5-bed Colonial Berkshires Farmhouse, aka Grandaddy's House, Family Friendly home

New Marlborough, Massachusetts
$985 avg/night
Minimum Stay 3 Nights
Bed 5

Bed

Bath 3

Bath

Home Country House

Property Type

Sleep 11

Max Sleeps

Night 3 nights

Min Stay

Renovations just finished on this unique home, that originally dates to the 1700s. Great for families and big groups, with space to spread out, inside & out. Charming historic details include stone fireplaces, bay windows, a 3-season room, and a dedicated library. Newly modernized kitchen and updated bathrooms. 5 bedrooms, including a kids' bunk room. Set in a very remote, quiet location, but a quick drive to New Marlborough or Great Barrington. The large in-ground pool is targeted to beopen by July.

ABOUT THE HOUSE:
Downstairs: the space has plenty of room to hangout and entertain, including 3 fireplaces. Large 'great room' with flat-screen TV and large fireplace, and comfortable seating for the whole group. The dining room seats 8-12. The kitchen is open to the breakfast nook, which has an additional indoor fireplace and banquette seating. The library has lots of books, and pocket doors that close to make it a dedicated, quiet office space. There's a 3-seasons room with a 3rd fireplace and sliding glass doors that look over the stone back patio and the backyard. There is also a large mud room, directly accessible from the kitchen & outside, perfect for all your ski or summer gear and with a brand new washer/dryer.
Upstairs: on one side, you'll find 3 bedrooms including 2 with king beds and 1 with a queen bed. On this side, there is also a full bathroom. In the other wing of the upstairs is the other king-size bedroom, the bunk room, an additional full bath, and a small powder room. There is also a large walk-in closet that's been converted to a flex space to be used as an office or baby room with a crib. The layout of the two wings makes it easy for multi-families or groups to share and have their own space. Each bedroom has new mattresses, linens, and blackout shades.

OUTSIDE:
The backyard is large and overlooks the pool. The pool is large, fully fenced in, and is not heated. Pool will be open mid June to at least mid September for 2023. There's a wraparound driveway that surrounds the property, perfect for kids to bike or scoot in, and a basketball hoop. Yard is not fenced.

AMENITIES:
This house is set up for the owners' multi-generational family, and you'll find plenty of amenities that you're welcome to use. Plenty of books, board games, and puzzles. The kitchen is fully stocked. For kids, there are cribs and all the other baby gear you'd need as well as toys, games and outdoor equipment like scooters, pool toys and more.

THE AREA:
There are great places all around the Berkshires to enjoy fishing, hiking, boating, swimming, kayaking, trail running, mountain biking, camping, skiing, sledding, skating, and more. The Berkshires is a center for music and dance (Tanglewood, Yale Music School), theater (Shakespeare & Company), arts and local craft (downtown Great Barrington, farmers markets), dining (many exceptional local and farm-based restaurants), and hospitality (Inn on the Green, Gedney Farm, Red Lion Inn, etc.). There are no Ubers or Lyfts or taxi services. Cell reception can be spotty at best. Wifi is available in most cafes and stores.

Located in the small village of Southfield, this house is just a 2 minutes drive from a lovely general store called the Southfield Store. It's also conveniently located to Butternut Mountain, Great Barrington, and Stockbridge. The perfect launchpad for whatever you'd like to do in the Berkshires -- antiquing, hiking, skiing, lakes or more. Explore the cute downtowns of the various towns nearby and then come back to the quiet and peaceful village of Southfield!


OTHER THINGS TO NOTE:
The house is in a rural country area - there is limited cell reception, and the area can be prone to power outages. Many areas of the home were recently updated, and renovations were completed in 2023. However, this home still has many of the original historic elements that may make it unsuitable for some guests. Examples- the staircases are steep, 2 of the bedrooms upstairs and the powder room have sloped / low ceilings, slate patio on the back deck is not fenced, and would not be suitable for unsupervised toddlers. Please read the house rules and note the descriptions in the photo captions, and reach out with any questions or concerns you might have, prior to booking.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • MORE

    At Least 80% Of Food Locally-sourced Beach Towels Games Smoke-free Property Desk Desk Chair Dryer Fireplace Private Pool Recycling
  • OUTDOOR

    BBQ Grill(s) Firepit Garden Outdoor Furniture
  • INTERNET

    Available In All Rooms: WiFi
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Bike Parking Bike Storage Hot Tub Outdoor Pool
  • ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. This Property Does Not Have Elevators Upper Floors Accessible By Stairs Only
  • GUEST SERVICES

    Laundry Facilities
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Kitchen Laundry Facilities Microwave Outdoor Pool Refrigerator Travel Crib
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    3.5 Bathrooms Bathtub Or Shower Shampoo Soap Toilet Paper Towels
  • ENTERTAINMENT

    Smart TV
  • OUTDOOR SPACE

    Deck Or Patio
  • FOOD AND DRINK

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Ice Maker Kitchen Lobster/crab Pot Microwave Oven Refrigerator Spices Stovetop Toaster

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 11

Map Map

School District Availability

Review Review

  • Howard M.

    Submitted Aug 23, 2025

    Stayed Aug 16, 2025

    What a perfect place for a family get away! House was exactly as described and comfortable for our family of 3 couples and 3 grandchildren (2, 5, and 7). Our small dog enjoyed himself as well. One small problem with the internet was dealt with by host immediately and professionally. Old house with some tilted floors but lovingly maintained. Will consider renting again.

  • Antonio G.

    Submitted Aug 10, 2025

    Stayed Aug 2, 2025

    The house was great - exactly what we expected. And our host was amazing, very responsive, and a great communicator!

  • Nickolas R.

    Submitted Jul 1, 2025

    Stayed Jun 13, 2025

    My family had a wonderful week at this property. The scenery was beautiful. The kids loved the hot tub and the pool. We love to play board games and build puzzles; this place had plenty of places to sit and spend time together. We recommend this place!

  • Lisa M.

    Submitted Jan 5, 2025

    Stayed Dec 23, 2024

    5 stay! This charming and cozy farmhouse was so welcoming and well appointed! It was the perfect spot for our family for Christmas. We had 10 adults and a baby and had all the space we needed - lots of cozy spots for stories, puzzles, gifts, drinks, meals, etc. We loved it and have wonderful memories (and photos!) to cherish!The Marr Family

  • Chris M.

    Submitted Dec 18, 2024

    Stayed Nov 25, 2024

    Our Thanksgiving stay at this property was absolutely magical. The home strikes a perfect balance between cozy comfort and elegant amenities. The kitchen is truly stunning - it became the heart of our holiday celebrations, while multiple fireplaces throughout created warm, intimate spaces for our family to gather and relax.The location is ideal - nestled in beautiful surroundings with excellent hiking trails nearby, yet just a convenient 20-minute drive to fantastic restaurants and shopping in town. It provided the secluded vacation feel we were looking for while keeping all amenities within easy reach.Special mention must go to Blythe, whose outstanding customer service made our stay even more memorable. Her attention to detail and responsiveness were exceptional. We're already looking forward to exploring your other properties!A perfect family getaway that exceeded our expectations in every way!

  • Elena S.

    Submitted Oct 20, 2024

    Stayed Oct 13, 2024

    We absolutely loved our stay in Blythe's home. The fall colors were on full display and the house was exactly as pictured, except even nicer and more spacious in person. The house is full of character and is beautifully renovated and decorated. It served as a wonderful location for our intimate wedding, where we held a ceremony in the backyard, used the porch for a cocktail hour, comfortably sat 10 around the dining room table, and danced in the living room. The kitchen was well stocked for cooking large meals with our group. I would definitely recommend staying here!

  • amy r.

    Submitted Jul 18, 2024

    Stayed May 24, 2024

    Beautiful old house with lots of updated amenities and character. Definitely feels remote, and we saw 3 bear cubs during our Memorial Day long weekend. Blythe was great to work with and provided all the information we needed. Our group was 3 couples with 4 young kids and everyone had plenty of room and their own bathroom and more! The window AC units provided what we needed on some pretty hot days. The only thing that was not perfect was the family room. We like to have movie nights and while the styling was on point, it’s not the coziest sofa and set up. The forced perspective of the work on the mantel was a little disorienting so we didn’t really watch anything (except Trolls for the kids, haha). Instead, we sat on the screened porch, chatting and enjoying the sounds of nature. We took a trip into the nearby town (about 30 min drive) and found great food and nice shopping. Overall a great stay!

  • Nancy E.

    Submitted Jul 17, 2024

    Stayed Jul 7, 2024

    Our family of 6 adults and 2 kids under three had a great week. The space is comfortable, clean and bright. The kitchen has all the amenities you need. The yard and pool added to the experience! Thanks Blyth!

  • Meaghan P.

    Submitted Feb 16, 2024

    Stayed Feb 8, 2024

    We had the absolute pleasure of hosting our family and friends for our very small cozy wedding and everything was perfect. The house was gorgeous, very well stocked, super comfortable and tastefully designed. The fireplaces were so nice to sit by, the kitchen was amazing and the bedrooms were very comfortable. Our hosts were so lovely and easy to communicate with, was everything we hoped for and more! Would LOVE to come back to experience this property in the summer.

  • Submitted Nov 25, 2023

    Stayed Nov 22, 2023

    The house was beautiful and comfortable for our extended family Thanksgiving weekend. Communication with owner was great. Home easily accomodated all our needs. Great stay!

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Total

Includes taxes and fees
$985+
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