TOP 30 Holiday cottages in Massachusetts

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Holiday Inn Express & Suites Great Barrington - Lenox Area is a modern and comfortable lodging option located at 415 Stockbridge Road in the charming town of Great Barrington, Massachusetts. Situated in the heart of the picturesque Lenox Area, this hotel offers guests a convenient and relaxing stay with easy access to a variety of attractions and activities. The hotel features spacious and well-appointed guest rooms and suites, each equipped with modern amenities such as flat-screen TVs, free Wi-Fi, and comfortable bedding. Guests can also enjoy complimentary breakfast each morning, as well as access to a fitness center and indoor pool.

Pine Lake RV Resort & Cottages is a charming lodging destination located at 30 River Road in Sturbridge, Massachusetts. This beautiful resort offers a peaceful and scenic retreat for those looking to relax and unwind in the heart of nature. Guests can enjoy spacious RV sites with full hookups, as well as cozy cottages for a more traditional stay. The resort features a range of amenities including a swimming pool, playground, and recreational activities such as fishing and hiking. Whether you're looking for a weekend getaway or a longer vacation, Pine Lake RV Resort & Cottages is the perfect choice for your next adventure in Massachusetts.

Holiday Inn Express & Suites Auburn, an IHG Hotel, is a modern and stylish lodging option located in Auburn, Massachusetts. Situated at 10-12 Johnson Street, this hotel offers comfortable rooms and suites with all the amenities needed for a relaxing stay. Guests can enjoy a complimentary breakfast, access to a fitness center, and a convenient location near local attractions and businesses. Whether traveling for business or leisure, Holiday Inn Express & Suites Auburn provides a welcoming and convenient stay for all guests.

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.

The Northampton / Springfield KOA Holiday is a picturesque campground located at 139 South Road in Westhampton, Massachusetts, United States. This charming institution offers a variety of lodging options including cabins, RV sites, and tent sites, perfect for a peaceful getaway in nature. The park features beautiful scenic views, hiking trails, a swimming pool, and recreational activities for guests of all ages. Whether you're looking for a relaxing weekend retreat or a fun-filled family vacation, the Northampton / Springfield KOA Holiday is the ideal destination for outdoor enthusiasts.

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires is a charming lodging destination nestled in the picturesque town of Lee, Massachusetts. Surrounded by the stunning beauty of the Berkshires, this resort offers a perfect retreat for families and couples looking to relax and unwind in a peaceful setting. The resort features spacious accommodations, including comfortable rooms and suites, all equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a range of on-site facilities, including indoor and outdoor pools, a fitness center, tennis courts, and a game room. There are also organized activities and events for guests of all ages to enjoy.

Located at 135 South Shore Drive in Yarmouth, Massachusetts, Seaside Cottages offers a relaxing getaway on the oceanfront with a private beach overlooking Nantucket Sound. Our five-acre cottage colony is the perfect destination for couples and families looking to unwind and enjoy the beauty of Cape Cod. When you book directly with us, you won't have to worry about any additional booking or cleaning fees. Take advantage of our May special - stay 2 nights and get the 3rd night free! Or plan your fall getaway with our fall special - stay 2 nights and get the 3rd night 50% off. Just make sure to book online and note that blackout dates apply.

The Cottage B and B is a charming lodging establishment located at 14 Prospect Hill Road in the picturesque town of Stockbridge, Massachusetts. This historic bed and breakfast offers cozy accommodations in a beautifully restored cottage, providing guests with a peaceful and relaxing retreat. In addition to its comfortable rooms, The Cottage B and B also features a small museum showcasing local artifacts and history, adding a unique touch to the overall guest experience. Whether you are looking for a romantic getaway or a cultural escape, The Cottage B and B is the perfect destination for your next visit to Stockbridge.

Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is a welcoming lodging institution located in Lee, Massachusetts, United States. Situated at 165 Meadow Street, this resort offers a relaxing and comfortable environment for guests to enjoy during their vacation. The tour reception area provides guests with information about the resort's amenities and activities, ensuring a memorable stay for all visitors. With its convenient location and friendly staff, Holiday Inn Club Vacations Oak n’ Spruce Resort - Tour Reception is the perfect choice for those seeking a peaceful getaway in the beautiful Berkshires region.

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, is a charming lodging option located at One West Street in Pittsfield, Massachusetts, United States. This hotel offers comfortable accommodations and a range of amenities for both business and leisure travelers. Guests can enjoy spacious rooms and suites, a fitness center, on-site dining options, and convenient access to local attractions such as Tanglewood, Norman Rockwell Museum, and the Berkshire Museum. With its prime location and excellent service, Holiday Inn & Suites Pittsfield-Berkshires is the perfect choice for a relaxing stay in the heart of the Berkshires.

The Lake House Guest Cottages of the Berkshires is a charming retreat nestled on the shores of Pontoosuc Lake in Lanesborough, Massachusetts. This picturesque institution offers cozy and beautifully appointed cottages for overnight stays, providing guests with a peaceful and serene atmosphere to relax and unwind. The on-site restaurant serves delicious meals made with locally sourced ingredients, offering a taste of the region's culinary delights. Whether you're looking for a romantic getaway, a family vacation, or a solo escape, The Lake House Guest Cottages of the Berkshires is the perfect destination for a memorable and rejuvenating experience.

Holiday Inn Boston - Dedham Hotel & Conference Center, an IHG Hotel, is a modern and comfortable lodging option located in Dedham, Massachusetts. Situated at 55 Ariadne Road, this hotel offers a convenient location for both business and leisure travelers. The hotel features spacious rooms equipped with all the necessary amenities for a relaxing stay. Guests can also take advantage of the on-site conference center, perfect for hosting meetings and events. With its convenient location and excellent facilities, Holiday Inn Boston - Dedham Hotel & Conference Center is the perfect choice for your stay in the Boston area.

Holiday Inn Express Boston-Waltham, an IHG Hotel, is a comfortable and convenient lodging option located at 385 Winter Street in Waltham, Massachusetts, United States. This hotel offers modern amenities and excellent service to ensure a pleasant stay for guests visiting the Boston area. With its prime location, guests can easily access popular attractions, restaurants, and shopping destinations. Whether traveling for business or leisure, Holiday Inn Express Boston-Waltham provides a relaxing and welcoming atmosphere for all travelers.

Holiday Inn Express Boston North-Woburn, an IHG Hotel, is a modern and comfortable lodging option located at 315 Mishawum Road in Woburn, Massachusetts. This hotel offers convenient access to nearby attractions and businesses in the Boston area, making it an ideal choice for both business and leisure travelers. Guests can enjoy spacious rooms equipped with modern amenities, complimentary breakfast, free Wi-Fi, a fitness center, and a business center. With its convenient location and excellent amenities, Holiday Inn Express Boston North-Woburn is the perfect place to stay during your visit to the Boston area.

Holiday Inn Express Andover North-Lawrence, an IHG Hotel, is a comfortable and convenient lodging option located at 224 Winthrop Avenue in Lawrence, Massachusetts, United States. With modern amenities and friendly service, this hotel is the perfect choice for both business and leisure travelers. Guests can enjoy a complimentary breakfast, free Wi-Fi, and access to a fitness center. The hotel is also situated near popular attractions and dining options, making it an ideal base for exploring the area. Book your stay at Holiday Inn Express Andover North-Lawrence for a relaxing and enjoyable experience.

Holiday Inn Express & Suites Swansea is a modern and comfortable lodging option located in Swansea, Massachusetts. Situated at 1400 Grand Army of the Republic Highway, this IHG Hotel offers guests a convenient and welcoming stay. The hotel features well-appointed rooms and suites, complimentary breakfast, a fitness center, and a heated indoor pool. With its prime location and excellent amenities, Holiday Inn Express & Suites Swansea is the perfect choice for both business and leisure travelers visiting the area.

Holiday Inn Express Fall River North is a comfortable and convenient lodging option located at 360 Airport Road in Fall River, Massachusetts, United States. As an IHG Hotel, guests can expect top-notch amenities and exceptional service during their stay. The hotel offers modern and well-appointed rooms, a complimentary breakfast buffet, a fitness center, and a business center. With its prime location near popular attractions and shopping destinations, Holiday Inn Express Fall River North is the perfect choice for both business and leisure travelers.

Holiday Inn Express Saugus (Logan Airport), an IHG Hotel, is a comfortable and convenient lodging option located at 999 Broadway in Saugus, Massachusetts, United States. Just a short drive from Logan Airport, this hotel offers modern amenities and a welcoming atmosphere for travelers. Guests can enjoy complimentary breakfast, free Wi-Fi, a fitness center, and a business center. The hotel's prime location provides easy access to local attractions, shopping, and dining options. Whether visiting for business or leisure, Holiday Inn Express Saugus is a great choice for a relaxing stay in the Boston area.

Holiday Inn Boston Logan Airport - Chelsea is a modern and comfortable lodging option located in Chelsea, Massachusetts, just a short drive away from Boston Logan Airport. This IHG Hotel offers a convenient location for travelers looking to explore the vibrant city of Boston or catch a flight. The hotel features spacious and well-appointed rooms, a fitness center, on-site dining options, and meeting facilities for business travelers. Whether you're visiting for business or leisure, Holiday Inn Boston Logan Airport - Chelsea provides a welcoming and convenient stay for all guests.

Holiday Inn & Suites Boston-Peabody, an IHG Hotel, is a modern and comfortable lodging option located at 1 Newbury Street in the charming city of Peabody, Massachusetts. This hotel offers a range of amenities including spacious rooms and suites, a fitness center, a swimming pool, and a delicious on-site restaurant. Whether you are visiting for business or leisure, Holiday Inn & Suites Boston-Peabody provides a convenient and welcoming atmosphere for all guests. With its convenient location near Boston and other area attractions, this hotel is the perfect choice for your next stay in the United States.

Holiday Inn Express & Suites Norwood-Boston Area, an IHG Hotel, is a comfortable and convenient lodging option located at 225 Norwood Park South in Norwood, Massachusetts, United States. The hotel offers modern amenities and spacious accommodations, making it the perfect choice for both business and leisure travelers. Guests can enjoy a complimentary hot breakfast, access to a fitness center, and a relaxing indoor pool. The hotel's central location provides easy access to Boston and other nearby attractions. Whether you're in town for work or play, Holiday Inn Express & Suites Norwood-Boston Area is the ideal place to stay.

Holiday Inn Express & Suites Boston - Cambridge, an IHG Hotel, is a modern and comfortable lodging option located in the heart of Cambridge, Massachusetts. Situated at 250 Monsignor O'Brien Highway, this hotel offers convenient access to the city's top attractions, universities, and corporate offices. Guests can enjoy spacious and well-appointed rooms and suites, featuring modern amenities such as free Wi-Fi, flat-screen TVs, and plush bedding. The hotel also offers complimentary breakfast, a fitness center, and a business center for guests' convenience.

Holiday Inn Boston Bunker Hill Area, an IHG Hotel, is a welcoming lodging establishment located at 30 Washington Street in Somerville, Massachusetts, United States. Situated near the historic Bunker Hill Monument, this hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. Guests can enjoy spacious rooms, a fitness center, on-site dining options, and easy access to popular attractions in Boston and Cambridge. Whether visiting for work or pleasure, Holiday Inn Boston Bunker Hill Area provides a convenient and comfortable stay for guests exploring the vibrant city of Boston.

Holiday Inn Express Brockton - Boston, an IHG Hotel, is a comfortable and convenient lodging option located at 405 Westgate Drive in Brockton, Massachusetts, just a short drive away from downtown Boston. This modern hotel offers a range of amenities including complimentary breakfast, free Wi-Fi, a fitness center, and a business center. The spacious and well-appointed rooms provide a relaxing retreat for guests, whether they are traveling for business or leisure. With its convenient location and excellent services, Holiday Inn Express Brockton - Boston is the perfect choice for travelers looking for a comfortable stay in the Boston area.

Holiday Inn Express & Suites Middleboro Raynham, an IHG Hotel, is a cozy and convenient lodging option located at 43 Harding Street in Middleborough, Massachusetts. This hotel offers comfortable and spacious rooms and suites, perfect for both business and leisure travelers. Guests can enjoy amenities such as a complimentary breakfast buffet, a fitness center, and a heated indoor pool. The hotel's central location makes it easy to explore nearby attractions like Raynham Park and the historic downtown area. Whether you're in town for work or play, Holiday Inn Express & Suites Middleboro Raynham is the perfect place to relax and recharge during your stay in Massachusetts.

Holiday Inn Express Boston Logan Airport - Revere is a comfortable and convenient lodging option located at 245 Revere Beach Parkway in Revere, Massachusetts, just a short distance from Boston Logan Airport. As part of the IHG Hotel group, guests can expect top-notch service and amenities during their stay. The hotel offers modern and spacious rooms, complimentary breakfast, free Wi-Fi, a fitness center, and a business center. With easy access to the airport and nearby attractions, Holiday Inn Express Boston Logan Airport - Revere is the perfect choice for travelers looking for a relaxing and hassle-free stay in the Boston area.

Holiday Inn Express & Suites Boston South - Randolph is a cozy and comfortable lodging option located in Randolph, Massachusetts. Situated at 60 Mazzeo Drive, this IHG hotel offers a convenient location for travelers looking to explore the Boston area. The hotel features modern and well-appointed rooms and suites, perfect for both business and leisure travelers. Guests can enjoy amenities such as complimentary breakfast, free Wi-Fi, a fitness center, and an indoor pool. With its friendly staff and convenient location, Holiday Inn Express & Suites Boston South - Randolph is the ideal choice for your stay in the Boston area.

Holiday Inn Express Boston, an IHG Hotel, is a conveniently located lodging option in the heart of Boston, Massachusetts. Situated at 69 Boston Street, this hotel offers comfortable and modern accommodations for both business and leisure travelers. Guests can enjoy amenities such as complimentary breakfast, free Wi-Fi, a fitness center, and a business center. The hotel's prime location allows for easy access to popular attractions, dining options, and shopping destinations in the vibrant city of Boston. Whether you are visiting for work or pleasure, Holiday Inn Express Boston provides a welcoming and convenient stay for all guests.

Holiday Inn Express Boston - Quincy, an IHG Hotel, is a comfortable and convenient lodging option located at 1 Arlington Street in Quincy, Massachusetts, United States. This hotel offers modern amenities, spacious rooms, and a complimentary breakfast to start your day off right. With easy access to downtown Boston and nearby attractions, guests can enjoy a relaxing stay while exploring the historic city. Whether you are traveling for business or leisure, Holiday Inn Express Boston - Quincy is the perfect choice for your next visit to the area.

Boston / Cape Cod KOA Holiday is a picturesque campground located at 438 Plymouth Street in Middleborough, Massachusetts. Situated in the heart of the beautiful Cape Cod region, this institution offers a range of lodging options including cabins, tent sites, and RV hookups. With amenities such as a swimming pool, playground, and recreational facilities, guests can enjoy a relaxing and fun-filled vacation in the great outdoors. Whether you're looking to explore the historic city of Boston or relax on the sandy beaches of Cape Cod, this KOA Holiday is the perfect base for your next getaway.