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One-of-a-Kind Breathtaking Berkshire Retreat

Photo gallery for One-of-a-Kind Breathtaking Berkshire Retreat

Exterior
Great views
Great sunsets
Terrace/patio
Property grounds

Reviews

10 out of 10
Exceptional
3 bedrooms4 bathroomsSleeps 5

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

3 bedrooms (sleeps 5)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed

Living Room 1

1 Double Sofa Bed

Office 1

1 Double Sofa Bed

4 bathrooms

Bathroom 1

Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 2

Towels provided · Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Towels provided · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Number of living rooms
Outdoor play area

About this property

One-of-a-Kind Breathtaking Berkshire Retreat

15 Acre One-of-a-Kind Luxury retreat with Close Access to Berkshires/Jiminy Peak with breathtaking views of the Catskill Mountains, all modern amenities in 3 bedroom, 4 bathroom extra-large living areas with 2 additional pull out couches for extra guests. Home is ideally located only 25 minutes to Tanglewood, Shakespeare & Co., The Mount, Norman Rockwell Museum. Close to Skiing, Hiking, golfing, shopping, museums & theaters or just to sit, relax and enjoy the views.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)
Pets allowed at discretion of owner
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 3583628vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Canaan

Canaan is home to this holiday home. Mount Lebanon Shaker Village and Hancock Shaker Village are local landmarks, and some of the area's attractions include Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Charles H. Baldwin & Sons and Hoffman's Pottery are also worth visiting. Take the opportunity to explore the area for outdoor excitement like hiking/biking trails.
View more Holiday homes in CanaanOpens in a new window
Map
Canaan, NY

What's nearby

  • Queechy Lake - 4 min drive - 2.5 km
  • National Shrine of the Divine Mercy - 17 min drive - 20.6 km
  • The Mount - 23 min drive - 27.7 km
  • Tanglewood Music Center - 25 min drive - 24.4 km
  • Colonie Center Mall - 55 min drive - 75.0 km

Getting around

  • Pittsfield Intermodal Transportation Center - 23 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 19 min drive

Restaurants

  • ‪Love's Travel Stop - ‬9 min drive
  • ‪Subway - ‬9 min drive
  • ‪Dunkin' - ‬9 min drive
  • ‪Stewart's Shops - ‬12 min drive
  • ‪Blueberry Hill Market Cafe - ‬12 min drive

Frequently asked questions

Is One-of-a-Kind Breathtaking Berkshire Retreat pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

What time is check-in at One-of-a-Kind Breathtaking Berkshire Retreat?

Check-in begins at 3:00 PM.

What time is check-out at One-of-a-Kind Breathtaking Berkshire Retreat?

Checkout is at 11:00 AM.

Where is One-of-a-Kind Breathtaking Berkshire Retreat located?

Situated in Canaan, this holiday home is 1.4 mi (2.3 km) from Queechy Lake and within 6 miles (10 km) of Furnace Brook Winery at Hilltop Orchards and Hollow FIelds Reserve. Richmond Town Hall and Hand Hollow State Forest are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 19 out of 21 reviews
Rating 8 - Good. 2 out of 21 reviews
Rating 6 - Okay. 0 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Wendy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful setting! Nice spaces for a variety of activities. Great family games.
Stayed 3 nights in Jul 2025
Response from VrboOwner on 27 Jul 2025
Thanks!
Verified

10/10 Excellent

Teresa M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place to stay

We loved the beautiful view. We loved the beds. We loved everything about it.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 24 Oct 2024
Thank you so much -- so glad you enjoyed it. Please come stay again soon.
Verified

10/10 Excellent

Elizabeth c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing place!

Gorgeous, spacious, clean, reasonable proximity to all there is in the Berkshires- and even in the rain, plenty to keep us busy! Movies, ping pong and board games! Will absolutely return!
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Elliana K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home in convenient area!

We’d love to come back and stay longer! This was a perfect getaway equidistant from Boston and New York, near apple picking and lots of other fun activities.
Stayed 1 night in Sep 2024
Response from VrboOwner on 17 Oct 2024
So glad you enjoyed it!
Verified

10/10 Excellent

Alyssa S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved this property

We had an amazing stay - the house is insanely beautiful, with gorgeous views and amenities (like a great fire pit, ping pong table, workout room etc). We loved how secluded it felt and would absolutely return!
Stayed 2 nights in Aug 2024
Response from VrboOwner on 26 Sept 2024
Thank you -- so happy you enjoyed your stay!! Please come back anytime!
Verified

10/10 Excellent

elizabeth w.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect country getaway

We were all amazed by the house and all the amenities included. The view of the mountains and the setting was even more spectacular than the house. The owner Daniel was extremely responsive. Couldn't have asked for a better experience.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Marianne L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

beautiful hilltop house

Quiet, peaceful, relaxing stay. Very clean, very comfortable, beautiful setting. Responsive host.
Stayed 3 nights in Jun 2024
Response from VrboOwner on 12 Jul 2024
Thank you!
Verified

10/10 Excellent

Leslie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Quiet, classy, spacious getaway

What a beautiful place! Slightly off the beaten path, this getaway is gorgeous. The views are incredible. There is also so much to do here, from sitting outside at a fire pit, playing ping-pong, or darts, or sitting by an indoor fire. If you like the idea of waking up to a gorgeous view, this is your place. It was an easy drive to Tanglewood. It is truly a one-of-a-kind retreat. We look forward to returning soon! Our host was highly communicative and caring. Thank you so much.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Mimi M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home and property

We had a wonderful stay. The home was so clean and comfortable and had everything we needed. We made a big dinner and the kitchen was well stocked with pots and pans and utensils etc. The views of the mountains are spectacular and we saw a gorgeous sunset. We will definitely come back again.
Stayed 1 night in Oct 2024
Response from VrboOwner on 14 Nov 2024
So glad you enjoyed it!
Verified

10/10 Excellent

Tom W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dart FUN!!

Secluded, beautiful and bountiful! As advertised!
Stayed 1 night in Jul 2024
Response from VrboOwner on 12 Jul 2024
Thank you!
Verified

10/10 Excellent

Kathy Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic house with great view and location

This is a wonderful house with lots of room to relax and amazing views from the deck and main living space and bedrooms. The space was super clean, the furniture and finishes are top notch and comfortable and the kitchen is well stocked. The location is super private and also perfect for easy access to area attractions. We will definitely return.
Stayed 2 nights in Aug 2024
Response from VrboOwner on 26 Sept 2024
Thank you so much! Please come stay with us again soon!
Verified

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A relaxing get away

What a beautiful property! It was a fantastic week long stay with friends. Catching up over coffee in the morning while watching the deer in the back yard. Evenings spent around the fire. The he house is beautiful, modern, and spacious. Dan’s communication was exceptional. Could not recommend more highly!
Stayed 7 nights in Aug 2024
Response from VrboOwner on 23 Aug 2024
Thank you! We hope you come again!
Verified

10/10 Excellent

Harvey S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Unequivocally Recommended!

My wife and I, along with a friend or two, enjoyed a long autumn weekend in this remarkable house in Canaan, NY. During the day, much of our time was spent in Lenox and nearby Massachusetts towns, all easily accessible from the property. You’ll find most every amenity known to man, along with more open space, both inside and outside, than you’ll know what to do with. If you’re lucky enough to find this property available, snap it up!
Stayed 3 nights in Oct 2024
Response from VrboOwner on 17 Oct 2024
Thank you so much! And glad you enjoyed your visit.
Verified

8/10 Good

Margaret V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was gorgeous, clean, well equipped. The host was communicative and prompt. The reason for 4 stars instead of 5 is because there was a storm and we lost power. The house is quite remote. The back up generator the host said should have kicked in did not so the house had no power for about 10 of the 14 hours we were there. The available flashlights needed batteries which was provided for one of the two flashlights. Nature happens, a little better back up plan would be nice for such a lovely home,
Stayed 1 night in Jul 2025
Verified

10/10 Excellent

Deborah M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Sunsets

Beautiful updated home with hardwood floors throughout the house. Three downstairs bedrooms, 2 with a beautiful view of the mountains and sunsets. The sunroom was perfect for morning coffee , reading a book or working. The basement has a workout gym , pool table and television area. Upstairs there’s a tv/ work space. We attended a wedding in the area with much nicer amenities than the local hotels. Great place for a family.
Stayed 4 nights in May 2024
Response from VrboOwner on 21 May 2024
It was a real pleasure to have you at our upstate retreat, and so glad you enjoyed it. Highly communicative, and very easy to work with. I hope you will come back soon!
Verified

10/10 Excellent

Brian S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house!

My wife and I stayed here for a long weekend and loved it. Dan was very responsive to any questions. The check in and out process was easy. The location on the top of the hill is beautiful. The house is fantastic and super comfortable; beds, chairs and couches all comfortable. We loved the theater room and gym. It had everything we were looking for and would definitely recommend it. Visit the Balderdash Winery less than 15 minutes away for a fun atmosphere and good beer and wine. Must try the apple cider donuts at Hilltop. Fantastic. We hope to be back!
Stayed 3 nights in Mar 2024
Response from VrboOwner on 12 Mar 2024
Thank you! So happy you enjoyed your stay!
Verified

10/10 Excellent

Ian H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lifelong Memories Were Made

Somehow the description and pictures of the property don't do it justice. The space is so bright, open and airy with lots of space to accommodate a small group comfortably. We visited in mid-late October, and the Fall colors in the trees were unparalleled, with a breathtaking view that lasts for miles with killer sunsets. It was striking every day. Luckily we had perfect weather during our stay so we were outdoors a lot. However, the home entertainment system in the basement is impressive. There's a pingpong table, arcade basketball and tons of boardgames that I'm sure would keep younger folks happy. The kitchen has great appliances and cooking is a breeze. If you're there in the Fall, Hilltop Orchards in MA is less than 10 minutes away, and has apple picking, cider, microbrews and honestly, the best apple cider donuts I have ever had! Excellent communication from the host made this stay one of the best I have ever had.
Stayed 3 nights in Oct 2024
Response from VrboOwner on 4 Nov 2024
So touching --- so glad you had such an enjoyable time! Come back soon.
Verified

10/10 Excellent

YaYa B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boston Pops Summer 2024

The house, surroundings and views can’t be beat. The location is …? Way out in the hinterlands. When they have to mention Loves Truckstop and Subway as “restaurants nearby” you know you are out in the middle of nowhere. Beautiful home Beautiful views and peaceful Do your homework. We bought breakfast food And water and drinks before our arrival. We bought a corkscrew and added it to their kitchen supplies. We had dinner at Frankie’s in Lenox Make reservations before your visit Reservations at Cindy’s Buffet at Tanglewood. Boston Pops on Friday night. Amazing But remember you have to get back to the house In the dark And it’s testy if it rains It did. We made it back safe and sound. The house and grounds is a 10 The location is ??? We are 76 yrs old Would we stay there again? You betcha!
Stayed 3 nights in Aug 2024
Response from VrboOwner on 23 Aug 2024
We would like to say "secluded". We are 8 miles from the Taconic Parkway, and 5 minutes from the Massachusetts border, about 25 minutes from Tanglewood! We are glad you enjoyed it, and please come back soon!
Verified

10/10 Excellent

David L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Yes, Breathtaking!

My wife and I recently stayed for 4 nights at this special property. We chose this home because of its proximity to a work event at Balderdash Cellars in Richmond, MA. We were also drawn to the images of the property listing and breathtaking views - all of which did not disappoint. Although temperatures outside reached the mid 90s our first 2 days, the AC kept us cool and comfortable. We spent much of our time on the back deck enjoying the amazing views, listening to the birds, and watching the clouds and weather move across the landscape. We easily connected to the Sonos equipment to enjoy our music from wherever we were situated. We both worked remotely during the workdays, and the WIFI worked perfectly. My wife took the desk on the top floor, and I spread out on the large dining room table, so I could look out at the scenery. For lunch, we went to the general store located conveniently to the property. We also visited Hoogs and Crawford Glass to buy some hand blown glass items. The owners were extremely friendly, and they spent time going over their process and techniques used to create their art pieces. I was really impressed with the plumbing and fixtures in the many bathrooms. The hardwood floors were beautiful and clean. For any Scrabble players like us, the Scrabble board in the living room has no tiles missing :-). My only wish is that we had more family staying with us to enjoy all the space and amenities the property affords. We definitely hope to stay here again.
Stayed 4 nights in Jun 2024
Response from VrboOwner on 23 Aug 2024
I am so glad you enjoyed it! I hope you come back to visit us soon!
Verified

10/10 Excellent

Nedra and Joe F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Dec 2025
Verified

8/10 Good

Rachel R.

Liked: Cleanliness
Stayed 4 nights in Dec 2024

About the host

Hosted by Dan Kamensky

Host profile image

Why they chose this property

Right next to Queechy Lake for a quick dip with easy access to the Berkshires.

What makes this property unique

The views are straight from a landscape painting...
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