Perfect Country Setting Close to Berkshires and Hudson

You sent a message to this manager.

back of house with terrace and garden


Last updated: 04/21/2015

The property's calendar has not been updated in over 7 months. You can contact the manager for availability or look for properties with confirmed availability

Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:30 nights
  • Internet:Yes
  • Pets considered:Yes
  • Wheel chair accessible:N/A

Property description

The Sheepherders Estate is on the Register of Historic Places and is a former Relais &Chateaux. The grand manor house is exceptionally well appointed and all 4 bedrooms have baths ensuite. The 3 Guest Cottages with 4 guest beds are large with sumptuous baths and decor. True living in the lap of luxury. Enjoy the Kinderhook River for rafting, fishing and splashing. Play tennis on the court and dine on the outdoor tented terrace. If rented for the entire 2 months , a wonderful wedding or reunion can be accommodated there.


  • Build your best vacation ever

    From over 1 million rentals worldwide

  • Escape the confines of a hotel

    Enjoy the freedom of a vacation rental

  • Book with confidence

    Relax and enjoy your stay

  • Personalized experiences

    From online to on vacation

Property Type

  • Estate
  • 7000 sq. ft.

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Housekeeper Included


  • Events Allowed
  • Long-Term Renters Welcome
  • Non Smoking Only
  • Pets Considered

Bedrooms: 7 Bedrooms, Sleeps 14, Beds for 14

Bathrooms: 7 Bathrooms

Other Amenities

  • Be sure to watch video - you tube link:


  • Books
  • Games
  • Satellite / Cable
  • Television
  • Toys


  • Family


  • Museums
  • Restaurants

Local Services & Businesses

  • ATM/Bank
  • Fitness Center
  • Groceries
  • Hospital
  • Massage Therapist
  • Medical Services

Leisure Activities

  • Antiquing
  • Bird Watching
  • Horseback Riding
  • Outlet Shopping
  • Photography
  • Scenic Drives
  • Sight Seeing
  • Walking

Location Type

  • Rural:

    Historic home abuts open meadows with views. Near the Kinderhook River for rafting and fishing. Kinderhook is stocked with trout....moreless

Sports & Adventure Activities

  • Cross Country Skiing
  • Cycling
  • Equestrian Events
  • Fishing
  • Fly Fishing
  • Golf
  • Hiking
  • Hunting
  • Kayaking
  • Mountain Biking
  • Rafting
  • Sailing
  • Skiing
  • Snowboarding
  • Snowmobiling
  • Swimming
  • Tennis
  • Water Tubing


  • Dining:

    formal with hand muraled walls or outside tented living area with barbeque...moreless

  • Dining Area
  • Seating for 12 people


  • Air Conditioning:

    fully AC...moreless

  • Clothes Dryer
  • Fireplace
  • Heating
  • Internet
  • Linens Provided
  • Living Room
  • Parking:

    parking area for 30 cars...moreless

  • Telephone
  • Towels Provided
  • Washing Machine


  • Coffee Maker
  • Dishes & Utensils:

    extensive ...moreless

  • Dishwasher
  • Ice Maker
  • Kitchen:

    gourmet , commercial appliances...moreless

  • Microwave
  • Pantry Items
  • Refrigerator:

    standard kitchen and walk in cooler in basement...moreless

  • Stove:

    gas range/ industrial...moreless

  • Toaster


  • Lawn / Garden:

    formal garden with fountain - well maintained grounds...moreless

  • Outdoor Grill:

    large patio fully covered by tent and living furniture, built in barbeque and bar...moreless

  • Tennis:

    hard court adjacent to green house...moreless

House Cleaning

  • Housekeeper Included


This property does not have any reviews yet.

Be the first to write a review for this listing...

Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
memorial day to labor day
May 31 - Sep 2
30 night min stay

My Standard Rate
30 night min stay

* Approximate Monthly rates, actual rate will depend on the days of the month you stay

Additional information about rental rates


  • Taxes Not included


security and first month

Please wait... Travel with Confidence

Before making a payment always call the owner at the number listed on our website, and never use instant money transfer services such as Western Union and MoneyGram.

Don't forget your vacation protection! Get protected now

Adding our Vacation Protection services can make sure your getaway goes smoothly, no matter what. We offer Cancellation Protection, Carefree Rental Guarantee, and Damage Protection so you can truly relax.

Protect your payments in case you need to cancel.
Guarantee the rental meets your expectations.
Ensure you're prepared in case of accidental damage.


The property's calendar has not been updated in over 7 months. You can contact the manager for availability or look for properties with confirmed availability



19 Miles
Nearest Airport
Albany NY
1 Miles
Nearest Barpub
Jacksons in center of Old Chatham
15 Miles
Nearest Train
Hudson Amtrak
3 Miles
Nearest Motorway
Taconic Parkway, Mass Pike
1 Miles
Nearest Restaurant
Old chatham Country Store
20 Miles
Nearest Ski
Jiminy Peak

Car: Necessary

Old Chatham is in the heart of Columbia County Hunt country and close to all Berkshire attractions from Tanglewood, to Norman Rockwell, Shakespeare & Co, Williamstown Theatre, Mass MOCA, Sterling Clark , Jacobs Pillow and outstanding recreational and cultural venues. While close to all of the activities, the Old Chatham Sheepherders Farm is a world away - quiet, bucolic, spectacular pastoral views, streams to wade and splash in, fox hunt horses flying by, sheep grazing- a true country paradise. And better yet it can be enjoyed by you and your friends/family in such a magnificent historic home with 3 guest cottages .


Manager info

About: Owner purchased the estate and ran a highly acclaimed Relais&Chateaux. Upon closing the inn, the owners used the property as a family compound and operated the Old Chatham Sheepherding Cheese and yogurt business for many years. Now retired from sheep raising and with children grown, the owners are downsizing and are offering the property both for rent and for sale.

Why Old Chatham:
This is a most inviting country estate. A place to get away from it all yet enjoy all of the cultural activities in Hudson and neighboring Berkshires. Raft and splash in the Kinderhook River on the property, follow with a game of tennis and enjoy lunch on the outdoor tented living area. Evenings can be filled with one theatre, musical, dance venue every night and dining option are plentiful

Contact us

Speaks: english



  • back of house with terrace and garden

    back of house with terrace and garden



VRBO #457354

This listing was first published here in 2013.

Date last modified - Thursday, November 05, 2015

Minimum stay: 30 nights
Dates are unavailable
Please enter travel dates
Please enter # of guests
Please stay a bit longer. A stay of nights or more is required for these dates.
This listing requires that rentals start on a .
Get an instant quote
  • Reviews
  • Sleeps
  • Bedrooms
  • Bathrooms
  • Property type
Member since: 2013
Speaks: english
Send email
  • Response time Within a few days
  • Response rate 83%
  • Calendar last updated 04/21/2015
Please wait... Travel with Confidence Guaranteed and secure Learn how to pay safely
Add vacation protection services to your booking

Three services to protect your trip:

Protect your payments in case you need to cancel.

Guarantee the rental meets your expectations.

Ensure you're prepared in case of accidental damage.

Get it now


Share this property via Email

Perfect Country Setting Close To Berkshires And Hudson

Old Chatham #457354

7 BR  7 BA  Sleeps 14

You must be signed in to share this property by e-mail

Share this property via Email

    Please correct the following errors and resend:
  • Enter one or more valid email addresses separated by commas.
  • Oops! You have exceeded the limit of 10 email addresses.
  • Your message may not contain markup. Please remove the markup and try again.