About oak hill house


Minutes to some of the Berkshires' best attractions, including Cantina 229, Gedney Farm, The Southfield Store, Monument Mountain, York Lake, Ski Butternut, Tanglewood, the Appalachian Trail and Great Barrington.

Multiple living areas

Open concept kitchen and main living room with wood burning fireplace and gorgeous sunset views. Separate upstairs living room offers extra space to spread out.

Outdoor oasis

Large hot tub and beautifully landscaped outdoor fire pit to roast s'mores among the trees. Weber grill and expansive deck with plenty of seating.

Spacious bedrooms

Three bedrooms, each with a dedicated full bathroom — 1 king bed in the primary with ensuite bathroom, 2 full beds in upstairs guest room, 1 queen bed in downstairs guest room.


High-speed fiber internet and four dedicated work spaces for comfortably working remotely.


Luxury bedding and towels, shampoo, conditioner, body wash, hair dryers, iron, fully stocked kitchen, ski/snowboard rack, ample parking.

designed for relaxation, minutes to adventure

A gem among expansive oak trees

whether you’re hiking monument mountain, skiing at butternut, cooling off in lake mansfield, absorbing the music at tanglewood, exploring great barrington, or simply getting away from it all, our cozy cottage is your perfect escape. 

3 bedrooms, 3 bathrooms (including 2 that are newly renovated), a fully equipped kitchen, multiple living and working spaces, and a backyard oasis with hot tub and fire pit perfect for watching the sunsets. 

settle in and enjoy the property or get out and explore. either way, oak hill house is your perfect getaway.

getting here

Under 3 hours from NYC

2 hours from Boston

1 hour from Hartford (Bradley International Airport)

50 minutes from Hudson Amtrak

35 minutes from Pittsfield Amtrak

follow us for more info & updates