A rare find - hit the slopes directly from your doorstep!
4 bedrooms3+ bathroomsSleeps 8
Popular amenities
Ski-in/ski-out access
Private pool
Garage parking available
Kitchen
Washing machine
Air-conditioning
Explore the area
Sheffield, MA
Mount Everett State Reservation
Place, Mount Everett State Reservation
11 min drive
Ski Butternut
Place, Ski Butternut
23 min drive
Tanglewood Music Center
Place, Tanglewood Music Center
45 min drive
Pittsfield, MA (PSF-Pittsfield Municipal)
Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
52 min drive
Rooms & beds
4 bedrooms (sleeps 8)
Guest Bedroom
2 Single Beds
Guest Bedroom
1 Queen Bed
Guest bedroom
1 Queen Bed
Master Bedroom
1 King Bed
3 bathrooms, 1 half bathroom
Guest Bathroom
Bathtub or shower · Toilet
Guest Bathroom
Bathtub or shower · Toilet
Master Bathroom
Bathtub or shower · Toilet
Powder Room
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Historic (updated)1812 Federal brick house well situated in Berkshires with pool
Historic fully updated brick house originally built in 1812 in the Berkshires in Western Massachusetts on one of the prettiest roads in the area. Minutes from Great Barrington and close to borders of Connecticut and New York, the spacious house sits on 10 quiet acres with swimming pool and patio, large deck with retractable awning, seating for many, chaise lounges, dining table, grill.
The house contains four bedrooms, including a two-bedroom private wing with full bath, a master bedroom with large ensuite bath, library/office, and large (650 sq ft) enclosed rec. room with ping pong table. The remaining bedroom has it's own sitting area and private full bath.
The downstairs contains a large kitchen with dining table that seats 8 as well as counter seating. There is a separate formal dining room, a very large living room/library with grand piano, an additional large double living room as well as a formal parlor.
There is also a mudroom, large laundry room/pantry and powder room. Attached 1000 sq ft studio building has an art library, living room with large screen television, athletic equipment and an additional office/work area.
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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
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Sheffield
Located in Sheffield, this holiday home is in the city centre and on a river. W.E.B. Du Bois Boyhood Homesite and Ashley House are local landmarks, and some of the area's attractions include Mahaiwe Performing Arts Center and Harney and Sons Tea Tasting Room. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as ice skating and sledging.
Mount Everett State Reservation - 11 min drive - 3.3 km
Mahaiwe Performing Arts Center - 15 min drive - 16.3 km
Ski Butternut - 23 min drive - 23.7 km
National Shrine of the Divine Mercy - 34 min drive - 32.5 km
Tanglewood Music Center - 45 min drive - 44.5 km
Getting around
Hudson, NY (HCC-Columbia County) - 39 min drive
Restaurants
Guido’s Kitchen - 13 min drive
Dunkin' - 12 min drive
Mom's Country Cafe - 7 min drive
Bistro Box - 13 min drive
Bogies Steak And Ale - 14 min drive
Frequently asked questions
Does Historic (updated)1812 Federal brick house well situated in Berkshires with pool have a pool?
Yes, this property has a pool.
How much does it cost to stay at Historic (updated)1812 Federal brick house well situated in Berkshires with pool?
As of 11 Sept 2026, prices found for a 1-night stay for 2 adults at Historic (updated)1812 Federal brick house well situated in Berkshires with pool on 11 Jan 2027 start from AU$43,199, 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 Historic (updated)1812 Federal brick house well situated in Berkshires with pool pet-friendly?
No, pets are not allowed at this property.
How much is parking at Historic (updated)1812 Federal brick house well situated in Berkshires with pool?
On-site parking is available at the property.
What time is check-in at Historic (updated)1812 Federal brick house well situated in Berkshires with pool?
Check-in begins at 2:00 PM.
What time is check-out at Historic (updated)1812 Federal brick house well situated in Berkshires with pool?
Checkout is at 12:00 PM.
Where is Historic (updated)1812 Federal brick house well situated in Berkshires with pool located?
Offering ski-in/ski-out access, this holiday home in Sheffield is situated in the mountains, 1.9 mi (3 km) from Mount Everett State Reservation, and is convenient for winter activities, such as cross-country skiing and sledging. Jug End State Reservation and Lime Kiln Farm Wildlife Sanctuary are also within 6 miles (10 km).