in Mass

Cottage in Otis

8.6 out of 10, Excellent, (9)
"We had a great time. The owner Bill was a great host."
United States
Drew D.
Private Island - Largest Fresh Water Reservoir in Mass
Dining
Guesthouse Cabin vacation rentals in Berkshire County

Cabin in Sheffield

10.0 out of 10, Exceptional, (9)
"Great place. I highly recommend for a group or family. Amazing views! Beautiful property very private and quiet. Cabin was also very well stocked and had great outdoor space. "
United States
deborah d.
The price is NZ$1,254
includes taxes & fees
25 Nov - 26 Nov
Guesthouse Cabin vacation rentals in Berkshire County
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

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"Everything was better than expected. We will definitely be back. "
Joan 1-night trip
Posted 1 day ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about Canann Village Historic District

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Canann Village Historic District holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Canann Village Historic District holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Canann Village Historic District holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Canann Village Historic District holiday rentals we have selected for you start as low as NZ$530 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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 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?

Pet Friendly Riverfront Home in Great Barrington: This holiday home rental outside of Canann Village Historic District is located on a river, and has a fireplace, a garden and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave. You and your friends and family can relax into your holiday with amenities such as 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 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.