Vacation homes in Great Barrington, Massachusetts

Welcome to Quality Inn Great Barrington, a 100% smoke-free hotel located at 372 Main Street in the charming forested mountain town of Great Barrington, Massachusetts. Whether you are visiting for business or pleasure, our hotel offers excellent value and a range of amenities to ensure a great experience during your stay. Our hotel features free wifi throughout the property, a complimentary continental breakfast each morning, free parking, an exercise room, and 24-hour desk service. Each room is equipped with a fridge, microwave, flat-screen television, desk with chair, coffee maker, and more. We strive to provide all the amenities you expect, along with special touches to enhance your Berkshires experience.

The Inn at Freeman Elms Farm B&B is a charming and welcoming lodging establishment located in the picturesque town of New Marlborough, Massachusetts. Situated at 566 Mill River Great Barrington Road, this historic bed and breakfast offers a peaceful and relaxing retreat for guests looking to escape the hustle and bustle of city life. Surrounded by the natural beauty of the Berkshires, the Inn at Freeman Elms Farm B&B provides a cozy and comfortable atmosphere for guests to unwind and recharge. The property boasts beautifully appointed rooms, each uniquely decorated to provide a home away from home experience. Guests can enjoy a delicious homemade breakfast each morning, made with locally sourced ingredients.

Welcome to Berkshire Rental Properties, located at 29 Benton Avenue in Great Barrington, Massachusetts. Whether you're in search of a quaint cottage or a luxurious multifamily estate, Berkshire Rental Properties offers a wide range of options to suit your needs. Our listings are carefully selected for their desirability, location, and top-notch amenities, providing a step above the typical rental offerings. At Berkshire Rental Properties, we understand the allure of the Berkshires and aim to provide a seamless getaway experience for our guests. Whether you're seeking outdoor adventures, cultural experiences, or simply a relaxing retreat, our properties serve as the perfect gateway to all that the Berkshires have to offer.

Manor Lane is a charming institution located at 145 Hurlburt Road in Great Barrington, Massachusetts. This real estate and travel agency offers a unique rental home with French elegance in the tranquil Berkshire mountains. The private 4 bedroom, 4 bath home is the perfect vacation rental, just 5 minutes away from the town of Great Barrington. Escape to this one-of-a-kind Berkshire vacation rental for a summer getaway or holiday retreat. Immerse yourself in the beauty of the Berkshire mountains while enjoying all that Great Barrington has to offer. Experience the best of both worlds at Manor Lane, where luxury meets relaxation in the heart of Massachusetts.

Stone House Properties is a reputable real estate agency located at 35 Railroad Street in Great Barrington, Massachusetts, United States. With a team of experienced agents, including the highly praised Melissa Dimassimo, Stone House Properties is dedicated to providing exceptional service to clients during all stages of the real estate process. Whether you are buying, selling, or renting a property, the team at Stone House Properties is committed to making the experience as smooth and stress-free as possible. Contact Stone House Properties today for all of your real estate needs.

The Red House on Lake Buel is a charming Berkshire lakeside cottage offering a peaceful retreat for those seeking relaxation and outdoor activities. Located at 24 Downs Road in New Marlborough, Massachusetts, this vacation rental property is just a short distance from popular attractions such as Tanglewood, Jacobs Pillow, Norman Rockwell Museum, and Chesterwood. This idyllic 4 bedroom cottage is situated right on the edge of Lake Buel, providing easy access to swimming, fishing, water sports, and hiking. The house features a spacious screened-in porch with comfortable seating and a dining table for 8, perfect for enjoying meals with a view of the lake. Guests can also bring their own boat and dock it at the private dock.

Gunn Family Homestead LLC is a reputable real estate and travel agency located at 81 Lake Buel Road in Great Barrington, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream homes or plan unforgettable vacations. With a focus on personalized service and attention to detail, we strive to exceed expectations and make the buying or renting process as seamless as possible. Contact us today to see how we can assist you in your real estate or travel needs.

The Berkshires Cottage is a charming real estate and travel agency located at 87 Blunt Road in Great Barrington, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Berkshires region, our agency offers a wide range of cozy cottages, luxurious estates, and scenic properties for visitors and residents alike. Whether you're looking for a weekend getaway or a permanent vacation home, our experienced team is dedicated to helping you find the perfect place to call your own in this beautiful corner of the United States. Visit us at The Berkshires Cottage and let us help you make your dream of living in the Berkshires a reality.

Berkshire Hathaway HomeServices Barnbrook Realty is a prestigious real estate agency located in the charming town of Great Barrington, Massachusetts. Situated at 271 Main Street, this agency specializes in helping clients buy and sell residential properties in the picturesque Berkshire region. With a team of experienced and knowledgeable real estate professionals, Berkshire Hathaway HomeServices Barnbrook Realty provides top-notch service and guidance to clients looking to find their dream home or investment property. Whether you are a first-time homebuyer or a seasoned investor, this agency is dedicated to helping you navigate the real estate market with ease and confidence.

Welcome to Berkshire Hearth Realty Exclusive Buyer Broker, your dedicated partner in finding the perfect home in the beautiful Berkshires. Conveniently located at 50 Dresser Avenue in Great Barrington, Massachusetts, our real estate agency specializes exclusively in representing home buyers, ensuring your interests are our top priority. At Berkshire Hearth Realty, we pride ourselves on offering personalized and comprehensive services tailored to meet the unique needs of each client. Our team of experienced and knowledgeable agents is committed to guiding you through every step of the home-buying process, from initial consultation to closing. Whether you are a first-time buyer or looking to invest in a vacation property, we are here to provide expert advice and unparalleled support.

Welcome to Patrice Melluzzo, William Pitt Sotheby's International Realty, your premier destination for real estate excellence in the heart of the Berkshires. Conveniently located at 306 Main Street in the charming town of Great Barrington, Massachusetts, our office is dedicated to providing exceptional real estate services to both buyers and sellers. With a deep understanding of the local market and a commitment to personalized service, Patrice Melluzzo and her team offer unparalleled expertise in luxury homes, investment properties, and vacation retreats. Whether you're looking to find your dream home or sell your property, we combine the global reach of Sotheby's International Realty with local insights to ensure a seamless and rewarding real estate experience. Visit us today and discover why we are the trusted choice for discerning clients in Great Barrington and beyond.

Welcome to Suzanne Crerar at Stone House Properties, your premier real estate partner located at 38 Main Street, West Stockbridge, Massachusetts. Serving the beautiful regions of Berkshire County, Massachusetts, and Columbia County, New York's Upper Hudson Valley, we are a well-established brokerage firm dedicated to providing exceptional services for both buyers and sellers. Our region is renowned for its breathtaking natural beauty, with the Berkshires and Upper Hudson Valley offering picturesque landscapes of rolling hills and expansive valleys. In addition to the stunning scenery, our area is rich in cultural landmarks, including Tanglewood, MASS MoCA, and the Olana State Historic Site, making it a truly desirable location for your next home.

Welcome to Wheeler & Taylor Realty, your trusted partner in real estate since 1871. Conveniently located at 10 Elm Street in the charming town of Stockbridge, Massachusetts, we are proud to serve the vibrant communities of Southern Berkshire County. Our experienced team is dedicated to helping you find the perfect property, whether you're searching for a single-family home, a vacation retreat, or a commercial investment. At Wheeler & Taylor Realty, we specialize in a diverse range of real estate options to meet your needs. From single-family homes priced up to $750,000 to luxurious estates over $1,000,000, we cover the entire spectrum from Lenox/Richmond south to the Connecticut border. Explore beautiful homes located on or near the water, or find the perfect condo in any price range. We also offer parcels of land and commercial listings for those looking to build or invest.