Olive Pit

Escape to Olive Pit, a designer home in Hillsdale, NY. This renovated retreat offers 5 acres of tranquility amidst its beautiful natural surroundings.

Inside, an open floor plan connects an inviting kitchen, dining for 10 and living room with a fireplace. French doors lead to a screened porch and wraparound deck. Outside, the private pool and an additional deck provides endless outdoor fun and relaxation surrounded by nature.

Welcome to Olive Pit, an exquisite home tucked away in the serene beauty of Hillsdale, NY. Meticulously revitalized through a recent gut renovation, this exceptional home radiates designer charm and character, offering an idyllic escape to Upstate New York.

Nestled on a private 5-acre property, Olive Pit beckons with its captivating allure. Step inside and immerse yourself in an open floor plan living space that seamlessly weaves together comfort and elegance. The heart of the home is a spacious eat-in kitchen, complete with an inviting island that serves as a gathering point for culinary delights. The adjoining dining area accommodates 10 guests, setting the stage for memorable feasts, while the living room, with its grand fireplace and bespoke built-in benches, provides the perfect backdrop for shared stories and laughter.

A true highlight awaits through the set of French doors that lead to the sprawling screened-in porch. Perched on an expansive wrap-around deck, this outdoor oasis offers stunning views of surrounding verdant landscape. As the gentle breeze rustles through the trees, the porch becomes a sanctuary for relaxation and contemplation. Venture down a set of stairs to discover an additional deck nestled among the trees, a hidden haven for solitude and reflection.

The main floor boasts a sumptuous primary bedroom, complete with a king bed, vaulted ceilings, and sliding doors that open to the deck. An en-suite bathroom with a shower adds a touch of opulence. Two additional bedrooms on this floor each feature queen beds and share a conveniently located bathroom.

Descending a staircase just off the kitchen, the lower level unveils a media room and play space, offering entertainment for all ages. Two bedrooms grace this level as well - one adorned with two bunk beds, the other furnished with two twin beds. A shared bathroom boasting a generous bathtub completes this level's offerings.

Outside, on the south side of the property, a private pool promises refreshment and leisure.

Olive Pit isn't just a vacation rental; it's an invitation to embrace the tranquility of the Hudson Valley. With its captivating pool, thoughtfully designed interiors, and enchanting outdoor spaces, this haven promises an unforgettable escape where cherished memories are waiting to be made.

*Please note that the pool is available during the summer season only. Please inquire regarding opening and closing dates.

Experience the best of outdoor charm and adventure in Copake and Hillsdale, New York! Situated near the renowned Catamount Ski Area, our town offers a captivating blend of rustic beauty. Summer beckons with hikes at Bash Bish Falls, Taconic State Park trails, and kayaking on Copake Lake. Indulge in farm-fresh delights and, as winter arrives, hit Catamount's slopes.
Discover our tranquil aesthetic, from rolling hills and quaint farms to vibrant foliage. Explore golf at Copake Country Club, delve into Historic Hillsdale, and easily access Hudson's art scene and Great Barrington's boutiques. Unveil the heart of the Hudson Valley in Copake and Hillsdale!

Olive Pit is about 2.5 hours from New York City, and you'll definitely want a car to get there and around the area.
In the winter, we recommend a car with four-wheel drive that can handle the snow and gravel roads.