Hilltop Hideaway

A Serene Berkshires Retreat

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Nature’s Calm Awaits

Escape to Hilltop Hideaway, where comfort, style, and breathtaking views await.

Home Highlights

Thoughtful Amenities

Fully equipped kitchen, cozy fireplace, and high-speed Wi-Fi.

Spa & Wellness

Hot tub, steam shower, jetted tub.

100 Acres to Explore

Private trails, meadows, and forest for scenic walks and outdoor adventure.

Pet Friendly

Bring your furry companions along—pets are welcome for a small fee.

View Availability & Pricing

Amenities & Features

Living Space

Floor-to-ceiling windows showcase mountain views. Enjoy three seating areas: Large flat-screen TV, internet-ready for streaming services like Netflix, Amazon, and Apple TV, relax by the gas fireplace, or play games at the black walnut table
Gourmet Kitchen

Fully equipped with top-tier appliances, including a Subzero refrigerator, Wolf range, drip coffee maker, and dishwasher. Black soapstone countertops and under-counter lighting add a sophisticated touch.
Versitle & Comfortable Bedrooms

The home features five welcoming bedrooms, including a large suite with a queen bed and two twin beds—perfect for families or groups. Three bedrooms offer ensuite bathrooms, with fresh towels, premium linens, and complimentary toiletries provided for a seamless stay.
Spa-like Amenities

Unwind in the hot tub under the stars in a secluded setting surrounded by lush landscaping. Inside, enjoy the rejuvenating steam shower and relax in the soothing jetted tub for a true spa-like experience.
Private Gym

Stay on top of your wellness routine with fully equipped gym featuring a treadmill and elliptical for cardio sessions, free weights with an adjustable bench for strength training, and yoga mats and a stability ball for stretching and core work
Outdoor Highlights

Relax in Adirondack chairs, dine alfresco under umbrellas, and enjoy grilling on the propane BBQ. Explore nature on the properties walking trails.

Where You’ll Sleep

Primary Bedroom

Located on the level the Primary bedroom features a king bed and ensuite bathroom with walk in shower
Bedroom 2

Located on the second floor with a double bed and desk
Bedroom 3

Located on the second floor with queen bed and ensuite bathroom with shower/tub combo
Bedroom 4

Located on the second floor queen bed and two twin beds, cleverly positioned to offer a sense of separation within the same room
Additional Sleeping

Located on the lower level pull out couch to queen sized bed adjacent full bathroom with steam shower and jetted tub

Surrounded by nature, elevated by design—your perfect Berkshires escape begins here.

Embrace the Comfort of Hilltop Hideaway & Charm of Berkshire County

Whether you're seeking outdoor adventures or peaceful relaxation, this guesthouse offers the best of both worlds—a private haven surrounded by nature, thoughtfully curated with all the modern comforts of home. With flexible sleeping arrangements and inviting common spaces, it’s the perfect setting for families, groups of friends, or anyone looking to unwind in style.

From breathtaking natural landscapes to rich cultural experiences, Berkshire County offers something for everyone. Discover charming small towns, world-class art at the Norman Rockwell Museum, live music at Tanglewood, and endless outdoor adventures. Whether you're hiking, dining, or exploring local history, Hilltop Hideaway puts you at the heart of it all, offering the perfect balance of adventure and relaxation.