This secluded mountaintop property sits on six acres in the very heart of the Berkshires. You will be at a three minute drive from the village of West Stockbridge, ten minutes from the world famous Tanglewood, and just 20 minutes from Jimmy Peak, the largest and nicest ski resort in Massachusetts.
The house occupies 3,500 square feet over three floors, with three large bedrooms and 3.5 baths. The common spaces and bedrooms are all well proportioned and relaxed, offering an experience of privacy and exclusivity that can only be provided by a property such as this.
The house is approximately 120 miles from New York City, a roughly 2.5 hour drive over the Taconic Parkway's rolling hills and beautiful vistas. The house, located against a mountain, is reached via a 1/4 mile private driveway that winds uphill through a protected bird sanctuary. The situation of the elevated house with the mountain on its east side provides for stunning views, from a special observation area within the house, of the far-away mountains in the west.
The ground floor has a oversized living room with a wood burning fireplace, a formal dining area, and a newly built kitchen. A large TV screen is mounted above the fire place. The TV, fed by a strong wifi signal (over 300 Mbps), features many channels, including the most common ones. The primary bedroom suite and en-suite bathroom are conveniently located on the same level.
The second floor has two spacious bedrooms and two en-suite bathrooms. Both bedrooms feature queen sized beds, and one has a working wood fireplace and a TV screen mounted above the fire place fed by the same signal as the TV in the living room .
The finished basement level features a large library that can be used as a dedicated work space. The room has a great variety of books. The basement also includes a laundry room.
In front of the house is a large deck with comfortable seating, a barbecue, and westerly views that provide for spectacular sunsets.
At the back of the house is a screened patio with a dining table and chairs. This is a very quiet and cozy space, perfect for drinking your morning coffee.
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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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
West Stockbridge
Located in West Stockbridge, this holiday home is in the mountains. Furnace Brook Winery at Hilltop Orchards and Kennedy Park are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Hoffman's Pottery and Charles H. Baldwin & Sons. Hotchkiss Mobile Studio and Ebenezer II Gifts and Antiques are also worth visiting. Take in the nearby slopes with snowboarding and skiing, or try out other outdoor activities such as sledging.
How much does it cost to stay at Canary Lodge - Berkshires Mountain Retreat - 6 Guests?
As of 19 Aug, 2026, prices found for a 1-night stay for 2 adults at Canary Lodge - Berkshires Mountain Retreat - 6 Guests on 26 Oct, 2026 start from S$1,810, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Canary Lodge - Berkshires Mountain Retreat - 6 Guests?
On-site parking is available at the property.
What time is check-in at Canary Lodge - Berkshires Mountain Retreat - 6 Guests?
Check-in begins at 3:00 PM.
What time is check-out at Canary Lodge - Berkshires Mountain Retreat - 6 Guests?
Checkout is at 12:00 PM.
Where is Canary Lodge - Berkshires Mountain Retreat - 6 Guests located?
Situated in the mountains, this holiday home is within 3 miles (5 km) of Hoffman's Pottery, Charles H. Baldwin & Sons and Hotchkiss Mobile Studio. Ebenezer II Gifts and Antiques and Chesterwood are also within 3 miles (5 km).