The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires
The Old Oak Residence is located in a charming town between Hudson NY and Great Barrington MA, just over 2 hours from New York City. The property has over 8 acres with grassy yard, woods, multiple streams, pond, and barns to explore, offering 4 bedrooms and 3 full bathrooms over two floors, with a mix of antiques and modern decor. On the ground floor, there is a large mudroom with a new Vermont Castings wood burning stove, full bathroom, and space for coats, boots, and sporting equipment. The central living areas include an inviting living room with library and French doors leading to the back stone patio as well as a double-sided fireplace connecting to a formal dining room that seats 8. There is a new kitchen with top-of-the-line range, refrigerator, dishwasher, microwave, and espresso machine as well as cooking equipment, dishware, stemware, tableware, and utensils. The kitchen has a large island for meal preparation along with a table for 6, a Vermont Castings wood burning fireplace, and French doors leading to the back stone patio which has a grill and table for alfresco dining. Upstairs, the home has a primary bedroom with queen mahogany four poster bed, tv, walk-in closet, and ensuite bathroom with large bathtub; a second spacious, light-filled bedroom with queen modern four poster bed; a serene third bedroom with queen bed and custom headboard; and a well-appointed fourth bedroom with 2 twin beds. There is a shared full bathroom, laundry room with washer and dryer, and large activity room with tv, couch, chairs, table, and daybeds. Each bedroom comes with linens, blankets, and towels.
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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
About the area
Hillsdale
Hillsdale is home to this holiday home. Art Omi International Arts Center - Fields Sculpture Park and The Mac-Haydn Theatre are cultural highlights, and some of the area's activities can be experienced at Catamount Aerial Adventure Park and Catamount Ski Area. Omi International Arts Center and Mahaiwe Performing Arts Center are also worth visiting.
Catamount Aerial Adventure Park - 13 min drive - 15.6 km
Catamount Ski Area - 13 min drive - 16.6 km
Taconic State Park - 14 min drive - 19.0 km
Bash Bish Falls State Park - 19 min drive - 25.1 km
Getting around
Hudson Station - 30 min drive
Hudson, NY (HCC-Columbia County) - 24 min drive
Restaurants
Vanderbilt Lakeside Bar Room and Guesthouse - 14 min drive
Stewart's Shops - 10 min drive
Four Brothers Pizza Inn - 11 min drive
Dan's Diner - 15 min drive
O's Hillsdale Diner - 10 min drive
Frequently asked questions
Is The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires pet-friendly?
Yes, this property allows dogs (limit 1 total).
How much does it cost to stay at The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires?
As of 11 May, 2026, prices found for a 1-night stay for 2 adults at The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires on 14 May, 2026 start from S$1,267, 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.
How much is parking at The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires?
On-site parking is available at the property.
What time is check-in at The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires?
Check-in begins at 3:00 PM.
What time is check-out at The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires?
Checkout is at 11:00 AM.
Where is The Old Oak Residence: Luxury Rental in The Hudson Valley / Berkshires located?
Situated in Hillsdale, this holiday home is within 9 miles (15 km) of Hillsdale Town Hall, Community Library and Catamount Aerial Adventure Park. Catamount Ski Area and High Falls Trail are also within 9 miles (15 km).