Soap · Towels provided · Bathtub or shower · Shampoo
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Historic Stockbridge Villa on 25 acres
At the end of a tree-lined driveway, this huge private eleven bedroom villa sits by the edge of a field with garden and blackberry patch surrounded by 25 acres of woods. Walking paths reveal rocky knolls and paths circling through pine and maple trees. The private estate has ample space for a retreat, a workshop, a grand party or just family togetherness in a beautiful place, far from the madding crowd but close to highways, shopping, spas and everything you might need.
Villa Favorita is ideal for a large extended family, with 6 bedrooms that can comfortably sleep couples with multiple children, and 5 bedrooms comfortable for couples or individuals.
Five large rooms on the first floor are homey and rich in historic detail. The dining room with large French doors is joined to the modern kitchen through the butler’s pantry. The utility room has a new washer and dryer and a half bath. The living room with built-in bookshelves opens into a spacious front hall with a grand piano and a harpsichord. The first floor also has a comfortable wheelchair-accessible bedroom with handicap shower.
The second floor has five enormous bedrooms overlooking fields and forests; three of these are master bedrooms with en suite baths, and the dimensions of all but one are over 220 square feet.
The third floor, originally servants' quarters, has one shared bath and five more bedrooms, two approaching the size of the master bedrooms, and one that can double as a quiet study with desk and flat-panel monitor.
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Even trace smell from any kind of indoor smoking will result in an additional $300 cleaning fee.
Young members of our extended family have recently built mountain biking jumps on the property; due to liabilities we can't allow guests to use them.
Important information
You need to know
Property Registration Number C0278992830
Property # 2786481vb
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 first aid kit
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
Stockbridge
Located in Stockbridge, this holiday home is in a rural area and on a river. Monument Mountain Reservation and Monument Mountain reflect the area's natural beauty and area attractions include Lenox Arts Center and Berkshire Performing Arts Center. Travelling with kids? Consider Berkshire Botanical Garden and Berkshire Scenic Railway Museum. Kayaking and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with rock climbing and mountain climbing nearby.
National Shrine of the Divine Mercy - 7 min drive - 5.0 km
Norman Rockwell Museum - 9 min drive - 7.1 km
Tanglewood Music Center - 12 min drive - 10.3 km
Getting around
Pittsfield Intermodal Transportation Center - 19 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 18 min drive
Restaurants
McDonald's - 18 min drive
McDonald's - 8 min drive
Dunkin' - 8 min drive
Starbucks - 7 min drive
Fresh City - 18 min drive
Frequently asked questions
Does Historic Stockbridge Villa on 25 acres have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Historic Stockbridge Villa on 25 acres?
As of 2 Sept, 2026, prices found for a 1-night stay for 2 adults at Historic Stockbridge Villa on 25 acres on 18 Oct, 2026 start from S$2,316, 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.
Is Historic Stockbridge Villa on 25 acres pet-friendly?
No, pets are not allowed at this property.
How much is parking at Historic Stockbridge Villa on 25 acres?
On-site parking is available at the property.
What time is check-in at Historic Stockbridge Villa on 25 acres?
Check-in begins at 3:00 PM.
What time is check-out at Historic Stockbridge Villa on 25 acres?
Checkout is at 11:00 AM.
Where is Historic Stockbridge Villa on 25 acres located?
This family-friendly Stockbridge holiday home is located on a river, within 2 mi (3 km) of Lenox Arts Center and Berkshire Theatre Festival. Berkshire Botanical Garden and Greenock Country Club are also within 3 miles (5 km).
About the host
Hosted by Dan Northrup
We are a close partnership of 5 siblings who spent a great part of our lives growing up in this idyllic place, and are on a mission to have it remain a central gathering place for ourselves as well as others. We and our partners, children and now grandchildren are up to about 28 last count, and none of us can bear the thought of not continuing to reunite here on Memorial Day, Christmas and the occasional wedding. https://youtu.be/1CIvfWclEKc
Why they chose this property
This is a real home, just on a big scale! It is *not* a good-housekeeping model home with everything new or museum-perfect, but rather an interesting mix of formal and casual, with much of the house's history retained.
What makes this property unique
The size and scale of the whole property is quite unique - from the grand piano and oversize bedrooms spread across 3 floors to the many acres of forest and fields with blackberries, raspberries, blueberries and lilacs, all free for the picking in season.
The property is very open, with many walking paths going down into pine woods, and a natural glade surrounded by lilacs that's perfect for outdoor gatherings and ceremonies; children love the rope swings under the maple trees off the screen porch; quiet time can be spent in the lovely little greenhouse that's been restored with natural cedar.
Villa Favorita is uniquely located within 10 minutes of Lenox (Tanglewood, Kripalu Yoga Center, Shakespeare & Co., Canyon Ranch), downtown Stockbridge (Berkshire Theater Festival, Norman Rockwell Museum, Red Lion Inn), downtown Lee (Mass Turnpike, Lee Outlets, supermarkets, salons), and within 20 minutes of Great Barrington (Mahaiwe Theater, Butternut Ski Area, international cuisine), Pittsfield (Colonial Theater, Bousquet's Ski Area), Becket (Jacob's Pillow Dance Theater), and Hancock (Shaker Village).
Languages:
English
Premier Host
They consistently provide great experiences for their guests