Welcome to the Country Castle! This expansive home, boasting 7000 square feet, sits on 20 private acres less than five minutes (~2-miles) from downtown Great Barrington. It is also ~10-12 minute drive (~6 miles) to either Butternut or Catamount for a day on the slopes. The home is extremely private yet convenient to all Berkshire amenities. You can also meander from the backyard directly onto multiple hiking and snowshoeing trails to enjoy for hours.
The space: Set back from the road on 20 acres, a half mile long driveway leads you to this fabulous property with plenty of parking for your whole group. The main living space is open concept and is bathed in sun light and includes a large wood burning fireplace, connecting the kitchen, living room and dining room, creating the perfect space for a memorable occasion. The back deck is equipped with a BBQ and ample seating.
Perfectly designed with multiple rooms to stretch out and share time with family and friends. Amenities include an entertainment room with 75” TV and theater seating, pool table, and 9 foot tabletop shuffleboard game. A complete chef’s kitchen for the culinary enthusiast, equipped with stainless steel Viking appliances and all cooking essentials. A small gym with peleton style bike and weights. The residence includes a fire pole, drawing room, and meditation space accessed by a ladder in the main living room. There is also a large elevated deck located off of the main living space as well as a lower deck with a small fire pit and even more seating. Multiple offices allow for remote work away from your group during your reservation.
Six bedrooms and three baths, with plenty of private spaces to rest after a long day of exploring. The primary bedroom includes a king sized bed and full bath. Bedroom 2 and 3 both have queen sized beds and are connected with a Jack and Jill bathroom. Additionally bedroom 2 has a trundle bed, providing two single mattresses. Bedroom 4 and 5 both have queen sized beds, and share a bathroom in the hall. Bedroom 6 is accessed by a circular staircase and has connected twin beds. perfect for the little ones.
Guest access: Guests will have complete access to the home, except for the plunge pool and the garage.
Other things to note: This home has stairs throughout and might not be satisfactory for guests that are disabled.
We allow 2 well behaved dogs, and charge a $100 fee for either 1 or 2 dogs. Please include your pet when making your reservation.
No cats please.
We offer monthly discounts. Please make a booking inquiry for monthly rates as they vary through the seasons.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
Important information
You need to know
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0146991130
About the area
Great Barrington
Located in Great Barrington, this holiday home is in a rural area. Ski Butternut and Catamount Ski Area are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Jug End State Reservation and Monument Mountain. Mahaiwe Performing Arts Center and Lenox Arts Center are also worth visiting. Take some time off to enjoy the winery tours and health/beauty spas in the area, or get some fresh air with adventures like hiking and mountain biking nearby.
W.E.B. Du Bois Boyhood Homesite - 6 min drive - 3.6 km
Great Barrington Historical Society & Museum - 7 min drive - 4.6 km
Housatonic River - 7 min drive - 5.0 km
Mahaiwe Performing Arts Center - 8 min drive - 4.6 km
Housatonic River Walk - 8 min drive - 5.0 km
Getting around
Pittsfield, MA (PSF-Pittsfield Municipal) - 44 min drive
Restaurants
Cumberland Farms - 8 min drive
Café Holli - 8 min drive
Dunkin' - 6 min drive
Café Rena - 7 min drive
Patisserie Lenox - 7 min drive
Frequently asked questions
Is Country Castle-Complete privacy-minutes from town pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at Country Castle-Complete privacy-minutes from town?
As of 25 April 2026, prices found for a 1-night stay for 2 adults at Country Castle-Complete privacy-minutes from town on 27 April 2026 start from NZ$1,844, 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 Country Castle-Complete privacy-minutes from town?
On-site parking is available at the property.
What time is check-in at Country Castle-Complete privacy-minutes from town?
Check-in begins at 3:00 PM.
What time is check-out at Country Castle-Complete privacy-minutes from town?
Checkout is at 11:00 AM.
Where is Country Castle-Complete privacy-minutes from town located?
Situated in a rural location, this holiday home is within 3 miles (5 km) of W.E.B. Du Bois Boyhood Homesite, Great Barrington Historical Society & Museum and Mahaiwe Performing Arts Center. Housatonic River is 2.9 mi (4.6 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Great property with so many amenities to make any stay enjoyable. The house was large and clean. It provided a quiet location conveniently near Great Barrington and surrounding towns to enjoy local activities and quiet time with family.
marc n.
Stayed 3 nights in Jan 2026
Response from VrboOwner on 20 January 2026
Thanks so much for your kind words Marc. We are so glad that you enjoyed your stay. Hope to see you again in the future. You were awesome guests and would love to host you again.
My wife and I have owned this wonderful home since 2005 and started renting it out since 2024 as we moved from our primary residence in New Jersey down to Florida. But we love the Berkshires and this home too much so we wanted to hold onto the property. We enjoy all the cultural activities the Berkshires has to offer including shows and music and museums along with the hiking and biking and beautiful scenery. We have enjoyed sharing our home and letting others enjoy the magic of the Berkshires that we have known for decades.
Why they chose this property
We love that this home is so private yet a short ~ 2mile drive to the center of Great Barrington giving us the best of both worlds.
What makes this property unique
We love the privacy the property provides and love all the many various spaces within the home itself. We also love that we can hike for hours in the woods behind the home and enjoy the trails year round.