Lakeside Estate: 2 Homes For Family Gatherings

Summary:

Stay tonight and book two houses across the street from each other—perfect for large families! Together: 8 bedrooms, 5 baths, private lake access, dock, kayaks, and space for 18 guests. The main home is newly renovated with 4 beds, 3 baths, and lakeside views. Enjoy year-round fun: swimming, kayaking, fishing, ice skating, or just relaxing. It’s ideal for reunions, celebrations, and multi-generational getaways.



The Space:

Welcome to your exclusive lakeside estate in the heart of Lenox, Massachusetts, the perfect setting for large family gatherings, reunions, and multi-generational getaways. This rare property offers two fully equipped homes on a private lakefront lot, blending peaceful seclusion with modern comfort. Whether you’re hosting a milestone celebration, enjoying a holiday with loved ones, or simply seeking a serene escape, this retreat offers unmatched space, flexibility, and natural beauty.



The Main Lake House sleeps up to 10 guests and features four spacious bedrooms and three full bathrooms. The private primary loft includes a queen bed and ensuite bathroom. Two additional second-floor bedrooms, each with queen beds, share a renovated bathroom, while the first floor hosts a large bedroom with two queen beds and a nearby full bathroom, easily accessible with minimal stairs.



Main House Bedroom Breakdown:

Bedroom 1 (Primary Loft, 2nd Floor): Queen bed with ensuite bathroom

Bedroom 2 (2nd Floor): Queen bed

Bedroom 3 (2nd Floor): Queen bed

Bedroom 4 (1st Floor): Two queen beds



The home’s beautifully updated chef’s kitchen boasts maple cabinetry, granite countertops, stainless steel appliances, and an island for extra seating. The adjacent dining area accommodates ten, perfect for shared meals. A spacious living room with a smart TV to log into your favorite streaming apps, wood-burning fireplace, and grand piano offers space to gather, while the three-season porch features additional seating, a breakfast table, and a foosball table.



The Guest House provides additional privacy and comfort for larger groups, sleeping up to eight more guests and offering two full bathrooms. The primary bedroom offers a king bed and ensuite bathroom with a stand-up shower. The second upstairs bedroom includes a queen bed and two twin beds, while the first floor has a queen bedroom and a full bedroom, sharing a full bathroom with a tub and shower combination.



Guest House Bedroom Breakdown:

Bedroom 1 (2nd Floor): King bed with ensuite bathroom

Bedroom 2 (2nd Floor): Queen bed and two twin beds

Bedroom 3 (1st Floor): Queen bed

Bedroom 4 (1st Floor): Full bed



The guest house living room offers stunning lake views and a smart TV to log into your favorite streaming apps, with an additional lounge off the kitchen featuring a wood-burning fireplace. The fully stocked kitchen includes stainless steel appliances, gas stove, espresso machine, fondue set, and extensive cookware. The dining area comfortably seats ten.



Both homes offer central air conditioning, hardwood floors, and seamless indoor-outdoor living. Step outside to enjoy private lake access via a dock and rustic path, perfect for kayaking, swimming, fishing, or even ice skating in winter. Two kayaks and four life jackets are available for your use. The front deck of the guest house offers a four-burner gas grill and an outdoor dining table for ten. Large yards and beautifully landscaped grounds provide plenty of space for games and gatherings. Parking is ample, with space for up to eight vehicles.



In the winter, you’re just minutes from some of the Berkshires’ best ski resorts. Bousquet and Ski Butternut are close by, with Lenox about 12 minutes away, Great Barrington around 20 minutes, Catamount in Egremont about 30 minutes, and Jiminy Peak roughly 35 minutes, giving you plenty of options for a great day on the slopes.



This unique lakeside compound offers the perfect backdrop for creating lifelong memories with family and friends. Whether relaxing by the water, enjoying outdoor activities, or gathering for meals and celebrations, you’ll experience comfort, privacy, and the natural beauty of the Berkshires year-round. Book your next large family getaway today and discover the magic of Lenox!



Please keep in mind:

-The booking guest must be at least 25 years old and must remain present at the property for the entire duration of the stay.



The Neighborhood:

Lenox is centrally located in the Berkshires. It is well known for its restaurants and is at the center of the locally-grown food movement (check out Berkshire Grown for more info on our region’s farms). The summer home of the Boston Symphony Orchestra is Tanglewood, which spans both Lenox and Stockbridge and attracts fans of great classical and contemporary music to the region. Other cultural highlights in the area include the Jacob’s Pillow dance festival and Shakespeare & Company theater festival.



Not-to-miss gilded-age jewels of Lenox are The Mount, Edith Wharton’s Home (walking distance from the house), with over 50 beautiful acres, 2 gardens, and an historic home and museum, and Ventfort Hall, a lovingly restored property with a fascinating history reaching back to the civil war.



Lenox is home to a multitude of culinary options with favorites such as Bistro Zinc (French fare in a chic dining room with a hopping bar scene) and Alta (Buzzing eatery/wine bar offering a Mediterranean menu & a covered porch for outdoor dining).



Other activities within walking distance or short kayak trip away:

-The Mount: Edith Wharton’s estate and beautiful gardens

-Lee Town Beach

-Lenox Town Beach

-High Lawn Farm (watch baby cows be born and grow!)

-Shakespeare & Company campus

-Canyon Ranch spa and park



Other Things to Note:

We look forward to welcoming you soon!

Standard rules like no smoking, no partying and being respectful of the neighbors apply.



No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.

*Damage caused by pets is not covered by the accidental damage waiver.