TOP 10 Best Exclusive cottages in Lenox, Massachusetts

Welcome to Jennifer Capala, William Pitt Sotheby's International Realty in Lenox, Massachusetts! Located at 34 Church Street, our office is your gateway to exceptional real estate services in the Berkshires and beyond. With over 15 years of experience, Jennifer Capala stands out for her unwavering commitment to superior professional standards and her creative approach to overcoming challenges. Her clients describe her as enthusiastic, knowledgeable, responsive, ethical, and extremely helpful. Jennifer's passion for real estate ignited over 20 years ago when she transformed a Brooklyn firehouse into a livable, multi-use space, earning features in New York Magazine and The NY Times. Her background as a commercial photographer in New York City, documenting architecture and interiors, has honed her ability to assess the true potential of any property with a keen eye for design and construction.

33 Main offers a luxurious lodging experience curated by renowned designer Annie Selke. Located in the charming town of Lenox, Massachusetts, this upscale accommodation combines modern amenities with classic New England charm. Each room is elegantly decorated with Selke's signature style, creating a cozy and inviting atmosphere for guests to relax and unwind. With its prime location on Main Street, guests can easily explore the local shops, restaurants, and cultural attractions that Lenox has to offer. Whether you're visiting for a romantic getaway or a weekend retreat, 33 Main promises a memorable and indulgent stay in the heart of the Berkshires.

Stonover Farm is a charming lodging institution located at 169 Under Mountain Road in Lenox, Massachusetts, United States. Surrounded by picturesque countryside, this tranquil farm offers a peaceful retreat for guests looking to escape the hustle and bustle of city life. The property features beautifully appointed rooms, a cozy fireplace, and stunning views of the rolling hills. Guests can enjoy a relaxing stay in this idyllic setting, with opportunities for hiking, biking, and exploring the nearby attractions. Whether you're seeking a romantic getaway or a peaceful weekend retreat, Stonover Farm provides a warm and welcoming atmosphere for a memorable stay.

Wheatleigh is a luxurious lodging institution located on Hawthorne Road in Lenox, Massachusetts, United States. This grand estate offers a unique and elegant experience for guests looking to immerse themselves in opulence and sophistication. With its stunning architecture, lush gardens, and impeccable service, Wheatleigh provides a truly unforgettable stay for those seeking a refined retreat in the heart of the Berkshires. Whether you are looking for a romantic getaway, a peaceful escape, or a lavish event venue, Wheatleigh promises to exceed your expectations and create lasting memories.

The Dewey is a charming lodging establishment located at 7 Hubbard Street in Lenox, Massachusetts. This cozy inn offers comfortable accommodations in a picturesque setting, perfect for those looking to relax and unwind in the heart of the Berkshires. The Dewey's convenient location allows guests to easily explore the many attractions and activities in the area, including historic sites, art galleries, and outdoor adventures. With its warm hospitality and inviting atmosphere, The Dewey is the ideal destination for a peaceful getaway in the beautiful New England countryside.

Whistler's Inn is a charming lodging establishment located at 5 Greenwood Street in the picturesque town of Lenox, Massachusetts, United States. This cozy inn offers comfortable accommodations and personalized service to make guests feel right at home. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Whistler's Inn is the perfect choice for travelers looking to experience the beauty and culture of the Berkshires. Whether you're visiting for a romantic getaway or a family vacation, Whistler's Inn provides a peaceful retreat in the heart of Lenox.

Wyndhurst Golf & Club is a premier destination located at 55 Lee Road in Lenox, Massachusetts. This institution offers a luxurious experience with top-notch amenities including a golf course, lodging accommodations, and a gourmet restaurant. Guests can enjoy a round of golf on the beautifully landscaped course, relax in the comfortable lodging options, and indulge in delicious meals at the on-site restaurant. Whether you are looking for a weekend getaway, a golf retreat, or a fine dining experience, Wyndhurst Golf & Club has everything you need for a memorable stay.

Wyndhurst Golf & Club is a premier dining destination located at 55 Lee Road in Lenox, Massachusetts. This upscale restaurant offers a luxurious dining experience with a stunning view of the golf course. Indulge in a delicious menu featuring a variety of gourmet dishes prepared by talented chefs. The elegant atmosphere and impeccable service make Wyndhurst Golf & Club the perfect spot for a special occasion or a romantic dinner. Come and enjoy a memorable dining experience at this exquisite establishment in the heart of Massachusetts.

Life House, Berkshires is a charming lodging located at 194 Pittsfield Road in Lenox, Massachusetts. Nestled in the picturesque Berkshires region, this institution offers a peaceful and serene retreat for guests looking to escape the hustle and bustle of everyday life. The accommodations are cozy and comfortable, providing a welcoming atmosphere for visitors to relax and unwind. With its convenient location and warm hospitality, Life House, Berkshires is the perfect destination for a memorable getaway in the heart of the Berkshires.

Welcome to Dani Giulian Real Estate, where your real estate dreams become a reality. Located at 24 Donna Avenue, Pittsfield, Massachusetts, Dani Giulian is a licensed Realtor who brings years of experience and a deep passion for real estate to the beautiful Berkshires. With a background in sales, finance, and a commitment to excellence, Dani provides a seamless experience for home buyers and sellers alike. Dani is not just a Realtor; she is a dedicated partner in your real estate journey. Known for her honesty, integrity, and innovative problem-solving skills, she excels in helping clients navigate the complexities of buying and selling homes. Her strong referral business is a testament to the trust and satisfaction of her past clients, who frequently describe her as highly responsive, dependable, knowledgeable, and caring.

Berkshire Homes and Condos is a reputable real estate agency located at 48 Saint Ann's Avenue in Lenox, Massachusetts, United States. Specializing in luxury homes and vacation condos in the picturesque Berkshire region, this agency offers exclusive listings and full property details for interested buyers and renters. With prices and inventory updated as of April 5, 2024, Berkshire Homes and Condos provides unparalleled service and expertise in the local real estate market. To access their full range of properties and continue your search, simply agree to their Terms of Use.

67 Church Street is a charming lodging located in the heart of Lenox, Massachusetts. This historic institution offers comfortable accommodations and personalized service in a picturesque setting. Guests can enjoy the convenience of being just steps away from the town's shops, restaurants, and cultural attractions. Whether you are visiting Lenox for business or pleasure, 67 Church Street provides a cozy and welcoming home away from home.

Welcome to Robert Doerr, COHEN & WHITE ASSOCIATES, a premier real estate agency located in the heart of Lenox, Massachusetts. Nestled at 47 Church Street, our esteemed firm is dedicated to providing exceptional real estate services to the vibrant communities of the Berkshires. With a rich history of excellence and a deep understanding of the local market, Robert Doerr, COHEN & WHITE ASSOCIATES is your trusted partner in navigating the diverse real estate landscape. Our team of experienced professionals is committed to delivering personalized service tailored to meet the unique needs of each client. Whether you are looking to buy, sell, or invest in residential or commercial properties, we offer expert guidance and insightful market analysis to ensure successful transactions.