TOP 10 Luxury accommodations in Gloucester, Massachusetts

The Beauport Hotel Gloucester is a luxurious lodging establishment located at 55 Commercial Street in the picturesque coastal town of Gloucester, Massachusetts, in the United States. This stunning hotel offers guests a blend of modern amenities and classic New England charm, with beautifully appointed rooms and suites that provide breathtaking views of the harbor and surrounding area. Guests can enjoy exceptional dining options, a rooftop pool, a fitness center, and easy access to the town's shops, restaurants, and attractions. Whether visiting for business or pleasure, the Beauport Hotel Gloucester offers a truly unforgettable experience for all who stay.

Accommodations At Rocky Neck offers cozy and comfortable lodging in the heart of Gloucester, Massachusetts. Located at 43 Rocky Neck Avenue, this charming institution provides a peaceful retreat for guests looking to relax and unwind by the sea. With its convenient location just steps away from the beach and local shops and restaurants, Accommodations At Rocky Neck is the perfect choice for travelers seeking a tranquil getaway. The well-appointed rooms and friendly staff ensure a pleasant stay for all visitors. Whether you're exploring the historic sights of Gloucester or simply enjoying a leisurely day at the beach, Accommodations At Rocky Neck is the ideal place to call home during your stay in this picturesque coastal town.

The Hotel at Cape Ann Marina is a picturesque waterfront retreat located at 75 Essex Avenue in Gloucester, Massachusetts. This charming establishment offers luxurious accommodations, delicious dining options, and stunning views of the marina. Whether you're looking for a relaxing getaway or a romantic escape, this hotel has everything you need for a memorable stay. Enjoy fresh seafood at the on-site restaurant, take a leisurely stroll along the harbor, or simply relax in your well-appointed room with all the amenities you could ask for. Experience the beauty of Cape Ann at this exceptional hotel.

Castle Manor Inn is a charming lodging located at 141 Essex Avenue in Gloucester, Massachusetts. Nestled in a historic castle-like building, this inn offers cozy and comfortable accommodations for travelers looking to explore the picturesque coastal town of Gloucester. With its convenient location near the beach and downtown area, guests can easily access local attractions, restaurants, and shops. The inn also features a beautiful garden courtyard, perfect for relaxing and enjoying the peaceful surroundings. Whether you're visiting for a romantic getaway or a family vacation, Castle Manor Inn provides a unique and unforgettable experience for all guests.

Ocean House Hotel at Bass Rocks is a charming and cozy lodging located in Gloucester, Massachusetts. Situated at 107 Atlantic Road, this beautiful hotel offers stunning views of the Atlantic Ocean and Bass Rocks. With its elegant decor, comfortable rooms, and exceptional service, guests can enjoy a relaxing and memorable stay. Whether you're looking for a romantic getaway, a family vacation, or a weekend retreat, Ocean House Hotel at Bass Rocks is the perfect destination for your next visit to the Massachusetts coast.

Good Harbor Beach Inn is a charming lodging located in Gloucester, Massachusetts, just a short distance from the beautiful Good Harbor Beach. This cozy inn offers comfortable accommodations with a touch of New England charm. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay for guests. The inn's convenient location allows visitors to easily explore the picturesque surroundings, including the historic town of Gloucester and its scenic beaches. Whether you are looking for a relaxing getaway or an adventurous vacation, Good Harbor Beach Inn is the perfect place to stay.

The Inn at Babson Court is a charming and elegant lodging establishment located at 55 Western Avenue in Gloucester, Massachusetts. Nestled in a historic building, this boutique inn offers a unique and cozy atmosphere for guests looking to relax and unwind. The Inn features beautifully decorated rooms, modern amenities, and personalized service to ensure a comfortable stay. With its convenient location near the heart of Gloucester, guests can easily explore the town's attractions, shops, and restaurants. Whether you are visiting for business or pleasure, The Inn at Babson Court is the perfect choice for a memorable stay in Gloucester.

The Vista is a charming lodging institution located at 22 Thatcher Road in Gloucester, Massachusetts, United States. Situated in a picturesque setting, this cozy retreat offers comfortable accommodations and stunning views of the surrounding landscape. Whether you are looking for a relaxing getaway or a convenient place to stay while exploring the area, The Vista is the perfect choice. With its warm hospitality and inviting atmosphere, this institution is sure to make your stay memorable.

Blue Shutters Beachside Inn is a charming lodging located at 1 Nautilus Road in Gloucester, Massachusetts. Situated right by the beach, this inn offers stunning ocean views and a peaceful atmosphere for guests to relax and unwind. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a complimentary breakfast each morning and take advantage of the inn's convenient location near local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Blue Shutters Beachside Inn is the perfect destination for a memorable stay by the sea.

The Colonial Inn is a charming lodging establishment located at 28 Eastern Point Road in Gloucester, Massachusetts. This historic inn offers a cozy and comfortable stay for guests looking to immerse themselves in the rich history and scenic beauty of New England. With its picturesque location near the coast, guests can enjoy stunning views of the ocean while experiencing the warm hospitality and classic charm of a traditional colonial inn. Whether you are visiting for a weekend getaway or a longer stay, the Colonial Inn provides a peaceful retreat in a quaint and historic setting.

Julietta House is a charming lodging institution situated at 84 Prospect Street in the picturesque town of Gloucester, Massachusetts, United States. This cozy bed and breakfast offers a warm and inviting atmosphere for guests looking to relax and unwind in a serene setting. With comfortable accommodations and friendly staff, Julietta House is the perfect choice for those seeking a peaceful getaway in the heart of New England. Enjoy a relaxing stay at Julietta House and experience the beauty of Gloucester during your visit.

The Hydrangea Inn is a charming lodging establishment located at 4 Kent Circle in Gloucester, Massachusetts, United States. Guests can enjoy a complimentary continental breakfast with a variety of delicious options such as pastries, croissants, quiche, and fresh seasonal fruits. The private sitting rooms offer assorted cold drinks and snacks for guests to enjoy. Each room is equipped with cable television and complimentary high-speed internet access. The inn overlooks Historic Gloucester Harbor on beautiful Cape Ann, and is conveniently located near three beaches and Stage Fort Park with various recreational activities available.

Brynmere is a charming lodging located at 12 Cambridge Avenue in Gloucester, Massachusetts, United States. Nestled in a picturesque setting, Brynmere offers comfortable accommodations and a warm, welcoming atmosphere. Guests can enjoy modern amenities, cozy rooms, and personalized service during their stay. Whether you are traveling for business or pleasure, Brynmere provides a relaxing retreat for all visitors. Experience the beauty of Gloucester and make Brynmere your home away from home.

Sianna Resorts is a luxurious lodging institution located at 50 Gloucester Street in the vibrant city of Boston, Massachusetts. This elegant resort offers top-notch accommodation and exceptional amenities for a relaxing and unforgettable stay. With its prime location in the heart of the city, guests can easily explore the nearby attractions and immerse themselves in the rich culture and history of Boston. Whether you are traveling for business or leisure, Sianna Resorts provides a comfortable and stylish retreat for all guests. Experience the ultimate in hospitality and comfort at Sianna Resorts.

Good Harbor Beach Condominiums at 78 Thatcher Road offer luxurious and comfortable accommodations in the beautiful coastal town of Gloucester, Massachusetts. Situated just a short distance from the pristine shores of Good Harbor Beach, guests can enjoy stunning ocean views and easy access to the sand and surf. The condominiums feature modern amenities and spacious layouts, perfect for families or couples looking for a relaxing getaway. With a convenient location near local shops, restaurants, and attractions, Good Harbor Beach Condominiums at 78 Thatcher Road provide the ideal base for exploring all that Gloucester has to offer. Whether you're seeking a peaceful retreat or an adventure-filled vacation, this seaside oasis is the perfect choice for your next stay in New England.

Fede Fortune is a charming lodging institution located at 370 Main Street in the picturesque town of Gloucester, Massachusetts, United States. This cozy establishment offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and enjoy their stay. With convenient access to local attractions, shops, and restaurants, Fede Fortune is the perfect choice for travelers looking to experience the beauty and charm of Gloucester. Book your stay today and experience the hospitality and comfort that Fede Fortune has to offer.

Cape Ann Travel Services is a premier travel agency located in Gloucester, Massachusetts. With a convenient location at 20 Birch Grove Heights, our experienced team of travel experts is dedicated to providing personalized and tailored services to meet all of your travel needs. Whether you are planning a family vacation, a romantic getaway, or a business trip, we are here to help you every step of the way. From booking flights and accommodations to arranging tours and activities, Cape Ann Travel Services is your one-stop shop for all your travel planning needs. Contact us today to start planning your next adventure!

Summerwind Cottage Rental is a charming real estate and travel agency located in Gloucester, Massachusetts. Situated at 5 Stanwood Terrace, this institution offers a variety of cozy and picturesque cottages available for rent during the summer months. Whether you're looking for a romantic getaway or a family vacation, Summerwind Cottage Rental has the perfect accommodation for you. With stunning views of the surrounding area and convenient access to local attractions, this institution is the ideal choice for those seeking a relaxing and memorable summer retreat. Book your stay today and experience the beauty of Gloucester at Summerwind Cottage Rental.

South End Hospitality is a modern and professional management service located in Boston, Massachusetts. Our services are designed to eliminate any stress or worry for property owners and maximize profits. Whether you have a property in Boston, Cape Cod, The Berkshires, or Gloucester, we are dedicated to providing cost-effective vacation rental management services. Our experienced hosts consistently receive five-star ratings, and we strive to be the best management company in the area. With our "Hand Us The Keys" service plan, property owners can sit back and collect profits while we handle pricing, reservations, check-ins, cleaning, laundry, and provide 24/7 on-call staff.