Historic Stockbridge Villa on 25 acres sleeps 23

Stockbridge, Massachusetts
$970 avg/night Minimum Stay 2 Nights
Bed 11

Bed

Bath 6

Bath

Home Private Vacation Home

Property Type

Sleep 23

Max Sleeps

Night 2 nights

Min Stay

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 Favoritais 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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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    11 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 6000 Sq Ft (557 Sq M)
  • KITCHEN

    Blender Dishwasher Kitchen Island Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Firepit Garden Outdoor Furniture Patio
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Private Pool Sauna
  • BATHROOMS

    6.5 Bathrooms Bathtub Or Shower Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Computer Monitor Desk Desk Chair
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Kayaking Nearby Mountain Biking Nearby
  • ENTERTAINMENT

    Books Games Music Library Piano Stereo Table Tennis Video Games Video Library Smart TV
  • LIVING SPACES

    Dining Room Living Room Wood Stove
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Children's Toys Highchair Musical Instruments Playground Stair Gate
  • LOCATION HIGHLIGHTS

    In A Rural Location In The Mountains Near A Health Or Beauty Spa Near A Hospital Near Outlet Shopping On The Lake On The River
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 23

Map Map

School District Rates & Availability

Review Review

  • Amy M.

    Submitted Jan 25, 2026

    Stayed Jan 23, 2026

    Great home, warm and welcoming!! Hosts were great! Very attentive, enjoyed meeting Lisa. Plenty of room for our gathering, accommodations were excellent!

  • David S.

    Submitted Dec 14, 2025

    Stayed Dec 12, 2025

    House is awesome plenty of bedrooms and bathrooms lots of antique furniture and books. Kitchen loaded with all u need .

  • Eric L.

    Submitted Nov 30, 2025

    Stayed Nov 26, 2025

    The house is extremely well supplied. We are a cooking family, and the kitchen had everything. Beyond the kitchen there were toy boxes, toy musical instruments, games for adults and kids - everything you could want. It feels like a real home, not a ski lodge.

  • Jon W.

    Submitted Aug 24, 2025

    Stayed Aug 8, 2025

    Villa Favorita (named by the wife of an earlier owner) is an elegant, 11-BR turn-of-the-20th-century Victorian mansion on 25 wooded acres. It was perfect for our remembrance family reunion, with 16 of us staying in the house. The capstone of the reunion was an outdoor lunch for 33 of us. The house has plenty of character and a bit of funk. All appliances worked well, kitchen is updated and extremely well equipped, there is a spare refrigerator/freezer in the basement, which proved most helpful. We rented tables, chairs, dishes, and created an outdoor setting that wowed and pleased everyone. Excellent photo backdrops abound. And there were no flying insects at all!All involved were wonderful, efficient, accommodating - the two owner-brothers (one living in another house on the property and managing the site), and the caretaker - from whom we bought fresh laid eggs. There were toys galore for the younger set, and a music room with a well-tuned piano and guitars. Our only regret: we did not have time to enjoy the above ground pool and hike the paths through the property. And oh, very convenient to Stockbridge, Lee, and Great Barrington for all our grocery, baked needs - with excellent quality.We could not imagine finding a better - and well priced - location for a family reunion.

  • John C.

    Submitted Dec 17, 2024

    Stayed Dec 13, 2024

    This was a perfect stay for our group. The house and area were lovely and our hosts were courteous. Loved and and will be looking to book again for future events.

  • molly z.

    Submitted Dec 12, 2024

    Stayed Dec 5, 2024

    We stayed in Villa Favorita for a large 40th birthday celebration. We comfortably fit 15 adults for a multi-night stay as well as hosting the chef and team we brought in for a catered dinner. The house is well equipped for large celebrations with plenty of sleeping space and plenty of communal space and seating. Ben and Lisa on site were helpful with any needs we had while we were there and Dan was extremely communicative and helpful via chat during the planning stages. If you and your friends or family are looking for a cozy Berkshires retreat this is a great option.

  • Eric L.

    Submitted Dec 2, 2024

    Stayed Nov 27, 2024

    Between children and adults we were close to 30 for our annual Thanksgiving reunion. We are a group that enjoys cooking and catching up while doing meal prep. We usually bring a lot of our own kitchen equipment, plates and silverware. This year we could have left most of it home. This kitchen was the best equipped and supplied of any we have ever rented on VRBO by far. But it was more than just the kitchen that was well supplied. It was the whole house! Ben, the host’s brother, grew up in the house and lives next door. Ben answered any questions and shared family lore. The Northrup family still gets together in the house for Christmas holidays. From the artwork on the walls (painted by the Northrup family matriarch) to the many objects on the shelves and in the drawers, one has the warm feeling of sharing the residence of an old family friend. While the website photos are accurate, we were surprised at how large the rooms actually are. In fact the whole house exceeded our expectations.

  • Brian W.

    Submitted Nov 9, 2024

    Stayed May 31, 2024

    More charm at this property then you can see on the listing. It exceeded our expectations for a small family reunion! Highly recommend!!

  • Farley U.

    Submitted Sep 12, 2024

    Stayed Aug 30, 2024

    We fell in love with Villa Favorite the second we drove onto the property, and that was just the beginning. Everything was perfect for our big, eclectic group -- the bedrooms, the many bathrooms, the kitchen, the eating spaces, the little pool, the swings, the tether ball, the porches.... The hosts were wonderful as well. We will be back for sure!

  • Aimee S.

    Submitted Mar 6, 2024

    Stayed Feb 23, 2024

    This experience was the best we could have asked for to have our family all together to celebrate my mom's 60th birthday! Dan, Lisa and Ben were all extremely kind, considerate and helpful. The house was absolutely gorgeous with so much space for all of us and our activities! I certainly hope we have another opportunity to stay at this beautiful Villa!

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Total

Includes taxes and fees
$970+
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