Historic Stockbridge Villa on 25 acres

Top rated by guests
Exterior
Laundry room off kitchen (w/half-bath in opposite corner)
First floor private bath is fully equipped with wheelchair-accessible shower
Bathroom
Room
review stars
10Outstanding
(22 Ratings)
"Fabulous hosts - Very informative, responsive, and accurate. House is large and typical-old-family-house quirky. The furnishings include lots of very thoughtful items such as games, thousands of b..."
John T.
Don't miss out! Price and availability may change
10 / 10
Outstanding(22 Ratings)

Villa in Stockbridge, MA

16 guests · 11 bedrooms · 6 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this villa rental

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.

Amenities

Free WiFi/internet
Free Parking
Air conditioning
Pool
Non-smoking
TV
Heating
Wheelchair accessible
Refrigerator
Spa
Kitchen
WiFi/Internet
Parking Available
Private pool access
Microwave
Dishwasher
Washing machine
Dryer
Washer/dryer
Patio
No pets allowed
Garden
Kettle
Oven
Stove
Laundry services
Sauna
Bath or shower
Outdoor Cooking
Sofa bed
Children's high chair
Ironing facilities
Towels
Linens
Dining table
Desk
Fire extinguisher

Map of Stockbridge, MA

city location on map

Ratings and reviews

10 / 10
Outstanding(22 Ratings)
10 / 10Outstanding·Aug 2026
Fabulous hosts - Very informative, responsive, and accurate. House is large and typical-old-family-house quirky. The furnishings include lots of very thoughtful items such as games, thousands of books, well equiped kitchen, AC and abundant fans, etc, We found it served our multi-generational family clan wonderfully. The spaces worked with the older more impaired, as well as our youngest - 16 months. There is plenty of room to spread out and equally great spaces to gather. The area is full of wonderful historic and artistic sites, cultural offerings and nice food options. House is perhaps not for guests seeking 'glam', but perfect for a relaxing large gathering. A Plus all around. Delighted with our visit and looking forward to a return. Kudos to our hosts.
10 / 10Outstanding·Jul 2026
I can not say enough about how wonderful this stay was! The hosts had great communication, the house was spotless (and this is a LARGE house), they had every possible thing you could need and the best part was all the cabinets were labeled so we didn't have to hunt for things!! The pool was spotless, the beds were comfortable, the property was large with plenty of parking space. we met Lisa the caretaker and she was fixing a door whcih shows they really take care of this place. She was lovely to meet and was right there if we needed anything. Incredible memories were made in this house for our 49th family reunion. Not one compliant (and trust me- that says alot!) One Aunt said she liked it better than the Red Lion Inn! Already there is talk about booking it for next year. The location was excellent- 10-15 min away from Stockbridge, Lee, Lenox and Great Barrington. Lots to do in the area. Just can't say enough wonderful things about this place! HIGHLY recommend!!
10 / 10Outstanding·Jan 2026
Great home, warm and welcoming!! Hosts were great! Very attentive, enjoyed meeting Lisa. Plenty of room for our gathering, accommodations were excellent!
10 / 10Outstanding·Dec 2025
House is awesome plenty of bedrooms and bathrooms lots of antique furniture and books. Kitchen loaded with all u need .

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FAQs

Is parking included with this villa?

Yes, parking is listed as an amenity at Historic Stockbridge Villa on 25 acres. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

Yes, a swimming pool is available for use at Historic Stockbridge Villa on 25 acres. Enjoy the water!

Is Historic Stockbridge Villa on 25 acres pet friendly?

Unfortunately, this villa is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Historic Stockbridge Villa on 25 acres?

We found 37 amenities for this rental. This includes free wifi/internet, free parking, air conditioning, pool, and non-smoking.


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