Historic Stockbridge Villa on 25 acres

Photo gallery for Historic Stockbridge Villa on 25 acres

KITCHEN
A covered outdoor dining area with a long wooden table and chairs, surrounded by windows and plants.
A modern kitchen with a large island, double ovens, and a dining area with a table and chairs.
A cozy living room with a wooden floor, a sofa, a coffee table, and a bookshelf.
A lobby with a staircase, a fireplace, and a desk with a vase of flowers.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.

Popular amenities

  • Porch or veranda
  • Private pool
  • Kitchenette
  • Toys
  • Free Wi-Fi
  • Barbecue

Explore the area

View 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)
    ‪47 min drive‬

Rooms & beds

11 bedrooms (sleeps 16)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed and 1 Child Bed

Bedroom 3

1 Queen Bed, 1 Single Bed and 1 Crib

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed and 1 Single Bed

Bedroom 6

1 Queen Bed and 1 Single Bed

Bedroom 7

1 Queen Bed and 1 Single Bed

Bedroom 8

1 King Bed and 1 Single Bed

Bedroom 9

1 Single Bed

Bedroom 10

1 Single Bed

Bedroom 11

1 Single Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo

Bathroom 2

Soap · Towels provided · Toilet

Bathroom 3

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 4

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Bathroom 5

Soap · Towels provided · Bathtub or shower · Shampoo

Bathroom 6

Soap · Towels provided · Bathtub · Toilet · Shampoo

Bathroom 7

Soap · Towels provided · Bathtub or shower · Shampoo

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Separate dining area
Number of living rooms
Outdoor play area
Garden
Dining area

Add dates for prices

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10.0 out of 10, Exceptional, (1 review)
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About the area

Stockbridge

Located in Stockbridge, this villa 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 cycling and horse riding nearby.
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Map
Stockbridge, MA

What's nearby

  • Lenox Arts Center - 8 min walk - 0.7 km
  • The Mount - 5 min drive - 5.0 km
  • 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 4 Nov 2026, prices found for a 1-night stay for 2 adults at Historic Stockbridge Villa on 25 acres on 6 Nov 2026 start from AU$2,325, 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 villa 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 22 out of 22 reviews
Rating 8 - Good. 0 out of 22 reviews
Rating 6 - Okay. 0 out of 22 reviews
Rating 4 - Poor. 0 out of 22 reviews
Rating 2 - Terrible. 0 out of 22 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our extended family (multiple couples, one 91 year old and 2 toddlers) spent a long weekend here for a family wedding in Lenox. The property was perfect- lots of bedrooms and bathrooms, generously sized gathering places, beautiful porches, well-equiped kitchen, and plenty of musical instruments for the kids. We thoroughly enjoyed ourselves.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Response from VrboOwner on 15 Oct 2022
Having such a great group appreciating our place makes us doing this really worth it.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great charming home with lots of bedrooms and lots of tables.
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Magical weekend

Stayed 3 nights in Feb 2024
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