Canann Village Historic District Vacation Rentals

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In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Canann Village Historic District

Dining
Guesthouse Cabin vacation rentals in Berkshire County

Guesthouse Cabin vacation rentals in Berkshire County

Sheffield
10.0 out of 10, Exceptional, (9)
"Two very comfortable nights. Cabin is well appointed. Great kitchen and outdoor space. Tremendous views, amazing star gazing. Very private. "
United States
Robert B.
$640 nightly
The price is $715
Nov 18 - Nov 19
Total with taxes and fees
Guesthouse Cabin vacation rentals in Berkshire County
Fridge, microwave, oven, stovetop
Home in Great Barrington

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (25)
"We had a lovely one week stay at this property. The location was very convenient to all the restaurants and shops. The fall foliage was spectacular and truly enjoyed biking and hiking in the Berkshires."
United States
Farida K.
$238 nightly
The price is $265
Nov 17 - Nov 18
Total with taxes and fees
Home in Great Barrington
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic
10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
$217 nightly
The price is $242
Nov 17 - Nov 18
Total with taxes and fees
Sweet Cozy Victorian in Housatonic. Close to everything.
Exterior detail
CT Gate House Goshen CT, Gate House Goshen CT

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
Goshen
9.8 out of 10, Exceptional, (7)
"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... "
United States
Wilford
$799 nightly
The price is $838
Nov 17 - Nov 18
Total with taxes and fees
CT Gate House Goshen CT, Gate House Goshen CT
TV, offices
The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite

Hillsdale
9.2 out of 10, Wonderful, (5)
"The motel was well equipped, clean, and comfortable. It was especially suited for my travel with my dog."
United States
Susan S.
$179 nightly
The price is $200
Nov 17 - Nov 18
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Game room
Pet Friendly Riverfront Home in Great Barrington

Pet Friendly Riverfront Home in Great Barrington

Great Barrington
9.0 out of 10, Wonderful, (4)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
$253 nightly
The price is $283
Nov 18 - Nov 19
Total with taxes and fees
Pet Friendly Riverfront Home in Great Barrington
Property grounds
Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove

Sheffield
10.0 out of 10, Exceptional, (40)
"we had a wonderful time staying at the house, very comfortable and well equipped and responsive host."
United States
lisa s.
$404 nightly
The price is $451
Nov 17 - Nov 18
Total with taxes and fees
Cheerful 3-bedroom cottage with woodstove
Exterior detail
Litchfield Retreat, Wineries, Foliage & Skiing

Litchfield Retreat, Wineries, Foliage & Skiing

2.0 star property
Torrington
$322 nightly
The price is $364
Nov 30 - Dec 1
Total with taxes and fees
Litchfield Retreat, Wineries, Foliage & Skiing
Fridge, microwave, oven, stovetop
Great Barrington Get Away

Great Barrington Get Away

Great Barrington
9.4 out of 10, Exceptional, (25)
"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"
United States
Elizabeth G.
$464 nightly
The price is $518
Nov 17 - Nov 18
Total with taxes and fees
Great Barrington Get Away
Exterior
Perfect House In Hillsdale, Brings Friends & Fam

Perfect House In Hillsdale, Brings Friends & Fam

Hillsdale
8.4 out of 10, Very Good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
$536 nightly
The price is $582
Dec 6 - Dec 7
Total with taxes and fees
Perfect House In Hillsdale, Brings Friends & Fam
Exterior
$5,500/mo Special * Private Berkshire Escape*

$5,500/mo Special * Private Berkshire Escape*

Lee
9.6 out of 10, Exceptional, (18)
"Beautiful kitchen and great room - speaker system was perfect for a group. Bedrooms were clean and comfortable, and the house easily slept many. The pool does not have a heater so unfortunately was not able to be used as it was too cold. Hoped the outdoor furniture would be a little nicer/ easier for the whole group to sit outside. Check in and out was very easy process. Hosts were super nice, welcome, and accommodating."
United States
Christine B.
$5,500/mo Special * Private Berkshire Escape*
Exterior
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

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
$1,193 nightly
The price is $1,332
Nov 17 - Nov 18
Total with taxes and fees
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Microwave, oven, stovetop, dishwasher
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington
$513 nightly
The price is $573
Nov 19 - Nov 20
Total with taxes and fees
Cozy. Clean. Free bagel shop. 3 Fireplaces.
TV, offices
The Brooks Motel: Exceptional Suite

The Brooks Motel: Exceptional Suite

Hillsdale
7.0 out of 10, Good, (4)
"We stayed at this Vrbo on a cold winter day. Out our window was a beautiful sight: a snow laden forest with a winding brook. The bed was firm, the way we like it, and the heating system was noiseless keeping us toasty all night. There were cooking utensils, a small fridge, an induction hot plate, a microwave and a toaster which was all we needed for our cooking needs. When we arrived after a long drive I made myself a hot tea and relaxed on the big comfortable couch.I highly recommend this...
United States
Harold R.
$179 nightly
The price is $200
Nov 17 - Nov 18
Total with taxes and fees
The Brooks Motel: Exceptional Suite
Fridge, microwave, stovetop, coffee/tea maker
Brooks Motel: Perfect Suite, Seasonal Waterviews

Brooks Motel: Perfect Suite, Seasonal Waterviews

Hillsdale
6.0 out of 10, (1)
"NO HOT WATER!!! My room had exposed wood not like the photo. Musty smell in living room."
United States
Joan V.
$164 nightly
The price is $184
Nov 17 - Nov 18
Total with taxes and fees
Brooks Motel: Perfect Suite, Seasonal Waterviews
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

Monument Mountain Motel

Monument Mountain Motel

10/10 Excellent
"my go to spot when visiting area. owners care about their property and always clean. "
Patrick W 1-night trip
Posted 23 hours ago
Monument Mountain Motel

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 $283 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.

Explore a world of travel with Expedia

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?

Pet Friendly Riverfront Home in Great Barrington: This vacation 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 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.