Berkshire Rural Retreat

Check out the area

Canaan, NY

Albany, NY (ALB-Albany Intl.)49 min drive

Rooms & beds

4 bedrooms (sleeps 9)

Bunk Room

3 Single Bunk Beds

Pond View Suite

1 Queen Bed

Primary Bedroom

1 King Bed

Sunroom with Full Bed

1 Double Bed

3 bathrooms

Pond View En-suite

Bathtub or shower

Primary En-suite

Bathtub or shower

Shared Bathroom

Shower only

Spaces

Deck or patio

Porch or lanai

Kitchen

Separate dining area

Outdoor play area

Garden

Dining Area

About this property

Our Berkshire rural retreat has been in our family for three generations where we’ve regularly rejuvenated with hiking, skiing, wildlife watching, and enjoyed the 100+ acre property. It is one of our cherished homes where we spend much of our downtime. We are happy to share our home with other conscientious families.

The home was recently renovated and is comfortable for young children as well as older adults.

The home accommodates multiple family groups and has 3 large bedrooms comfortable for adults as well as a triple bunk room for children. Two bedrooms include en-suites bathrooms in addition to a newly-added full bathroom shared by the other two bedrooms.

We enjoy cooking in the large, renovated farmhouse-style kitchen with a Viking stove, eating a meal in the formal library/dining room, and relaxing in the great room equipped with Samsung Frame TV, puzzles, board games, and a selection of children’s toys.

The home is a true indoor-outdoor retreat with multiple outdoor eating and entertainment areas including a breakfast-to-happy hour patio off the kitchen and a backyard fire pit patio for BBQs and s’mores.
We invite guests to help themselves in the vegetable garden, and please supervise children on the swing set.

This retreat wouldn’t be complete without back country hiking and scenic views. We invite guests to hike amongst the hay fields and into our woods. There are multiple water areas including a waterfall with canyon, ponds, and streams. Please note there is no swimming allowed in any of the water areas and children must be supervised.

This all-season retreat is accessible to nearby Berkshire and Hudson Valley towns and amenities including 15 minutes to Lenox, MA, West Stockbridge, MA, and Chatham, NY. Summer attractions include outdoor concerts at Tanglewood, swimming in nearby Queechy Lake, and an abundance of hiking trails and farm stands. Winter attractions include nearby Jiminy Peak for downhill skiing, and conservation area for cross country skiing and snowshoeing.

Property manager

alyssa hoyt

Amenities

Great Barrington Vacation Rental | 4BR | 2BA | 2,000 Sq Ft | Stairs Required

Pet-friendly

Outdoor space

House Rules

Check in after 2:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Allergy-friendly home with strict pet policies.

Smoking

Smoking is not permitted

No swimming is allowed in any water features or sources including the waterfall, streams, and ponds. Children must be supervised near water.

The rental is limited to the main home and outdoor recreational areas. Please do not enter the outbuildings and barns.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

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

Cashless transactions are available

On-site parties or group events are strictly prohibited

Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Canaan

Located in Canaan, this farm stay is in a rural area and in the mountains. Mount Lebanon Shaker Village and Hancock Shaker Village are local landmarks, and some of the area's activities can be experienced at Furnace Brook Winery at Hilltop Orchards and Balderdash Cellars. Traveling with kids? Consider Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Discover the area's water adventures with swimming nearby, or enjoy the great outdoors with hiking.

Canaan, NY

Getting around

Pittsfield Intermodal Transportation Center - 25 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive

Restaurants

Dunkin' - 10 min drive
Subway - 10 min drive
M & M's Tap & Tavern - 11 min drive
East Chatham Food Company - 9 min drive
Jimmy D's Pizza Royale - 12 min drive

Frequently asked questions

Is Berkshire Rural Retreat pet-friendly?

No, pets are not allowed at this property.

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Ed L.

20 Apr 2024

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

Lovely spot for a family getaway

We loved our stay. We had two families with small children. The kids loved the swingset and it was a great location overall. Only wish was for outdoor grilling. Highly recommend!

Stayed 2 nights in Oct 2023

10/10 Excellent

Susan R., Durham

22 Oct 2023

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

Just what we needed

We were in town for a friend’s wedding and wanted a nice getaway rental home This was perfect. Beautiful property (unfortunately rainy for us) and lots of history.

Stayed 3 nights in Oct 2023

10/10 Excellent

Adam P.

1 June 2023

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

Fantastic Rural Home in Columbia County

This is a beautiful rural property in a great location in Columbia county. The property has a number of amenities, including an outdoor fire pit, well-appointed kitchen, swing set, and pond and small creek just down the hill. We went with one other family, and found it to be an ideal setting to get away from it all - we could count the number of cars passing by daily on one hand, and the only sounds we heard apart from the occasional train horn were those of nature (birds, insects, frogs, etc.). The host was also very responsive, ensuring we had everything we needed prior to and during our arrival.

Stayed 4 nights in May 2023

10/10 Excellent

Kyle S.

19 Feb 2023

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

Great 2 family stay

Awesome, private house that comfortably fit two families of four (4 total kids under 8). The house was spacious and comfortable - and yes, the kitchen is beautiful. The outside was great as well - the fire pit, swing set and trails were all thoroughly enjoyed. We would love to go back and would highly recommend.

Stayed 2 nights in Feb 2023

10/10 Excellent

William B., West Orange

25 Oct 2022

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

Return To Columbia County

We knew we were in the right place, when we watched from the living room window, our son-in-law release our 2 year old granddaughter from her car seat. Margot made a beeline for the swing set and never looked back. With books, toys, a kids table with doll house, and bunk beds, both girls were enthralled. The adults enjoyed a very comfortable, well appointed home with a spectacular country kitchen. My wife and I lived in the town of Chatham many years ago and this was a return to the area we loved so much and where our 2 children were born. This property reflected the same quality of life and nature we experienced once upon a time. We walked in the back fields, gathered around the fire pit at night, and admired the stars. If you are looking for a secluded but comfortable escape, this is your place.

Stayed 2 nights in Oct 2022