TOP 10 Vacation cottage rentals in Pittsfield, Massachusetts

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Located in the picturesque town of Pittsfield, Massachusetts, the Best Western Plus Berkshire Hills Inn & Suites offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. Situated at 1350 West Housatonic Street, this hotel provides guests with a convenient location near popular attractions such as Tanglewood, Hancock Shaker Village, and the Norman Rockwell Museum. The hotel features spacious rooms and suites equipped with amenities such as free Wi-Fi, flat-screen TVs, and mini fridges. Guests can also enjoy a complimentary hot breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Best Western Plus Berkshire Hills Inn & Suites provides a welcoming and relaxing atmosphere for all guests.

Berkshire Mountain Lodge is a charming lodging institution located at 8 Dan Fox Drive in Pittsfield, Massachusetts. Situated in the beautiful Berkshires region, the lodge offers a perfect blend of cultural attractions, historical sites, and natural beauty. Guests can explore nearby attractions such as The Mount, the former estate of American author Edith Wharton, and Tanglewood, the summer home of the Boston Symphony Orchestra. Berkshire Mountain Lodge is a family-friendly vacation destination that offers a variety of amenities and activities for guests of all ages. The resort has received numerous awards, including the RCI Gold Crown Status, Tripadvisor's Travelers' Choice Award, and the Hotels.com Loved by Guests Award, all of which recognize the exceptional service and hospitality provided by the lodge.

Howard Johnson by Wyndham Lenox is a charming lodging facility located at 462 Pittsfield Road in Lenox, Massachusetts. Situated in the beautiful Berkshires region, this hotel offers comfortable and affordable accommodations for travelers looking to explore the area. Guests can enjoy spacious rooms, complimentary breakfast, free Wi-Fi, and a seasonal outdoor pool. With its convenient location near popular attractions such as Tanglewood and the Norman Rockwell Museum, Howard Johnson by Wyndham Lenox is the perfect choice for a relaxing getaway in Massachusetts.

Evergreen Home Real Estate is a reputable real estate agency located at 1040 West Street in Pittsfield, Massachusetts. With a team of experienced and knowledgeable agents, they are dedicated to helping clients find their dream homes or sell their properties quickly and efficiently. Whether you are a first-time homebuyer or a seasoned investor, Evergreen Home Real Estate offers personalized service and expert guidance every step of the way. Trust them to make your real estate experience smooth and successful.

Stone House Properties LLC is a reputable real estate agency located in Pittsfield, Massachusetts, United States. Specializing in buying, selling, and renting residential properties, our experienced team of professionals is dedicated to providing top-notch services to our clients. Whether you are looking for a cozy starter home or a luxurious estate, we have the expertise to help you find the perfect property to suit your needs. With a focus on customer satisfaction and attention to detail, Stone House Properties LLC is the go-to agency for all your real estate needs in the Pittsfield area.

Evergreen Buyer Brokers is a reputable real estate agency located at 1040 West Street in Pittsfield, Massachusetts, United States. With a team of experienced and dedicated buyer brokers, we specialize in helping clients find their dream homes in the Berkshire County area. Our personalized approach ensures that each client receives individualized attention and expert guidance throughout the home buying process. Whether you are a first-time homebuyer or looking to upgrade to a new property, Evergreen Buyer Brokers is committed to helping you find the perfect home to suit your needs and budget. Contact us today to start your journey towards finding your forever home.

Nocher Realty is a premier real estate agency located at 48 Elm Street in Pittsfield, Massachusetts. Whether you are buying, selling, or simply exploring your options, our team of experts is here to guide you through the process with ease. We have a wide range of properties available, from cozy condos to luxurious mansions. Trust in our top-notch skills to ensure you have the best real estate experience possible. Visit us at our convenient location in Pittsfield or contact us today to start your property adventure.

Jan Perry Realty & Associates, LLC TheBerkshires.com is a reputable real estate agency located at 431 North Street in Pittsfield, Massachusetts, United States. Specializing in buying, selling, and renting properties in the beautiful Berkshires region, our team of experienced and knowledgeable agents are dedicated to helping clients find their dream home or investment property. With a strong focus on customer service and attention to detail, we strive to make the buying or selling process as smooth and stress-free as possible. Contact us today to learn more about how we can assist you in your real estate needs in the Berkshires.

Berkshire Hathaway HomeServices Barnbrook Realty is a reputable real estate agency located at 77 East Street in Pittsfield, Massachusetts, United States. With a team of experienced and dedicated real estate professionals, they specialize in helping clients buy and sell properties in the Berkshire County area. Whether you are looking for a new home, investment property, or commercial real estate, their knowledgeable agents are here to assist you every step of the way. Trust Berkshire Hathaway HomeServices Barnbrook Realty to provide top-notch service and expert guidance in all your real estate transactions.