Enjoy the Fall and Winter at our newly remodeled 4 bedroom, 2 ½ bath home that is nestled among the farms just outside the town of Great Barrington.
Privacy, serenity, and elegance is what to expect in the southern part of Berkshire County.
Minutes from historic towns, wonderful museums, stellar hiking and 2 ski resorts, the house sits on 10 lush, beautifully landscaped acres.
Local skiing: Catamount: 4.3 miles Butternut: 7.9 miles
Our fully stocked, gourmet country kitchen is perfect for cooking the meals of your dreams.
The space: Enjoy the view of the veggie garden from the fully-equipped gourmet chef’s country kitchen, complete with a breakfast bar and marble island, and in the spring, summer and early fall, help yourself to some fresh herbs and vegetables.
Play ping-pong downstairs or relax by the fireplace in the large 27 x 30-foot vaulted ceiling living room. You can watch your favorite shows and movies on a 65-inch smart TV with most channels and streaming services. There are 2 large master bedrooms with king size beds, and 2 additional bedrooms: one with 2 twin XL beds and the other with a modern, pull-out double bed sofa.
From the bedrooms upstairs, walk out onto the deck for a gorgeous view of the pool and the countryside, not to mention the amazing sunsets.
There are three outdoor dining areas: a screened porch, a deck, and a patio. The screened porch adjoining the master bedroom is equipped with a dining table, charcoal BBQ and wicker furniture. The main deck attached to the north side of the house also comes with a dining table and beautiful wicker seating. The bluestone patio on the south side of the house, equipped with a gas grill and table provides additional seating for you and your company. Nature lovers, this house has it all! On any given day, hear birds singing, see bunnies hopping, turkeys trotting, and deer prancing by. Colorful varieties of annual and perennial flowers are everywhere.
A paved driveway leads to a two car garage that includes a remote opener, and additional parking is available.
Equipped with a full-house 20 kW generator with a fully automatic transfer switch, be assured that the electric power will always be on.
This modern, newly renovated country home offers everything you will need during your Berkshires getaway!
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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, a first aid kit and a deadlock
Property Registration Number C0306400900
About the area
Great Barrington
Located in Great Barrington, this holiday home is in a rural area. Jug End State Reservation and Mount Washington State Forest reflect the area's natural beauty and area attractions include Mahaiwe Performing Arts Center and Lenox Arts Center. Berkshire Botanical Garden and Hoffman's Pottery are also worth visiting. Take the opportunity to explore the area for water adventures such as swimming and other activities like skiing.
W.E.B. Du Bois Boyhood Homesite - 4 min drive - 4.3 km
Catamount Ski Area - 6 min drive - 7.1 km
Jug End State Reservation - 6 min drive - 4.0 km
Catamount Aerial Adventure Park - 7 min drive - 8.2 km
Mahaiwe Performing Arts Center - 8 min drive - 8.9 km
Getting around
Hudson, NY (HCC-Columbia County) - 35 min drive
Restaurants
Dunkin' - 8 min drive
Café Rena - 9 min drive
Patisserie Lenox - 9 min drive
Miller's Pub - 9 min drive
Guido’s Kitchen - 9 min drive
Frequently asked questions
Does Fantastic Fall and Winter Berkshires Retreat have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Fantastic Fall and Winter Berkshires Retreat?
As of 7 Apr, 2026, prices found for a 1-night stay for 2 adults at Fantastic Fall and Winter Berkshires Retreat on 26 Apr, 2026 start from S$928, 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 Fantastic Fall and Winter Berkshires Retreat pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much is parking at Fantastic Fall and Winter Berkshires Retreat?
On-site parking is available at the property.
What time is check-in at Fantastic Fall and Winter Berkshires Retreat?
Check-in begins at 4:00 PM.
What time is check-out at Fantastic Fall and Winter Berkshires Retreat?
Checkout is at 11:00 AM.
Where is Fantastic Fall and Winter Berkshires Retreat located?
Situated in a rural location, this holiday home is 2.7 mi (4.4 km) from W.E.B. Du Bois Boyhood Homesite and 2.8 mi (4.5 km) from Jug End State Reservation. Mount Washington State Forest and Taconic State Park are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The house, pool and grounds are amazing. Great for families that want to enjoy The Berkshires. The house is well-organized and fully equipped with everything we needed. We look forward to renting it again.
This is an exceptional home. The grounds are majestic with sweeping views of the hills and distant mountains. Landscaping is well maintained and beautiful. There is a garden from which we picked and ate tomatoes and zucchini (which were delicious). The heated pool is beautifully crafted and landscaped. The house spaces are well laid out and meticulously labeled so one knows where everything is (particularly the kitchen). The living room is spacious but cozy with a large flat screen for TV/movies. The 3 bedrooms are well equipped and tastefully decorated, with a pull out couch in a 4th room. The basement is expansive with a ping pong table.Truly a wonderful experience on a most beautiful road in the mountains. We never rent places more than once, but this property is worthy of an exception.