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120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

East Chatham vacation home with kitchen

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Photo gallery for 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

Exterior
Dining
Interior
Outdoor pool, a heated pool
TV, fireplace, books, stereo

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms6 bathrooms5000 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
East Chatham, NY
  • Place, Hand Hollow State Forest
    ‪4 min drive‬
  • Place, Hand Hollow Conservation Area
    ‪6 min drive‬
  • Place, Queechy Lake
    ‪9 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪27 min drive‬

Room options

About the neighborhood

East Chatham

In East Chatham .At this East Chatham vacation home, you'll be within 3 miles (5 km) of Hand Hollow Conservation Area and 6 miles (10 km) of Queechy Lake. Meizinger Lake and New Lebanon Library are also within 6 miles (10 km).

What's nearby

  • Hand Hollow State Forest - 4 min drive - 1.4 miles
  • Hand Hollow Conservation Area - 6 min drive - 2.7 miles
  • Queechy Lake - 9 min drive - 5.1 miles
  • Meizinger Lake - 13 min drive - 5.8 miles
  • New Lebanon Library - 13 min drive - 7.1 miles

Getting around

  • Pittsfield Intermodal Transportation Center - 28 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 25 min drive

Restaurants

  • ‪Love's Travel Stop - ‬14 min drive
  • ‪Subway - ‬15 min drive
  • ‪Dunkin' - ‬15 min drive
  • ‪Stewart's Shops - ‬12 min drive
  • ‪Blueberry Hill Market Cafe - ‬12 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

BRAND NEW LISTING — More Photos Coming Soon!

Welcome to our family’s private 120-acre estate, centered between the Hudson Valley and the Berkshires with sweeping Catskill Mountain views.

This is not just a place to stay — it’s a destination in itself. For years, our family has designed, cared for, and enjoyed this property as a place to gather, reconnect, celebrate, and spend time together. We have opened our family home to guests because we believe the experience of being here — surrounded by nature, privacy, open space, and thoughtful amenities — is something worth sharing.

Every part of the property has been shaped around togetherness. Mornings can begin with coffee overlooking the Catskills, afternoons can be spent swimming in the heated pool, walking the private trails, picking fruit from the orchard, or relaxing by the pond, and evenings can end with dinner on the porch, a movie night, a game of billiards, or stories around the fire pit under the stars.

The estate was designed for families, friends, and groups who want more than just a home base while visiting the Berkshires or Hudson Valley. You can absolutely explore nearby Hudson, Chatham, Lenox, Tanglewood, and the surrounding towns — but you can also spend an entire week on the property and never run out of ways to enjoy it.

Our goal is simple: to offer the kind of place where people can slow down, spread out, reconnect, and create the same kind of lasting memories that our own family has been lucky enough to make here.

ESTATE HIGHLIGHTS & Amenities:

• 120-acre private Hudson Valley estate with Catskill Mountain views
• Heated pool, pool house, and outdoor fire pit
• Private marked hiking trails throughout the property
• Orchard with 60 apple, peach, and pear trees
• Working garden, pond, open meadows, and wooded trails
• Outdoor dining porch with sunset views over the Catskills
• Open-concept living area with chef’s kitchen, fireplace, piano, dining area, and bar
• Three separate media areas with large-screen TVs and Apple TVs
• Board games for indoor entertainment
• Outdoor lawn games, including croquet, bocce ball, and cornhole
• Billiards room for friendly competition and evening games
• Billiards room and fitness room with Peloton
• Primary suite atrium with workspace, meditation/yoga space, and private deck
• Close to Hudson, Chatham, Lenox, Great Barrington, Tanglewood, and ski areas

THE HOME:

The open-concept floor plan creates a warm and comfortable setting for groups to gather, cook, eat, relax, and spend time together. The main living area features comfortable seating, large windows that frame the surrounding landscape, and a piano for musicians and guests who enjoy playing — especially convenient for visitors attending or performing at nearby Tanglewood.

The home includes three separate media areas, each with large-screen TVs and Apple TVs, so everyone can enjoy their own space — whether that means movie night, watching the game, or giving the kids a place to play video games. We also have numerous board games and outdoor lawn games, including croquet, bocce ball, and cornhole, making it easy for guests of all ages to stay entertained throughout their stay.
For guests who like to stay active, the home also includes a fitness room with weights and a Peloton bike, making it easy to keep up with workouts during your stay.

OUTDOOR LIVING:

The outdoor experience is what makes the estate truly special.

During the warmer months, the heated pool offers the perfect place to swim, lounge, and take in the peaceful surroundings. The pool house provides additional space for guests and makes the pool area feel like its own private retreat.

Private marked hiking trails wind through the property’s woods, fields, and open meadows, allowing guests to enjoy scenic walks without ever leaving the estate. The grounds also feature a working garden, a picturesque pond shaded by 2 willow trees, and a 60-tree orchard with apple, peach, and pear trees. During harvest season, guests are welcome to pick fruit directly from the trees — a simple but memorable experience, especially for families.

In the evenings, gather around the outdoor fire pit under the open sky — the perfect place to relax, share stories, and enjoy the peaceful surroundings after a day on the property.

THE LOCATION:

Despite its privacy and scale, the estate is ideally located near many of the Hudson Valley and Berkshires’ most beloved destinations.

The charming town of Chatham is just a short drive away and offers cafés, restaurants, and local shops. Hudson is about 35 minutes away and is known for its art galleries, antique shops, restaurants, and boutique shopping. Lenox, Great Barrington, and West Stockbridge are also within easy reach for dining, shopping, culture, and day trips.

For music and culture, Tanglewood in Lenox is about 25 minutes away and hosts performances by the Boston Symphony Orchestra throughout the summer, including the beloved Fourth of July concert by James Taylor.
During the winter, outdoor enthusiasts will appreciate being within reach of Jiminy Peak, Catamount, and Bousquet Mountain.

KITCHEN & DINING:

• Chef’s kitchen, fully equipped with modern appliances
• Coffee station with drip coffee, Nespresso machine, and milk frother
• Large farmhouse sink and disposal
• Two islands for cooking, gathering, and bartending
• Indoor dining table and outdoor dining porch
• Two Weber grills, one by the main deck and one by the pool house deck

BEDROOM CONFIGURATION:
• Primary Bedroom — King bed
• Bedroom 2 — King bed
• Bedroom 3 — Two twin beds
• Bedroom 4 — Queen bed
• Bedroom 5 — Full-size sofa bed, sleeps 2 adults or 3 small children
• Pool House — Queen-size sofa bed and three twin beds, ideal for a family of five
• Billiards Room — Twin Sized Couch

Additional AMENITIES:

• Free Wi-Fi
• Linens and towels
• Pool towels
• Washer and dryer
• Toiletries, including body wash, lotion, shampoo, and conditioner
• Two hair dryers
• Two Pack ’n Plays
• Fitness room with Peloton
• Billiards room
• Three media areas with large-screen TVs

PARKING:
• Ample parking for multiple cars
• Parking permitted in designated areas of the driveway
• EV charger available upon request

ACTIVITIES NEARBY:

• Hiking throughout the Hudson Valley and Berkshires
• Biking along quiet country roads
• Skiing at Jiminy Peak, Catamount, and Bousquet Mountain
• Rafting, ziplining, and outdoor adventure activities
• Dining, shopping, art galleries, and cultural attractions in Hudson, Chatham, Lenox, Great Barrington, and West Stockbridge

ARTS & CULTURE:

The area is known for world-class performing arts and cultural venues, including:

• Tanglewood — summer home of the Boston Symphony Orchestra, Boston Pops, and the famous July Fourth James Taylor concert
• Crandell Theatre — historic independent movie theater
• Mac-Haydn Theatre — summer musical theater performances
• PS21 Center for Contemporary Performance — contemporary dance, music, and theater

MUSEUMS:

The Berkshires and surrounding region are home to several exceptional museums, including:

• The Clark Art Institute
• Norman Rockwell Museum
• Massachusetts Museum of Contemporary Art, Mass MoCA
• Hancock Shaker Village

IMPORTANT NOTES:

STAIRS:

The main living area is upstairs, while other living and bedroom areas are downstairs. The downstairs area is easily accessible with single steps.

INDOOR FIREPLACE NOTICE:

For safety, the indoor fireplace is not available for guest use.

SECURITY AWARENESS:

Four exterior cameras are installed facing outward for guest and property safety. There are no interior cameras, and cameras do not actively record sound during guest stays.

PET POLICY:

Well-behaved, house-trained pets are welcome at the property. We know dogs will love roaming the grounds, exploring the trails, and enjoying the open space — and we also understand that, with that much land to play on, they may get muddy.

To help keep the home clean and comfortable, we have set up a hose by the side door so dogs can be rinsed off before coming inside. If your dog gets muddy during your stay, we kindly ask that you wash them off before allowing them back into the house, especially before they go on any furniture, so mud does not stain the upholstery, rugs, or bedding.

Guests are responsible for any damage or excessive cleaning caused by pets during their stay. Any necessary repairs, additional cleaning, or replacement of damaged items may result in an additional fee.

Thank you for helping us keep the home comfortable and well maintained for all future guests.

WILDLIFE AWARENESS:

The property is located in a rural area. You may see deer, foxes, geese, coyotes, or bears. Please be cautious and avoid leaving food or trash outdoors uncovered.

MAINTENANCE:

Regular lawn, garden, pool, and routine property care may occur during your stay. Snow plowing may also occur during the winter months.
If any maintenance needs to take place during your visit, we will communicate with you in advance whenever possible.
Additional cleaning may be available upon request for longer stays.

A NOTE FROM OUR FAMILY:

This home has always been a place for our family to come together — for holidays, long weekends, summer days by the pool, dinners on the porch, walks through the orchard, and quiet mornings overlooking the mountains.

This is a family-run property, and this is our personal home, not a large commercial rental. A great deal of care has gone into making it a place where people feel comfortable, connected, and at ease. We hope guests experience the property the way we do: as a place to gather with the people they care about, enjoy the land, slow down, and make memories.

Because this home is deeply meaningful to us, we kindly ask that guests treat the house, grounds, and amenities with care and respect. We take pride in maintaining the property for our own family and for future guests, and we are grateful for your help in keeping it special.

Similar properties

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Heated pool
  • Outdoor pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Wheelchair-accessible parking and van parking available
  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 5.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Stereo
  • TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 1 accessible parking space
  • 9 steps to reach entrance
  • Area rugs in public areas
  • Gravel flooring in public areas
  • Hardwood flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Billiards/pool table
  • Gym
  • Heated pool
  • Cycling nearby
  • Golfing nearby
  • Hiking nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • At least 80% lighting from LEDs
  • Electric car charging station
  • Garden
  • Humane treatment of captive wild animals
  • Solar energy
  • Unit size: 5,000 square feet

Policies

Check-in

Check-in time starts at 8:00 AM

Minimum check-in age: 26

Check-out

Check-out before 4:00 PM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:

Load and start the dishwasher

Gather used towels

Remove personal items, remove leftover food and drinks, and take out the trash

Turn off the lights and lock the doors

Failure to complete these may result in a negative review from the host.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees
  • Note from host: Well-behaved, house-trained pets are welcome.

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings and birthday parties

Events require prior approval

Smoking

Smoking is not permitted

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
Parties and events (including family gatherings and birthday parties) are allowed on site; maximum attendees: 25
Note from host: Events require prior approval
Long-term renters welcome
This property uses some solar energy
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 25. Note from host: Events require prior approval This property uses solar energy. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views to the airport?

This vacation home is 12.8 mi (25-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

Does 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views?

No, there is no casino at this vacation home.

What time is check-in at 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views?

Check-in begins at 8:00 AM.

Is there free parking at 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views?

Free parking is not available at this vacation home.

Does 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views have a pool?

This vacation home features an outdoor pool.

Does 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views have a spa?

There are no spa services available at this vacation home.

How close is 120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views to downtown East Chatham?

This vacation home is 4 mi away from East Chatham.

120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Elyse K.

Liked: Cleanliness
My girlfriends and I stayed here and we all had an amazing time! It’s the perfect escape from the city! The property is incredibly private, sitting on a huge piece of land with a ton of nature to explore. The views are absolutely breathtaking, the listing photos don't do them justice! They even had some fun board games for us to play, which was a nice touch. The host was super communicative, making everything seamless. Plus, the property is located close to the lovely Berkshires towns. I would definitely come back with friends and family!
Stayed 2 nights in May 2026