TOP 30 Best Upscale cottages in Massachusetts

The Langham, Boston is a luxurious lodging institution located at 250 Franklin Street in the heart of Boston, Massachusetts, United States. With its elegant and sophisticated decor, impeccable service, and top-notch amenities, The Langham offers guests a truly memorable stay in the historic city. Whether you are traveling for business or pleasure, this iconic hotel provides a refined and comfortable retreat in a prime location. Experience the epitome of luxury and hospitality at The Langham, Boston.

The Winthrop Arms Hotel & Restaurant is a charming establishment located at 130 Grovers Avenue in Winthrop, Massachusetts. This historic hotel offers comfortable lodging accommodations and a cozy restaurant serving delicious meals. Guests can enjoy a relaxing stay in a picturesque New England town while experiencing top-notch hospitality and dining. Whether you're looking for a weekend getaway or a memorable dining experience, the Winthrop Arms Hotel & Restaurant is the perfect choice.

The Inn at Castle Hill is a charming lodging located at 280 Argilla Road in Ipswich, Massachusetts. Nestled in a picturesque setting, this historic inn offers guests a peaceful and relaxing retreat. With comfortable rooms, stunning views, and welcoming hospitality, The Inn at Castle Hill is the perfect destination for a weekend getaway or a romantic escape. Guests can explore the beautiful grounds, enjoy delicious meals at the on-site restaurant, and take in the natural beauty of the surrounding area. Whether you're looking for a peaceful retreat or a romantic getaway, The Inn at Castle Hill is the perfect choice for your next vacation.

Winnetu Oceanside Resort is a charming lodging institution located at 31 Dunes Road in Edgartown, Massachusetts, United States. This resort is Martha's Vineyard's only resort at iconic South Beach, offering a nostalgic experience reminiscent of carefree childhood days. With various accommodation options ranging from private home rentals to suites and cottages, Winnetu caters to every type of vacationer. Guests can enjoy the stunning beauty of Katama, where farm meets sea at South Beach, just a short distance from historic downtown Edgartown. The resort offers a range of amenities and activities for all ages, including rides in an antique firetruck, weekly clambakes in the summer, an award-winning children's program, and two swimming pools. Guests can also indulge in the flavors of Martha's Vineyard at The Dunes Deck while taking in breathtaking views. For those looking to explore the island, Winnetu provides complimentary shuttles to downtown Edgartown and water taxis to nearby attractions.

Halstead Hopkinton is a premier real estate agency located at 5 Woodview Way, Hopkinton, Massachusetts, United States. Our institution offers a luxurious and vibrant community for those looking to socialize, relax, and stay active. Our club room is the perfect spot for off-the-clock entertainment, where you can leave the planning to us and simply show up to enjoy. Stay in shape at our state-of-the-art fitness center, equipped with top-of-the-line machines for all your workout needs.

Elevation Apartments at Crown Colony in Quincy, MA offers spacious and modern living spaces with luxurious finishes and high ceilings. The outdoor recreation space is extravagant and perfect for relaxing or entertaining. Located in a great neighborhood with easy access to Quincy and Braintree, living at Elevation is convenient and enjoyable. Garage parking is available with direct access to the elevator. Contact us at 617.221.9000 or info@elevationatcrowncolony.com for more information.

The Black Swan Lee - Lenox, Ascend Hotel Collection is a charming lodging institution located at 435 Laurel Street in Lee, Massachusetts, United States. This unique hotel offers a cozy and inviting atmosphere for guests to relax and unwind during their stay. With comfortable accommodations and top-notch amenities, The Black Swan Lee is the perfect choice for travelers looking for a memorable experience in the heart of the Berkshires. Whether you are visiting for business or pleasure, this hotel is sure to exceed your expectations with its exceptional service and convenient location. Book your stay at The Black Swan Lee - Lenox, Ascend Hotel Collection for a truly unforgettable experience.

Located in the charming town of Lenox, Massachusetts, Gateways Inn Restaurant is a multi-faceted institution offering a variety of services including a bar, fine dining restaurant, lodging accommodations, and a night club. Situated at 51 Walker Street, this elegant establishment provides guests with a unique and unforgettable experience. Whether you're looking to enjoy a delicious meal, relax in luxurious accommodations, or dance the night away, Gateways Inn Restaurant has something for everyone. With its prime location in the heart of Lenox, this institution is the perfect destination for locals and tourists alike.

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.

The Porches Inn at MASS MoCA is a charming lodging option located at 231 River Street in North Adams, Massachusetts, United States. Situated right next to the renowned Massachusetts Museum of Contemporary Art (MASS MoCA), this unique inn offers a cozy and inviting atmosphere with a touch of artistic flair. Guests can enjoy comfortable accommodations in a historic Victorian row house, complete with modern amenities and stylish decor. The inn also features a relaxing outdoor pool, a fitness center, and a complimentary breakfast for guests to start their day off right. With its convenient location and eclectic charm, The Porches Inn at MASS MoCA is the perfect choice for a memorable stay in the Berkshires.

The Inn on Boltwood is a charming and elegant institution located in the heart of Amherst, Massachusetts. Situated at 30 Boltwood Avenue, this historic property offers luxurious accommodations, exquisite dining options, and top-notch service. Whether you are looking for a comfortable place to stay, a delicious meal, or a relaxing getaway, the Inn on Boltwood is the perfect choice. With its convenient location and upscale amenities, this institution is sure to exceed your expectations and provide you with a memorable experience.

The Renaissance Boston Patriot Place Hotel is a luxurious lodging option located at 28 Patriot Place in the vibrant town of Foxborough, Massachusetts. Situated in the heart of the bustling Patriot Place entertainment complex, this hotel offers guests a convenient and stylish place to stay while exploring the area. With modern amenities, spacious rooms, and impeccable service, the Renaissance Boston Patriot Place Hotel is the perfect choice for travelers looking for a comfortable and upscale accommodation experience. Whether visiting for business or pleasure, guests can enjoy easy access to nearby attractions, dining options, and entertainment venues during their stay.

AC Hotel by Marriott Boston North is a stylish and modern lodging option located in Medford, Massachusetts. Situated at 95 Station Landing, this hotel offers a convenient and comfortable stay for both business and leisure travelers. The sleek design, upscale amenities, and excellent service make it a top choice for visitors to the Boston area. With easy access to nearby attractions and transportation options, AC Hotel by Marriott Boston North is the perfect home base for exploring all that the city has to offer.

Hyatt Regency Boston Harbor is a luxury waterfront hotel located at 101 Harborside Drive in Boston, Massachusetts. Offering stunning views of the Boston skyline and harbor, this elegant lodging institution provides guests with a comfortable and upscale experience. With modern amenities, spacious rooms, and exceptional service, Hyatt Regency Boston Harbor is the perfect destination for both business and leisure travelers. Whether you are looking to relax by the water, explore the city, or host a special event, this hotel is sure to exceed your expectations.

The Westin Boston Seaport District is a luxurious lodging institution located at 425 Summer Street in the vibrant city of Boston, Massachusetts, United States. This upscale hotel offers stylish accommodations, modern amenities, and stunning views of the bustling Seaport District. Guests can enjoy a relaxing stay in spacious rooms and suites, dine at the on-site restaurant, unwind at the fitness center or indoor pool, and host events in the sophisticated meeting spaces. With its prime location near popular attractions, shopping, and dining options, The Westin Boston Seaport District is the perfect choice for both leisure and business travelers looking for a comfortable and convenient stay in the heart of Boston.

The Renaissance Boston Waterfront Hotel is a luxurious lodging destination located at 606 Congress Street in Boston, Massachusetts. Situated in the heart of the vibrant Seaport District, this hotel offers modern amenities, stylish accommodations, and breathtaking views of the Boston Harbor. Guests can indulge in gourmet dining at the on-site restaurant, relax in the rooftop pool, or explore the nearby attractions such as the Boston Tea Party Ships & Museum and the Institute of Contemporary Art. With its convenient location and upscale facilities, the Renaissance Boston Waterfront Hotel provides a sophisticated and unforgettable stay for both business and leisure travelers.

The Westin Copley Place, Boston is a luxurious lodging institution located at 10 Huntington Avenue in the heart of Boston, Massachusetts, United States. This upscale hotel offers modern amenities, spacious rooms with stunning city views, and impeccable service. Guests can enjoy a range of on-site facilities including a fitness center, indoor pool, and multiple dining options. Conveniently situated near top attractions and shopping destinations, The Westin Copley Place is the perfect choice for both leisure and business travelers looking for a comfortable and stylish stay in Boston.

The Envoy Hotel, Autograph Collection is a stylish and modern lodging located at 70 Sleeper Street in Boston, Massachusetts. Situated in the heart of the bustling Seaport District, this hotel offers luxurious accommodations with stunning views of the Boston Harbor and city skyline. Guests can enjoy top-notch amenities, including a rooftop bar, a fitness center, and a restaurant serving delicious cuisine. Whether traveling for business or leisure, The Envoy Hotel provides a unique and unforgettable experience for all guests.

The Omni Boston Hotel at the Seaport is a luxurious lodging establishment located at 450 Summer Street in the bustling city of Boston, Massachusetts. Situated in the vibrant Seaport District, this hotel offers guests a sophisticated and stylish retreat with stunning views of the waterfront. Boasting elegant accommodations, exceptional dining options, and top-notch amenities, the Omni Boston Hotel at the Seaport provides a truly unforgettable experience for visitors looking to explore all that Boston has to offer. Whether you're in town for business or pleasure, this hotel is the perfect choice for your stay in the historic city of Boston.

White Elephant Village is a luxurious lodging institution located at 19 North Water Street in the charming town of Nantucket, Massachusetts. This elegant retreat offers a range of accommodation options, from spacious suites to cozy cottages, all designed to provide guests with a comfortable and unforgettable stay. The White Elephant Village is known for its impeccable service, stunning waterfront views, and convenient proximity to Nantucket's most popular attractions. Whether you're seeking a romantic getaway, a family vacation, or a relaxing retreat, White Elephant Village is the perfect destination for your next trip to Nantucket.

Windsor at Hopkinton Apartments offers luxury living in a picturesque setting in Hopkinton, Massachusetts. Situated at 5 Constitution Court, this real estate agency provides a variety of upscale apartments for rent. Residents can enjoy top-notch amenities such as a fitness center, swimming pool, and outdoor grilling area. The community is conveniently located near shopping, dining, and outdoor recreational opportunities. Experience the ultimate in comfort and convenience at Windsor at Hopkinton Apartments.

Jamaicaway Tower & Townhouses is a premier residential community located at 111 Perkins Street in Boston, Massachusetts. This institution offers a unique blend of modern amenities and historic charm, with a variety of housing options including spacious townhouses and high-rise apartments. Residents can enjoy stunning views of the city skyline and easy access to nearby parks, shops, and restaurants. With on-site management and maintenance, as well as a range of community events and activities, Jamaicaway Tower & Townhouses provides a welcoming and convenient living experience in the heart of Boston.

The Whitlock is a charming lodging establishment located at 16 Church Street in the picturesque town of Lenox, Massachusetts. This historic building offers a cozy and inviting atmosphere for guests to relax and unwind during their stay. With comfortable accommodations and friendly staff, The Whitlock is the perfect destination for a peaceful getaway in the heart of the United States. Experience the beauty of Lenox and make unforgettable memories at The Whitlock.

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.

AC Hotel by Marriott Boston Cambridge is a stylish and modern lodging option located at 10 Acorn Park Drive in Cambridge, Massachusetts. Situated in the heart of the bustling city, this hotel offers a convenient location for both business and leisure travelers. The sleek and contemporary design of the hotel creates a sophisticated atmosphere for guests to relax and unwind. With comfortable accommodations, upscale amenities, and impeccable service, AC Hotel by Marriott Boston Cambridge is the perfect choice for a memorable stay in the historic city of Cambridge.

Porter Square Hotel is a charming and modern lodging option located at 1924 Massachusetts Avenue in the heart of Cambridge, Massachusetts. The hotel offers a unique blend of comfort and style, with thoughtfully designed rooms and upscale amenities. Guests can enjoy easy access to nearby attractions, shopping, and dining options in the vibrant Porter Square neighborhood. Whether visiting for business or leisure, Porter Square Hotel provides a welcoming and convenient stay for all travelers.

DoubleTree Suites by Hilton Boston is a luxurious lodging option located at 400 Soldiers Field Road in the vibrant city of Boston, Massachusetts. This upscale hotel offers spacious and elegant suites, complete with modern amenities and stunning views of the city skyline. Guests can enjoy delicious dining options at the on-site restaurant, relax by the indoor pool, or stay active in the fitness center. With its convenient location near popular attractions and a warm, welcoming atmosphere, DoubleTree Suites by Hilton Boston is the perfect choice for both business and leisure travelers.

The AC Hotel by Marriott Boston Cleveland Circle is a stylish and modern lodging option located in the heart of Boston, Massachusetts. Situated at 395 Chestnut Hill Avenue, this hotel offers a convenient and comfortable stay for both business and leisure travelers. With its sleek design, upscale amenities, and prime location near popular attractions and dining options, guests can enjoy a truly luxurious experience during their stay. Whether you're visiting for work or pleasure, the AC Hotel by Marriott Boston Cleveland Circle provides a sophisticated and welcoming atmosphere for all guests.

The Boston Marriott Burlington is a luxurious lodging institution located at One Burlington Mall Road in Burlington, Massachusetts. This upscale hotel offers modern amenities, spacious rooms, and exceptional service to ensure a comfortable and enjoyable stay for guests. Situated in a prime location, guests can easily access nearby attractions, shopping centers, and dining options. Whether traveling for business or leisure, the Boston Marriott Burlington provides a relaxing and convenient retreat for all visitors.

The Colonnade Hotel is a luxurious lodging option located at 120 Huntington Avenue in the heart of Boston, Massachusetts. This elegant hotel offers a blend of modern amenities and classic charm, making it the perfect destination for both business and leisure travelers. With its prime location near top attractions, upscale dining options, and shopping districts, guests can easily explore all that Boston has to offer. The Colonnade Hotel features beautifully appointed rooms, a rooftop pool with stunning city views, a fitness center, and exceptional dining options. Whether you are visiting for a weekend getaway or a business trip, The Colonnade Hotel provides a sophisticated and comfortable stay in the heart of the city.