Historic 5BR Colonial Retreat in the Heart of the Hudson Valley
Photo gallery for Historic 5BR Colonial Retreat in the Heart of the Hudson Valley





5 bedrooms 3+ bathrooms Sleeps 10
Popular amenities
Explore the area
Pine Plains, NY
- Pine Plains Library2 min drive
- Stissing Lake Park3 min drive
- Thompson Pond4 min drive
- Hudson, NY (HCC-Columbia County)45 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Queen Bed
Bedroom 4
1 Queen Bed
Bedroom 5
1 Queen Bed
3 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 3
Soap · Towels provided · Bathtub or shower · Toilet · Shampoo
Bathroom 4
Soap · Toilet
Spaces
About this property
Historic 5BR Colonial Retreat in the Heart of the Hudson Valley
Step into the comfort of country living with designer flair at this beautifully restored 1775
Colonial—a private and spacious five-bedroom, 3.5-bath home set on the historic
Hammertown compound in Pine Plains, NY. Though located on a shared 1.8-acre property with Hammertown’s renowned retail barn and a separate guest cottage, the house is entirely private with its own driveway, entrance, gardens, and outdoor space. With wide plank floors, five decorative fireplaces, and elegant yet comfortable furnishings, this home blends old-world charm with modern comforts—perfect for family gatherings, retreats, or a serene getaway. The layout allows for togetherness or privacy, and the design-forward interiors reflect Hammertown’s 40+ year legacy as a tastemaker in the region. Whether you're curling up with a glass of wine or hosting a family dinner, this home creates space for memorable moments. Location perks include: 2 hours north of NYC, 1 mile to Stissing House (named one of the country’s top restaurants), 25 mins to Hudson, Rhinebeck, Millbrook, Great Barrington, and the Wassaic Train, 15 mins to Millerton. Surrounded by the Litchfield Hills, the Berkshires, and Hudson Valley wine country. Close to hiking, swimming, antique markets, and seasonal festivals.
Colonial—a private and spacious five-bedroom, 3.5-bath home set on the historic
Hammertown compound in Pine Plains, NY. Though located on a shared 1.8-acre property with Hammertown’s renowned retail barn and a separate guest cottage, the house is entirely private with its own driveway, entrance, gardens, and outdoor space. With wide plank floors, five decorative fireplaces, and elegant yet comfortable furnishings, this home blends old-world charm with modern comforts—perfect for family gatherings, retreats, or a serene getaway. The layout allows for togetherness or privacy, and the design-forward interiors reflect Hammertown’s 40+ year legacy as a tastemaker in the region. Whether you're curling up with a glass of wine or hosting a family dinner, this home creates space for memorable moments. Location perks include: 2 hours north of NYC, 1 mile to Stissing House (named one of the country’s top restaurants), 25 mins to Hudson, Rhinebeck, Millbrook, Great Barrington, and the Wassaic Train, 15 mins to Millerton. Surrounded by the Litchfield Hills, the Berkshires, and Hudson Valley wine country. Close to hiking, swimming, antique markets, and seasonal festivals.
Add dates for prices
Amenities
Washing machine
Dryer
Air conditioning
Have a question?
Get instant answers with AI powered search of property information and reviews.
Similar properties

Secluded and Spectacular Views
Secluded and Spectacular Views
- Kitchen
- Washer
- Dryer
- Pet-friendly
10.0 out of 10, (26 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
About the area
Pine Plains
Pine Plains is home to this holiday home. Taconic State Park and Lake Taghkanic State Park reflect the area's natural beauty and area attractions include Northern Dutchess Botanical Gardens and Harney and Sons Tea Tasting Room.
Pine Plains, NY
What's nearby
- The Stissing Center - 20 min walk - 1.7 km
- Pine Plains Library - 2 min drive - 1.8 km
- Stissing Lake Park - 3 min drive - 2.9 km
- Thompson Pond - 4 min drive - 2.9 km
- Omega Institute - 30 min drive - 30.8 km
Getting around
Restaurants
- Jenny's Bar-B-Q - 11 min drive
- Stissing House - 18 min walk
- Moose On The Loose Sandwich Shop - 2 min drive
- Hillrock Estate Distillery - 10 min drive
- The Backyard Garden - 17 min walk
Frequently asked questions
Reviews
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.
About the host
Your host

Tell us how we can improve our siteShare feedback