Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept
Set on 73 completely private acres in Old Chatham, this exceptional property offers the kind of space, privacy, and ease that’s hard to find. Just 2.5 hours from NYC, it’s ideal for families, couples, or groups looking to settle in for a longer stay.
Surrounded by towering pines and mature oaks, the home sits within 5 acres of manicured, fenced grounds with landscaped gardens, bluestone terraces, and gorgeous natural views.
Designed for Easy Luxury Living
- This six-bedroom, five-and-a-half-bath home is thoughtfully designed with high ceilings, expansive windows, and beautifully proportioned living spaces that feel both elevated and comfortable. It’s equally suited for quiet mornings, workdays, and memorable gatherings.
- Newly renovated open kitchen with dining overlooking the grounds
- Light-filled living room with a dramatic stone fireplace
- Two primary suites with spa-like bathrooms (steam shower + jacuzzi)
- Multiple additional bedrooms (including a bunk room) and flexible living spaces for families and guests
Seamless Indoor–Outdoor Experience
- Everything about the property is built for enjoying time together:
- Heated gunite pool with expansive bluestone patio
- Fully equipped pool house (kitchen, bathroom, laundry, wine fridge, ice machine)
- Swim pond, outdoor shower, and open green space
- Outdoor kitchen with both gas and charcoal grills
- Fire pit for long evenings outside
- Large screened-in porch with dining for 16 & an outdoor movie setup
Built for Longer Stays
- This is a home you can truly live in, not just visit:
- Strong WiFi and multiple dedicated workspaces for remote work
- Media room, game room (pool, ping pong, darts), and exercise equipment
- Multiple laundry areas for convenience
- Spacious layout that comfortably accommodates families or groups
Monthly stays are welcome, with discounted rates available upon inquiry. Weekly cleaning available.
Year-Round Enjoyment
Summer is made for pool days, outdoor cooking, and long dinners that turn into movie nights. In winter, the property becomes a private retreat with sledding, skating on the pond, snowshoeing, and evenings by the fire.
Location
Minutes from the Old Chatham Country Store and close to the towns of Chatham and Hudson, with easy access to the Berkshires, Tanglewood, and Jacob’s Pillow. Jiminy Peak is a short drive for skiing.
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
Incredible Estate: Pool, Pond, Gym, Arcade, Trails & More: Labor Day Now Open!
Old Chatham
Incredible Estate: Pool, Pond, Gym, Arcade, Trails & More: Labor Day Now Open!
The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items and remove leftover food and drinks
Turn off the lights and lock the doors
Please place the trash in the garage, in the large trash cans. Please place recyclables in the blue bins in the garage. Thanks.
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Property Registration Number 4160754
Property # 4160754
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
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
About the area
Old Chatham
Located in Old Chatham, this holiday home is in a rural area. Berkshire Retreat Center and Furnace Brook Winery at Hilltop Orchards are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Zema's Nursery and Sand Lake Center for the Arts. Travelling with kids? Consider Omi International Arts Center and Art Omi International Arts Center - Fields Sculpture Park. Take in the nearby slopes with cross-country skiing and skiing, or try out other outdoor activities such as ice skating and sledging.
Pittsfield Intermodal Transportation Center - 30 min drive
Pittsfield, MA (PSF-Pittsfield Municipal) - 27 min drive
Restaurants
Cumberland Farms - 11 min drive
Stewart's Shops - 12 min drive
S&S Farm Brewery - 7 min drive
The Gnome Bistro - 9 min drive
Tacos Diablo - 12 min drive
Frequently asked questions
Does Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept have a pool?
Yes, this property has an outdoor pool. Pool types include heated pools.
How much does it cost to stay at Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept?
As of 27 Aug, 2026, prices found for a 1-night stay for 2 adults at Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept on 6 Jan, 2027 start from S$9,660, 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 Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept pet-friendly?
No, pets are not allowed at this property.
How much is parking at Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept?
On-site parking is available at the property.
What time is check-in at Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept?
Check-in begins at 1:00 PM.
What time is check-out at Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept?
Checkout is at 11:00 AM.
Where is Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept located?
Located in a rural location, this family-friendly holiday home is within 6 mi (10 km) of Shaker Museum and Library, Hand Hollow State Forest, and Hand Hollow Conservation Area. Meizinger Lake and Kinderhook Lake are also within 9 miles (15 km).
About the host
Hosted by Julie Appel and Mitch Gordon
We are a NYC-based family that built this house as a refuge from our hectic life in the City. We selected this area because it offered a high level of natural beauty, excellent biking roads and NYS rail trail, great recreational options and fabulous cultural institutions. We built the house using the best materials available, with great attention to detail; with the goal of creating an oasis of casual luxury. Although the house is in a rural town, we are a short drive to Hudson, Lenox (Tanglewood), Jiminy Peak (skiing), golf, lots of excellent restaurants (although we mostly stay home and cook), indoor tennis, and some great hiking trails, sports activities (skining/Tennis/gold/basketball/ pickle ball) and cultural venues Art OMI, PS 21, Tanglewood, regional theater...)
We also travel a bit and rent our house to other families who we think will appreciate our house as much as we do.
Why they chose this property
We selected this particular site because we wanted a quiet private setting with on which to build a great family retreat.
What makes this property unique
This house was built for "getting away" and relaxing. It is completely private and offers first class indoor and outdoor amenities for the family interested in relaxing, reconnecting, hanging out, cooking, swimming, hiking, riding and numerous indoor and outdoor activities. The area is ideal for road biking, is close to "America's top summer cultural center" - The Berkshires and does this with a casual luxury that will resonate with discriminating guests. We also have high speed (fiber) internet.