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Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept

Photo gallery for Private 73-Acre Estate w/ Pool & Pond, 6 Bdrms, Avail Full Month of Sept

Hang by the pool
View from the screened porch to the heated pool
Early evening glow
Lots of room to roam and play
Looks great in the snow too!

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
6 bedrooms5+ bathroomsSleeps 12

Popular amenities

  • Private pool
  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue

Explore the area

View map
Old Chatham, NY
  • Place, Shaker Museum and Library
    ‪8 min drive‬
  • Place, Kinderhook Lake
    ‪12 min drive‬
  • Place, Hand Hollow Conservation Area
    ‪13 min drive‬
  • Airport, Albany, NY (ALB-Albany Intl.)
    ‪46 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bunk room

4 Single Beds

Kids Room 1

1 Queen Bed

Kids Room 2

1 Queen Bed

Master 2

1 Queen Bed

Master Bedroom

1 Queen Bed

Purple Guest Room

1 Queen Bed

5 bathrooms, 1 half bathroom

Lower level

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Master Bath

Soap · Towels provided · Bathtub · Toilet · Jetted bathtub · Shampoo · Hair dryer

Master Bath 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Pool House Bathroom

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo

Powder Room

Toilet

Upstairs

Soap · Towels provided · Bathtub or shower · Toilet · Jetted bathtub · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Outdoor play area
Garden
Dining area

About this property

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.

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House Rules

Check in after 1:00 PM
Minimum age to rent: 29
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
There is a pool and pond, so safety is key.
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

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

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 sledging and ice skating.
View more Holiday homes in Old ChathamOpens in a new window
Map
Old Chatham, NY

What's nearby

  • Shaker Museum and Library - 8 min drive - 7.8 km
  • Kinderhook Lake - 12 min drive - 15.3 km
  • Hand Hollow Conservation Area - 13 min drive - 14.3 km
  • The Mac-Haydn Theatre - 15 min drive - 17.4 km
  • Queechy Lake - 15 min drive - 19.7 km

Getting around

  • 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
  • ‪Jackson's Old Chatham House - ‬3 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 21 June 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 1 September 2026 start from NZ$1,791, 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).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 8 out of 8 reviews
Rating 8 - Good. 0 out of 8 reviews
Rating 6 - Okay. 0 out of 8 reviews
Rating 4 - Poor. 0 out of 8 reviews
Rating 2 - Terrible. 0 out of 8 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jyothi V.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home for a family vacation

We are a family of 6 adults and 4 young children ages 2 - 7. We loved the home and location. Beautiful, quiet, peaceful, clean, with a lovely heated pool. We also took the kids to a farm and strawberry picking and other fun activities. Visited Shaker village and Hudson as well, all 30 minutes or less away. Mitch was extremely helpful and responded to our questions right away!
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

alisa n.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing home!

This home was absolutely beautiful and so very comfortable - inside and out! Its the perfect place for a family (or friend) gathering. It has everything you need for good sleep, gourmet meals, games and exercise, and creating memories. Mitch was kind and flexible and easily available. W
Stayed 4 nights in Nov 2021
Verified

10/10 Excellent

Elsa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful getaway

This property had absolutely everything for a peaceful and relaxing getaway from the city. We enjoyed the pool, fire pit, well-equipped kitchen, and beautiful scenery. We went on several great hikes, enjoyed picking our own berries, apples, and tomatoes at a local farm, and loved eating local meat and produce. Highly recommend.
Stayed 7 nights in Aug 2021
Archival

10/10 Excellent

Daniel D.

PRIVATE NATURE FAMILY GETAWAY

First off, the owners were so easy to deal with and they were very kind and understanding. Second, the property is beautiful. Quiet, stunning nature, great outdoor pool, great indoor and outdoor options for families to eat together. Third, there are so many places to visit, all within 30 minutes drive, from Ramblewild to many apple orchards to Jiminy Peak to OMI INternational Arts Center to fishing to hiking to Farms to county fairs to Lebanon Valley Speedway to theatre... tons to do... but would be fine enjoying the pool, backyard, quiet, nature of this beautiful home.
Archival

10/10 Excellent

Brian E.

Perfect Upstate Getaway!

We enjoyed a perfect long weekend upstate at this beautiful, thoughtfully prepared house. This was a perfect getaway for us given the house felt remote and secluded but offered all the amenities, and more, that we normally expect. The house was in great condition and was constructed in a way that was perfect for us in that the three sets of two bedrooms were on different floors and all were tucked away from the main living space which was great for us given we have small children. We were able to hang out both early and late w/out bothering the kids. The house was well stocked and had literally everything we needed. We also enjoyed trips to the country store and had a number of nice meals downtown. I highly recommend this property and hope to visit again.
Archival

10/10 Excellent

M S.

Amazing House!

This house was perfect for a short getaway with my group. Everyone had loads of fun with the pool, the fully stocked kitchen, firepit, stocked pool house/kitchen, and outdoor grills. The ice machine was clutch! The house is exactly as pictured and described. You won't need much supplies if you take this house except for your clothes, food, and love of fun! Julie and Mitchell were responsive and helpful throughout the rental process. The separate outdoor and indoor music sound system was a nice touch to allow the home bodies and outdoor fanatics to enjoy two different types of atmosphere. The house catered to my eclictic group of friends but everyone had a great time all together. I would recommend this house for a group of friends and families. Although with the open pool and pond, i would not recommend for families with very young toddlers, maybe it's a good place for adults to let loose and relax for a short getaway without the kids. We'd definitely go back!
Archival

10/10 Excellent

John A.

Fantastic Vacation

My family and I rented this beautiful home in Old Chatham the week of the Fourth of July. We had an amazing time there, the home and the ground are beautiful, and we look forward to returning soon. Our group was comprised of four couples, with one child per couple, varying in age from 5 to 13 months old. The house itself is incredible and is more than capable of comfortably accommodating us all. The living room is large with high ceilings, a fireplace and lots of natural light. The same can be said for the gourmet kitchen (sans the fireplace) which is well-equipped, has lots of windows, and a skylight. If you like cooking, you'll love this kitchen. There's also an outdoor kitchen with two grills, one that is tied into the gas line and one that can use charcoal, down by the in-ground, heated pool. The surrounding area is beautifully maintained. It's such a pleasure to be out in the sun, in the pool, surrounded by so much greenery. We were fortunate that after a day and a half of rain, the weather cleared up and we spent the rest of the week in the pool. Additionally, the pool house is adjacent to the outdoor kitchen, which gives you an area to prepare food and clean up. There's a sink, dishwasher, refrigerator, bathroom, wine cooler, washer and dryer conveniently located in this pool house. There's also an outdoor shower to use before and after the pool. When you're indoors, you can play pool or ping pong, or play any of the many board games they have stocked in the lower level. There are two bedrooms on this floor and a room with a large screen TV and many DVDs and surround sound speakers. The master bedroom is on the main floor and it has a beautiful bathroom. There's one more large bedroom on this floor and two more upstairs and the house has central air-conditioning. In addition to everything that the house has to offer, the surrounding towns are equally appealing. There are a few shops and minutes away from the house, and a little further away [about 20 mins] you'll find a supermarket, restaurants, cafes, and a great independent bookstore. Overall, this was an incredible experience. Our family had a fantastic time there and it was the perfect escape from the city. Julie and Mitch were a pleasure to work with and always available when any questions arose. We look forward to coming back next year!
Archival

10/10 Excellent

Sanjay T.

Amazing getaway

We rented this house in upstate NY in late June 2012 for a family reunion/getaway. The family is a family of 16 and included people of all ages (the oldest being 55 and the youngest being 3). We wanted a place within 2 - 2 1/2 hours driving distance of NYC with full amenities to keep everyone engaged and happy while providing space so that we were not on top of each other. This Old Chatham home is pretty amazing. There is an outdoor heated pool which was the central gathering place for the weekend. The pool is fairly long and has a shallow and a deep end (probably about 8' or so). Near the pool is a professional grilling area with a gas grill and a charcoal grill along with a fully-equipped pool house with fridge, food preparation area, wine fridge. There is also an outdoor music system and you can connect your ipod/iphone to the system. The pool area can be accessed through the pool house or the porch. Kids and adults had a fabulous time in the pool for the entire weekend. Except for brief periods of wind and some rain, the weather was very cooperative. The pool looks on to well-tended lawns where a golf course has been set up. There is also a hammock and goal post for soccer or such. The inside of the house is large and well equipped. There are 6 bedrooms and several bathrooms. The house has a pool table, ping pong table, large screen TV with several hundred DVDs. The house is fairly new and has been maintained to a very high standard. There is lots of useful stuff around such as pool toys, pool chairs, etc. There are a few bikes in the garage. It was a little cool on the Saturday night (perhaps 55 degrees) so a few of us went out there and started a fire in the outdoor firepit. Its very quiet and dark there - you are definitely in the country - and it turned out to be a memorable evening with some wine and music. All the kids had stuff to do and were happy. It was nice to have lots of things to do but also have some space so there was also some relaxation involved. There are a couple of restaurants a couple of miles away - one is the Old Chatham Store and there is a pub across the street. I would highly recommend this house. Bear in mind that this is not an investment property and the owners visit there frequently - it is lived in. It is a very high spec house with wonderful features and a lot to do. Mitch and family are very nice people and easy to deal with. We will certainly plan to be back here.

About the host

Hosted by Julie Appel and Mitch Gordon

Host profile image
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.

Languages:

English
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