EXCELLENT
Based on 233 reviews
Posted on Airbnb![]()
Ginger2026-08-30Verified
The home is in a gorgeous location. Peaceful and surrounded by fields of gold.The house itself is over 200 yrs so it’s definitely rustic. Both the bedrooms and the bathrooms were very clean and comfortable.Thomas, the host, was extremely responsive and kind. He even brought us a cup of flour for our pizzas. All in all, we 5 ladies and my dog had a great time.Posted on Airbnb![]()
Carol2026-08-21Verified
Beautiful private grounds, fascinating old farmhouse, with lots of room. Our host was proactively helpful with directions. The house provided for all our needs. Our stay was brief, but I wished it could have been longer. We all (5 couples) enjoyed our stay, although 2 couples felt that their beds could use replacing. Other than that, this was a wonderful accommodation for our time together, in the beautiful Berkshires. Many thanks to Thomas, our host!Posted on Airbnb![]()
Martha2026-08-17Verified
Our family stay at Roscroft was perfect. We all loved the authentic charm of this unique, meandering farm house. The many rooms and three floors were fun to explore, and our grandchildren each found their own perfect place to sleep. This gracious house is simply organized and complete with anything you could possibly need. The grounds were tree lined, bird and butterfly filled and private, all is well kept with a rambling brook that wraps around the back. We loved the fire pit, and used the grill. Thomas was only a text away, at the ready with any questions we had. It is the perfect location for a large family to spend time togther. Thank you Thomas!Posted on Airbnb![]()
Schuyler2026-08-10Verified
The place is rustic and that should be expected but it’s a phenomenal stay. An interesting house with great history and character. Would absolutely stay again. Super well equipped for a big group.Posted on Airbnb![]()
Jacob2026-08-02Verified
Overall the stay was great. Amazing place in nature with a creek running through the backyard. Awesome for a family get together. The one slight trouble came from the house having a lot of stairs, which were difficult for some of the family. Otherwise it was a great time with a great host.Posted on Airbnb![]()
Deb2026-07-27Verified
The house is a beautiful old country farm house - an historic gem, well stocked and definitely as advertised! We had a fabulous family reunion at Thomas's Estate, comfortably filling the house with 13 people (11 adults and 2 kids). Thomas was incredibly attentive to questions, and immediately brought extra blankets when the temps dipped. The house has multiple vintage rooms for sitting and visiting. The porch was awesome for coffee, drinks, and sharing time together. There are 3 staircases, a couple spiral ones, and we all enjoyed exploring this house, being mindful of the steps.The issue that concerned my family, was not related to Thomas' home at all, but ratherAirbnb price increases with any additional person added- that is, even with the rental of this entire house, each person adds an additional cost to whatever the base rate is, which we had not experienced with previous rentals. We would definitely love to return, and would highly recommend Thomas's beautiful home.Posted on Airbnb![]()
Pam2026-07-19Verified
The grounds are spectacular--secluded, lush, scenic, peaceful. The house was large enough for everyone in our reunion group to have their own room (7 people!). I live locally and did not stay over, but everyone said their beds were very comfy! There apparently was an electrical outage one evening while we were out, and Thomas was sure to let us know about it, though power was on by the time we returned.The many choices of communal spaces, both indoor and out, really enhanced our reunion. The kitchen is VERY well-equipped.Posted on Airbnb![]()
Sean2026-07-12Verified
Incredibly beautiful property with an amazingly well cared for old farmhouse. The property and house were so fun to explore. House was super well stocked with everything we needed for our stay.Posted on Airbnb![]()
Jim2026-07-05Verified
we had a great family & friends weekend! the house was perfect, just as described. Tom was very responsive and welcoming. we enjoyed a couple great local restaurants and access to Williamstown is quick and easy. kids loved the yard and exploring the brook nearby. highly recommend for a large family gathering.Posted on Airbnb![]()
Brian2026-06-14Verified
This place is a heaven on earth! Sitting on the covered porch drinking coffee in the morning was heavenly. The rooms are fully furnished, beds comfortable and clean. The kitchen (there are TWO!) are great to work in and offer all the amenities you'd expect. We were greeted with kindness. We will definitely stay again- and recommend it to anyone who has a large family or group and need a getaway.Verified by TrustindexTrustindex verified badge is the Universal Symbol of Trust. Only the greatest companies can get the verified badge who has a review score above 4.5, based on customer reviews over the past 12 months. Read more
Dream Venue
Incredibly unique and flowing with natural beauty in every direction, Greylock Valley Estate is an idyllic weekend-getaway and a dream-come-true wedding venue, ideal for:
special events
private bookings
short-term rentals
vacations
weekend retreats
Surrounded by nature at the foot of the highest mountain in Massachusetts, you can easily explore the various trails for hiking or mountain biking. You can also head into town for sightseeing and cultural events like the Clark Art Museum, MassMoCA, Lakeview Orchards, Horseback Riding, and The Apple Barn.
Weddings
& Events
Greylock Valley Estate hosts an incredible outdoor wedding experience, taking care of everything you might need for your special day, including catering, tent services, live music, photography, and private suites.
Short-Term Rentals
Rosecroft, the main house, consists of eight bedrooms and three bathrooms, with many of the features of its over 200-year heritage left intact. The Sheep Barn overlooks the property from its perch on the north side of the meadow. The Carriage Barn has a total living area of 1,056 sq. feet and features two apartments on the ground floor.
History, Renovated
Greylock Valley Estate is one of the oldest homesteads in Northern Berkshire County, consisting of the original farmhouse, two barns, and other farm buildings dating back to the 1700’s when it was a working farm. Over forty years ago, the barns were converted into places for people to stay, and the main house, Rosecroft, is wonderfully restored.
