Great Barrington is home to this holiday home. Mahaiwe Performing Arts Center and Chesterwood are local landmarks, and the area's natural beauty can be seen at Monument Mountain and Monument Mountain Reservation. Travelling with kids? Consider Berkshire Botanical Garden and Lenox Arts Center.
Monument Mountain Reservation - 16 min walk - 1.4 km
Ski Butternut - 9 min drive - 9.2 km
National Shrine of the Divine Mercy - 14 min drive - 11.0 km
Tanglewood Music Center - 23 min drive - 22.3 km
Getting around
Pittsfield Intermodal Transportation Center - 31 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 29 min drive
Restaurants
McDonald's - 4 min drive
Café Holli - 6 min drive
Cumberland Farms - 5 min drive
Marketplace Kitchen Table - 4 min drive
Berkshire Mountain Bakery - 3 min drive
Frequently asked questions
Is Twin Maple Farm: Charming Modern Farmhouse pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Twin Maple Farm: Charming Modern Farmhouse?
As of 25 Oct, 2026, prices found for a 1-night stay for 2 adults at Twin Maple Farm: Charming Modern Farmhouse on 31 Oct, 2026 start from S$1,396, 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.
How much is parking at Twin Maple Farm: Charming Modern Farmhouse?
On-site parking is available at the property.
What time is check-in at Twin Maple Farm: Charming Modern Farmhouse?
Check-in begins at 4:00 PM.
What time is check-out at Twin Maple Farm: Charming Modern Farmhouse?
Checkout is at 11:00 AM.
Where is Twin Maple Farm: Charming Modern Farmhouse located?
This family-friendly Great Barrington holiday home is within a 15-minute walk of Housatonic River, Monument Mountain Reservation and Monument Mountain. Art et Industrie is 2.6 mi (4.1 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great house for a family that had two kids under 10 and 4 adults over 70. Good access to outdoor activities and easy to get into town. The farm store on the corner is a bonus. The owner was most gracious and very helpful. We'd stay there again.
Place was large, very clean, well equipped with all comforts. Host was very helpful and communicative. Large beautiful property. Horses in barn in the back were fun to visit. Would rent again anytime.
Saiid was a wonderful house. He was great introducing the kids to the animals on the property on our first morning. The house itself is just as advertised. It’s spacious and in a great location. It had everything we needed for meals and was spotless when we arrived. We had a great visit!
Loved my experience staying at this quaint and well appointed farmhouse. The hosts were incredibly responsive to any of my requests and the house was clean and well stocked with everything I needed. The market down the street was convenient for snacks and grocery items and the back patio was perfect for after work cocktails. This is a great spot for a couple or family looking to get out of the city and experience Fall in the Berkshires.
We recently had a wonderful stay at Twin Maple Farm. The home was spacious, beautifully appointed, and incredibly comfortable. We were seven adults traveling together, and the layout was perfect for our group. The shared spaces (living room, kitchen, and dining area) were open, inviting, and ideal for spending time together. The kitchen was well stocked with everything we needed and more. And the location was perfect; close to several ski resorts and lots of food/dining options.Our host, Saiid, was outstanding — extremely communicative and responsive; answering every question quickly. He made the entire process seamless.We would not hesitate to book this home again and highly recommend it to anyone considering a stay.
Beautiful farmhouse in a wonderful location. Great, family friendly home with everything you need to be comfortable. Very family friendly location with big beautiful backyard. Couldn’t ask for more. Stayed for a Fall long weekend with friends and three children. Cozy, clean and very comfortable. Hosts are easy to contact, available and accommodating. Will surely return.
Our third autumn visit to this charming, light filled home in the Berkshires. Clean, bright and comfortable in a peaceful spot, yet minutes to downtown Great Barrington. Stockbridge and Lenox a quick ride away and the best market a walk down the road for morning treats! The most lovely hosts always at the ready to answer any questions or share a favorite spot. See you next year!
We thoroughly enjoyed our stay at the Twin Maple Farm house this past weekend. The home was extremely clean and well appointed. It was a close walk to wonderful farm store which carried amazing produce and dairy. It was also a short drive to both great barrington and west Stockbridge - both of which we enjoyed to stroll through and shop. The property manager was not only extremely friendly but knowledgeable about the area and gave us wonderful advice regarding restaurants, etc. We couldn’t have been happier with our stay or our experience.
Thanks so much!
I highly recommend this house! My family and my friends family met here for New Year’s Eve weekend. The hosts were fantastic! And the house was a perfect location, clean and easy place to stay. We were 6 people but needed 4 rooms; the 3 bedrooms with full size beds are great but the one with bunk beds was a bit uncomfortable. If not for that, I’d have given them a 5 star review for sure! If your kids will be sleeping in there, it’s probably fine. It’s just not a room for adults.That said, I was very happy with the way they handled my complaint. They are truly a lovely couple!
Stayed 4 nights in Dec 2025
Response from VrboOwner on 6 Jan, 2026
It was great getting to know you, Helen! We look forward to your next trip to Great Barrington. We always appreciate feedback and are shopping around for a new mattress!
Twin Maple Farm was a lovely place to stay in Great Barrington. Hosts were kind and helpful, the house was spotless, and the property was beautiful! We would definitely come back!
The farmhouse is absolutely beautiful! A...I can't give it enough pluses! Very comfortable, very clean, tastefully decorated. Both bathrooms are spacious as are all 4 bedrooms. Closet space is plentiful. New kitchen appliances with perfectly organized utensils, dishes, etc. Mini splits in living room, master bedroom, and upstairs made for comfortable temps. Great location and easy to locate. We would stay here again!
My 3 friends and I stayed here for a girls get away in the Berkshires. It was clean, comfortable with a fully stocked kitchen, hardwood floors and nicely appointed furniture. Great light/windows (and one is stained glass!) Owners left excellent instructions and available for questions while also giving us our privacy. I would happily rebook this property!
Our second year back to this beautiful home in Great Barrington! A beautiful setting on a quiet street that is close to absolutely everything fun in the Berkshires. The house is comfortable, light filled, always spotless and has wonderful hosts that are always eager to share tips for everything in the area. We will definitely be back for a third visit! Monument Mountain is right around the corner, which is great for hiking. Taft Farms is just at the end of the street, where we always find way more goodies than we are looking for! :)
The house is lovely and beautifully renovated. Our group consisted of 6 adults. There was plenty of room for everyone to spread out and relax. The pastoral setting is beautiful, yet you’re only a short drive to restaurants and shops. The owner was wonderful to deal with and was very responsive to any questions we had. Loved our stay!
Our family had such an amazing time at this property. It was the best Vrbo listing we actually every stayed at - better than described, so clean, had everything for cooking you’d need. The house is a 5 minute drive to town, and if you have little kids they’ll love the animals in the backyard and a short walk away at Taft Farms. So great!
The place was just as described. The owners live very close but were not at all intrusive - just there when needed. The main bedroom on the first floor has terrific morning light and great views. Taft Farm is super close and easily walkable. Great Barrington is a short drive. And, of course, the animals are a super special addition. We will be back!
My family and I had a wonderful time at Saiid and Sera’s pristine property in the Berkshires. The location was wonderful and the hosts were the best! Puzzles and games galore plus an actual pony on property had my 5 year old giddy. Thank you again for helping us craft such lovely memories.
This farm house is comfortable, immaculately clean and nicely furnished. Windows across the downstairs master give lovely meadow views.
Our grandchild loved feeding apples to the rescue horse, donkey and pony. Less than a 5-minute walk away is Taft's deli with good local sausage, produce and sandwiches. Great hiking is very close, too.
The host is remarkably helpful with suggestions.
Beautiful spot in the Berkshires…we loved absolutely everything about this beautiful property. Pictures don’t do justice to how charming it is! Filled with light and immaculate. Taft Farms down the road has everything, and we fell in love with the animals on the property. Flag Rock hike in walking distance and worth it! Take Willow’s trail to Flag Rock and great view. We will definitely be back! Super lovely hosts. hosts.