See all properties
Entire home·Private host

Historic Stockbridge Villa on 25 acres sleeps 23

Choose dates to view prices

Photo gallery for Historic Stockbridge Villa on 25 acres sleeps 23

Exterior
Outdoor pool
Exterior
11 bedrooms, desk, iron/ironing board, free WiFi
Dining

Reviews

10 out of 10
Exceptional

Entire home

11 bedrooms7 bathroomsSleeps 22557 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

View in a map
Stockbridge, MA
  • Place, Lenox Arts Center
    ‪8 min walk‬
  • Place, National Shrine of the Divine Mercy
    ‪7 min drive‬
  • Place, Tanglewood Music Center
    ‪12 min drive‬
  • Airport, Westfield, MA (BAF-Barnes Municipal)
    ‪48 min drive‬

Room options

Similar properties

Smart TV
Gilbert Ski Chalet | 3 min to Catamount!
Egremont
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
5.0 out of 5, Exceptional, 5 reviews
Gilbert Ski Chalet | 3 min to Catamount!

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Stockbridge Villa on 25 acres sleeps 23

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.
During your stay at this vacation home, you're just a quick walk from Lenox Arts Center. You'll find features like an outdoor pool and laundry facilities. The vacation home includes amenities such as free WiFi and a private pool.
  • Air-conditioned home with private pool, kitchen, and washer/dryer
  • Free WiFi
  • Take a swim in the outdoor pool
  • Amenities include laundry facilities
  • Onsite recreation includes a sauna and a playground
  • 8 minutes by foot from Lenox Arts Center and a 3-minute drive from Berkshire Theatre Festival
This vacation home offers its guests an outdoor pool and a sauna. The family-friendly vacation home also features barbecue grills, a garden, and laundry facilities.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Pool/Spa

  • Outdoor pool
  • Private pool
  • Sauna

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 11 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 6.5 bathrooms
  • Bathtub
  • Bathtub or shower
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • Books
  • Games
  • Music library
  • Piano
  • Smart TV
  • Stereo
  • Video games
  • Video library

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washer/dryer

Work spaces

  • Computer monitor
  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • In-room accessibility
  • Wheelchair accessible (may have limitations)
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In the mountains
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • On a lake
  • On a river

Things to do

  • Table tennis
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rock climbing nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 6,000 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

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.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings, birthday parties, weddings

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 50
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
Property Registration Number C0278992830

Historic Stockbridge Villa on 25 acres sleeps 23 Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 18 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Amy M.

Liked: Cleanliness
Great home, warm and welcoming!! Hosts were great! Very attentive, enjoyed meeting Lisa. Plenty of room for our gathering, accommodations were excellent!
Stayed 2 nights in Jan 2026

10/10 Excellent

David S.

Liked: Cleanliness
House is awesome plenty of bedrooms and bathrooms lots of antique furniture and books. Kitchen loaded with all u need .
Stayed 2 nights in Dec 2025

10/10 Excellent

Eric L.

Liked: Cleanliness
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.
Stayed 4 nights in Nov 2025

10/10 Excellent

Jon W., Cape Cod

Liked: Cleanliness
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.
Outdoor Table Setting for our Reunion Luncheon
Stayed 3 nights in Aug 2025

10/10 Excellent

John C.

Liked: Cleanliness

Cozy and Comfortable

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.
Stayed 2 nights in Dec 2024

10/10 Excellent

molly z.

Liked: Cleanliness

A Perfect Celebration Space

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.
Stayed 4 nights in Dec 2024

10/10 Excellent

Eric L.

Liked: Cleanliness

4 Day Thanksgiving Family Reunion

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.
Stayed 4 nights in Nov 2024

10/10 Excellent

Brian W.

Liked: Cleanliness

Charm in the Berkshire’s

More charm at this property then you can see on the listing. It exceeded our expectations for a small family reunion! Highly recommend!!
Stayed 2 nights in May 2024

10/10 Excellent

Farley U.

Liked: Cleanliness

a wonderful weekend

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!
Stayed 2 nights in Aug 2024

10/10 Excellent

Eric B.

Liked: Cleanliness

Magical weekend

Stayed 3 nights in Feb 2024

10/10 Excellent

Aimee S.

Liked: Cleanliness

Wonderful!

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!
Stayed 2 nights in Feb 2024

10/10 Excellent

Jane B.

Liked: Cleanliness

Perfect for families!

This home is comfortable, extremely well-equipped and in a beautiful location. It's handy to both Stockbridge and Lenox. Communication with the host was excellent. Wish we could have stayed longer!
Stayed 2 nights in Dec 2023

10/10 Excellent

Rachel N.

Liked: Cleanliness

A wonderful home for families

This is a home that loves to be filled with family. There is ample space for hanging out, recreation, and conversation. The kitchen is welcoming and well stocked for cooking for many or just a few. There are spacious bedrooms and many with their own or a shared bathroom which makes accomodations comfortable. There are also sleeping spaces on the ground floor for those who may have difficulty with stairs. With a well stocked library, a small pool, a most excellent ping pong table and many musical instruments, it is a home where any groups can enjoy time together, and still have beautiful spaces for solitude and quiet contemplation. The grounds are lovely and worthy of exploration. Not modern, the house has the gracious air of a home that was built well, and meant to give space to create happy memories for ages. Grateful for our stay and to the hosts for sharing this home with us and others.
Stayed 2 nights in Aug 2023

10/10 Excellent

Bill H.

Liked: Cleanliness

Perfect for multiple families

We were 19 people - five families having a reunion. The property was really perfect for such a large group. Plenty of well furnished bedrooms. Multiple large tables for communal meals. We cooked all our meals at the house and the kitchen was well stocked. The house is in a beautiful secluded location.
Stayed 2 nights in May 2023

10/10 Excellent

Sam S., Brooklyn, NY

Liked: Cleanliness

Wonderful Experience in Stockbridge

My friends and I were looking for big, cozy, family friendly home to catch up and Villa Favorita delivered! The house was exactly as advertised, clean and cozy, with a fully supplied kitchen that allowed us to make some great family dinners. The hosts are wonderful, very friendly people who communicate well and made getting in and out of the house very easy. 10/10 would go back again!
Stayed 3 nights in Dec 2022

10/10 Excellent

roanne k.

Liked: Cleanliness

Lovely Stockbridge experience

The house is a great old gal! Spacious and lovely. Our family is quite large and we all felt like there was enough privacy and rooms where we could comfortably congregate. The hosts were super responsive and I highly recommend staying here!
Stayed 4 nights in Nov 2022

10/10 Excellent

Wendy C., Ann Arbor, MI USA

Liked: Cleanliness

Room for everyone, great for family retreat

We gathered four generations under one roof and everyone was happy! This well loved and cared for property enchanted all of us. We spent hours playing indoors and out. There are ample activities in the region for everyone, but we just enjoyed our time together. We hope to return in the future.
Stayed 3 nights in Oct 2022

10/10 Excellent

Miguel B.

Liked: Cleanliness

Wonderful home, grounds and hosts!

16 of us had an incredible long weekend at Villa Favorita. Dan and his family were responsive, generous and friendly hosts, and we felt at home the moment we stepped inside. The house itself is a marvel of history and ambiance, and the grounds are picturesque and extensive. We never felt compelled to even leave the premises, everything we came to New England for was right there at our fingertips.
Stayed 3 nights in Oct 2022