Canann Village Historic District Vacation Rentals

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Check prices for these dates

Tonight
Apr 29 - Apr 30
Tomorrow
Apr 30 - May 1
This weekend
May 2 - May 4
Next weekend
May 9 - May 11

Vacation Rentals in Canann Village Historic District

Lakeside Oasis Just You, The Lake & The View!
Exterior

Lakeside Oasis Just You, The Lake & The View!

9.8 out of 10, Exceptional, (70)
"It's a really lovely home on a beautiful property, with all the amenities we could have possibly needed, and also perfectly peaceful. The host was so welcoming and responsive, which made it that much nicer, too. My only regret is that we couldn't stay longer, and I would definitely want to stay there again. "
Lakeside Oasis Just You, The Lake & The View!
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Exterior

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

9.6 out of 10, Exceptional, (25)
"Our family of 4 stayed here while skiing at Catamount - great proximity, exactly as pictured, clean, and perfect size. Host was responsive - would stay here again!"
COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.4 out of 10, Exceptional, (20)
"Walkable to the heart of GB, and all the restaurants/bars you need, while still in a quiet part of town. Outside temps were in the 20’s/30’s all week, and the house heated up quickly. The entire house is cozy, furniture is comfortable. The mattress in the upstairs bedroom isn’t the best but was good enough for the week. The bathroom is updated and water gets hot quickly. Loved our stay, will be repeat guests and highly recommend to anyone needing a place near the town center. "
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
TV, fireplace, DVD player, books

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (43)
"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!
The Meadows House @ Otis Ridge w/ 7-person hot tub
Outdoor spa tub

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

9.8 out of 10, Exceptional, (28)
"perfect size for group of 7 adults...Good location especially for snow shoeing....cross country sking...enjoyed being in berkshires..."
The Meadows House @ Otis Ridge w/ 7-person hot tub
Cheerful 3-bedroom cottage with woodstove
Property grounds

Cheerful 3-bedroom cottage with woodstove

10.0 out of 10, Exceptional, (36)
"Cute house that was perfectly arranged for our family. Kitchen is well stocked with spices galore! We cooked at home every night. Went hiking in both NY, CT and MA - super easy to get to all locations, beautiful views of mountains all around. Will definitely come back to this house again with our family! "
The price is CA $259
CA $610 total
includes taxes & fees
May 13 - May 14
Cheerful 3-bedroom cottage with woodstove
Ashley Falls Home w/ Fire Pit: Hike & Ski!
Fridge, microwave, stovetop, dishwasher

Ashley Falls Home w/ Fire Pit: Hike & Ski!

9.6 out of 10, Exceptional, (14)
"This property was great! It was very cozy, with plenty of space for two families and 3 kids. Very clean and comfortable. Will come back here again! "
Ashley Falls Home w/ Fire Pit: Hike & Ski!
CT Gate House Goshen CT, Gate House Goshen CT
Exterior detail

CT Gate House Goshen CT, Gate House Goshen CT

2.5 star property
The price is CA $163
CA $832 total
includes taxes & fees
May 1 - May 2
CT Gate House Goshen CT, Gate House Goshen CT
Large Barn styled vacation home that fits groups with space to spare.
Miscellaneous

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

9.8 out of 10, Exceptional, (59)
"We had such a lovely weekend. The house was perfect, it had everything we needed. Would book again in a heartbeat!"
Large Barn styled vacation home that fits groups with space to spare.
The Goshen Glass Chalet
Outdoor dining

The Goshen Glass Chalet

9.6 out of 10, Exceptional, (34)
"This is a beautiful mid century modern house! The windows in the main room are huge and really fill the room with light, and the couch is large and comfortable. The whole space was very clean, the bathrooms had everything we needed, and the office provided a nice private place to take a zoom meeting or two. Comfortable beds, a pretty three season porch, and it was a perfect relaxing retreat for two teachers looking for peace and quiet on their spring break."
The Goshen Glass Chalet
Lakefront Spring Stunner in New England Just 2 Hours From NYC
Interior

Lakefront Spring Stunner in New England Just 2 Hours From NYC

9.8 out of 10, Exceptional, (68)
"Charming cottage with beautiful lake views. It’s clean and stocked with things like coffee and spices, so you don’t need to buy a lot of extra things just for a short stay. Lots of wildlife and convenient for both short and extensive walks/hikes. "
Lakefront Spring Stunner in New England Just 2 Hours From NYC
The Race Mountain House
Pool

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House
Quiet rustic cottage with shared lake access
Fridge, microwave, oven, stovetop

Quiet rustic cottage with shared lake access

10.0 out of 10, Exceptional, (104)
"I am originally from Western Mass, and was looking for a quiet get away for my fiancé and I for my birthday weekend. This more than fit the bill, we had many romantic nights in front of the fire (big y or tractor supply good for indoor wood). The cabin was delightful, quaint. And it was so quiet this time of year with no one else around us, which was just what I was looking for. Our hosts were great, made everything very easy for check in and check out and were easily valve through the App....
Quiet rustic cottage with shared lake access
Rustic 3bd Lake Front Country Cottage
Smart TV, fireplace, stereo

Rustic 3bd Lake Front Country Cottage

10.0 out of 10, Exceptional, (2)
"I loved the lake and thought the house had great views. It was very nice to have 2 dock options as well. I would stay here agajn"
Rustic 3bd Lake Front Country Cottage
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Exterior

Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT

9.8 out of 10, Exceptional, (9)
"This antique farmhouse has been carefully maintained and sensitively updated over time, so that newer spaces feel nearly like the original ca. 1745 core. There were only 4 of us, two parents and two adult daughters, but a group twice our size could be reasonably accommodated. The 10-acre setting is beautiful, with the rear lawn leading to a private pond and the front of the property separated from Rt. 41 by 1/4 mile of farmed fields. The hosts provided clear and thorough instructions and the...
Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT
Secluded Family Home in Serene Stockbridge Woods
Fridge, microwave, oven, stovetop

Secluded Family Home in Serene Stockbridge Woods

10.0 out of 10, Exceptional, (20)
"Rainbow Haven is quaint, quiet, private, clean, well-appointed and perfectly located. We were 2 families with kids ranging from (8-10) and a 1yr old Rhodesian Ridgeback - we thoroughly enjoyed staying at the Sharpe’s place. Plenty of activities for everyone to enjoy, comfortable bedding and gracious common-spaces. We had lunch in Lenox at Zinc bistro (yum). We will definitely be returning. . "
Secluded Family Home in Serene Stockbridge Woods
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Exterior

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

10.0 out of 10, Exceptional, (151)
"Very cozy, very clean, really enjoyed our stay. Marshall was a great host"
4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi
Tolland Cabin w/ Private Hot Tub & Grill!
Fridge, microwave, stovetop, dishwasher

Tolland Cabin w/ Private Hot Tub & Grill!

9.4 out of 10, Exceptional, (12)
"I want to preface my review by stating we had a wonderful time. We needed a getaway to unplug and relax and we were able to do just that. The area was beautiful, nature-plenty, quiet, secluded. There were a few unexpected glitches but nothing that we couldn't improvise around. Having said that, the listing said queen size beds, but they were only full, so my husband and I stayed in separate rooms which was sad . We also felt the people that prepped the home for our stay, must have ran short of...
Tolland Cabin w/ Private Hot Tub & Grill!
Remodeled Lakefront retreat! Summertime is coming! Come relax by the lake!!
Aerial view

Remodeled Lakefront retreat! Summertime is coming! Come relax by the lake!!

9.8 out of 10, Exceptional, (6)
"Lovely lake house. Had a wonderful time! The kitchen is great and second stove is a bonus too! "
Remodeled Lakefront retreat! Summertime is coming! Come relax by the lake!!
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Beach nearby, sun loungers, beach towels

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock
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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Other types of properties in Canann Village Historic District you may be interested in

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

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

3.5 star property
9.0 out of 10, Wonderful, (626)
"We loved our stay here. The location is beautiful and close to great hiking spots and nice towns . The resort amenities are awesome. The staff was friendly. We’d love to come back"
The price is CA $148
CA $185 total
includes taxes & fees
May 14 - May 15
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
The Red Lion Inn
Outdoor pool, sun loungers

The Red Lion Inn

3.5 star property
8.8 out of 10, Excellent, (1001)
"Quaint & hospitable!"
The price is CA $206
CA $292 total
includes taxes & fees
May 4 - May 5
The Red Lion Inn
Quality Inn
Standard Room, 2 Queen Beds, Non Smoking

Quality Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Sign for the Hotel could be bigger or improved lighting. Tree covers sign when dark. Easy to miss entrance when dark if you were not using GPS. Exit no better. Music in lobby in the morning is calming and welcoming. No tv is great! "
The price is CA $105
CA $117 total
includes taxes & fees
May 14 - May 15
Quality Inn
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.

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?

Lakeside Oasis Just You, The Lake & The View!: This vacation home rental outside of Canann Village Historic District is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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 books.

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.