TOP 30 Vacation hotel in Gloucester, Massachusetts

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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.

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.

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.

The Atlantis Oceanfront Inn Hotel & Breakfast Café in Gloucester, MA is a charming establishment located at 125 Atlantic Road in Gloucester, Massachusetts, United States. This institution offers a unique combination of cafe, food, lodging, and restaurant services. Guests can enjoy the best breakfast in Gloucester at the breakfast cafe, which overlooks the ocean and is open to both guests and the public seven days a week from 7:30am to 11:00am, May through October. The extensive breakfast menu features locally sourced fresh fruits and vegetables, as well as freshly baked muffins bursting with fruit every morning. In addition to the delightful dining experience, the Atlantis Oceanfront Inn Hotel & Breakfast Café is known for its pristine rooms, friendly and helpful staff, and breathtaking views of the Atlantic Ocean. Guests rave about the cleanliness of the property, the delicious breakfast offerings, and the overall peaceful and relaxing atmosphere. The hotel's convenient location allows guests to explore nearby attractions such as Rockport and Good Harbor Beach, making it the perfect place for a romantic getaway or a family vacation.

Located at 85 Atlantic Road in Gloucester, Massachusetts, the Gloucester By the Sea Motel offers comfortable lodging for guests visiting the area. Please note that the motel is currently fully booked for the 2023 and 2024 season. Check-in time is from 2pm to 6pm, and guests are required to call in advance if they will be arriving after 6pm to make arrangements. Smoking is strictly prohibited inside the rooms and lobby, but there are designated outdoor smoking areas available. To ensure a reservation, a pre-payment of one night is required, as the motel is not currently accepting credit cards. Cancellations can be made up to 48 hours before the check-in date for a full refund, with a 50% refund available up to 24 hours before check-in. Due to Covid-19 precautions, daily housekeeping services are not provided. Please note that gatherings outside are not permitted after 10pm.

Gloucester House Rental - Belle View is a charming lodging establishment located at 57 Grapevine Road in Gloucester, Massachusetts, United States. As a real estate and travel agency, we specialize in providing luxurious house rentals with breathtaking views of the surrounding area. Our properties are meticulously maintained and offer all the amenities needed for a comfortable and relaxing stay. Whether you are looking for a weekend getaway or a longer vacation, Gloucester House Rental - Belle View is the perfect choice for your next trip to Gloucester.

Atlantic Vacation Homes is a premier vacation rental and real estate company located in Cape Ann, Massachusetts. With 40 years of experience, we specialize in creating dream vacations for our guests in Gloucester, Rockport, and throughout Boston's North Shore. Our properties are situated in sea-faring communities known for some of the best beaches on the east coast. From pristine beaches to world-class museums, art colonies, festivals, and fresh seafood, Cape Ann has something for everyone. Our vacation rentals cater to every need and budget, offering a comfortable and convenient stay with stunning views and central locations. We prioritize diversity and inclusion, creating a welcoming and respectful environment for our guests, employees, and community partners. As a locally owned company, we give back to the community through supporting local organizations and initiatives. Book your stay with Atlantic Vacation Homes for a memorable and enjoyable experience on Boston's North Shore.

Little House Gloucester is a charming and cozy real estate and travel agency located in the heart of Gloucester, Massachusetts. Our dedicated team of professionals is committed to helping our clients find their dream home or plan the perfect getaway. Whether you're looking to buy or rent a property, or seeking assistance in booking your next vacation, we are here to provide personalized and attentive service. Visit us at 37 Cherry Street and let us help you make your real estate or travel dreams a reality.

Harborview Inn, located at 71 Western Avenue in Gloucester, Massachusetts, offers comfortable lodging with a stunning view overlooking Stacy Boulevard and Gloucester’s outer harbor. As America’s oldest and most scenic working waterfront, guests can enjoy easy access to beaches, museums, downtown galleries, shops, and restaurants within walking distance. Owned and operated by John, a lifelong resident of Cape Ann, guests can expect a warm welcome and insider’s perspective on the area. Most rooms feature a breathtaking harbor view, private baths, cable TV, and air conditioning. Guests can enjoy a complimentary continental breakfast with fresh fruits and pastries from the Cape Ann area.

Cape Ann Motor Inn is a charming lodging establishment located at 33 Rockport Road in Gloucester, Massachusetts, United States. Situated right on the beautiful coastline of Cape Ann, this inn offers stunning ocean views and easy access to the beach. The comfortable rooms are equipped with modern amenities to ensure a relaxing stay for guests. The inn also features a swimming pool, picnic area, and complimentary breakfast for guests to enjoy. Whether you are visiting for a weekend getaway or a longer vacation, Cape Ann Motor Inn is the perfect choice for a peaceful and enjoyable stay on the Massachusetts coast.

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.

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.

Located in the picturesque town of Gloucester, Massachusetts, Wingaersheek Inn & Motel offers comfortable and affordable lodging for visitors looking to explore the stunning beaches and historic sites of Cape Ann. Situated at 46 Concord Street, this charming inn and motel provides cozy rooms with modern amenities, friendly service, and easy access to nearby attractions. Whether you're in town for a weekend getaway or an extended vacation, Wingaersheek Inn & Motel is the perfect home base for your stay in Gloucester.

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 Sea Lion Motel is a cozy lodging option located at 138 Eastern Avenue in Gloucester, Massachusetts, United States. Our charming motel offers comfortable accommodations for travelers looking to explore the beautiful coastal town of Gloucester. If you find that we are sold out on the date you wish to stay, please give us a call at 978-283-7300 as we may still have rooms available. We close online availability to prevent accidental overbooking, so booking directly with us ensures you get the lowest rate possible.

Captain's Lodge Motel is a cozy and welcoming lodging option located at 237 Eastern Avenue in the picturesque town of Gloucester, Massachusetts. Situated just moments away from the stunning coastline and vibrant downtown area, this charming motel offers comfortable accommodations and top-notch service. Guests can relax in well-appointed rooms, take a dip in the outdoor pool, or enjoy a delicious meal at the on-site restaurant. Whether you're in town for a weekend getaway or an extended stay, Captain's Lodge Motel is the perfect choice for a memorable and enjoyable experience.

The William Haskell House is a charming lodging establishment located at 11 Lincoln Street in the picturesque town of Gloucester, Massachusetts, United States. This historic house offers comfortable accommodations and a warm, inviting atmosphere for guests to enjoy. With its convenient location near the waterfront and local attractions, the William Haskell House is the perfect place to stay for a relaxing getaway in New England. Experience traditional New England hospitality at this lovely bed and breakfast.

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 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.

Williams' Guest House is a charming lodging establishment located in the picturesque town of Gloucester, Massachusetts. Situated at 136 Bass Avenue, this guest house offers cozy and comfortable accommodations for visitors looking to experience the beauty of the New England coast. The welcoming atmosphere and personalized service make Williams' Guest House the perfect home away from home for travelers exploring the historic streets and stunning beaches of Gloucester. Whether you are seeking a relaxing getaway or a convenient base for exploring the area, Williams' Guest House is the ideal choice for your stay in Massachusetts.

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.

Tidal Cove Tiny Studio is a unique and cozy accommodation located at 16 Tidal Cove Way in beautiful Gloucester, Massachusetts. This charming studio is managed by a real estate and travel agency, offering guests a one-of-a-kind experience in a picturesque seaside setting. Perfect for solo travelers or couples looking for a peaceful retreat, Tidal Cove Tiny Studio provides all the comforts of home in a compact and inviting space. Immerse yourself in the natural beauty of the Massachusetts coast while staying at this quaint and conveniently located institution.

Noah's Landing is a unique institution located at 27 Old County Road in Gloucester, Massachusetts. As a real estate agency, we specialize in helping clients find their perfect home or investment property in this beautiful coastal town. Our team of experienced agents is dedicated to providing personalized service and expert guidance throughout the buying or selling process. In addition to our real estate services, Noah's Landing also operates as a travel agency, offering tailored vacation packages and travel experiences for those looking to explore the stunning landscapes and rich history of Gloucester and the surrounding areas. Whether you're searching for a new home or planning your next adventure, Noah's Landing is here to make your dreams a reality.

Lanes Cove House is a reputable real estate and travel agency located at 6 Andrews Street in Gloucester, Massachusetts, United States. With a team of experienced professionals, they specialize in helping clients find their dream homes and plan unforgettable vacations. Whether you are looking to buy or rent a property, or seeking assistance in booking your next getaway, Lanes Cove House is dedicated to providing top-notch service and personalized attention to meet your needs. Contact them today to start your journey towards finding the perfect home or planning your next adventure.

On the Cove is a charming lodging institution located at 20 Andrews Street in Gloucester, Massachusetts. Nestled on the picturesque coast of Cape Ann, this cozy retreat offers guests a peaceful and relaxing getaway. With stunning views of the cove and easy access to the beach, On the Cove is the perfect destination for those looking to unwind and rejuvenate. The accommodations are comfortable and inviting, and the friendly staff are always on hand to ensure a memorable stay. Whether you're seeking a romantic weekend escape or a family vacation by the sea, On the Cove is the ideal choice for your next trip to Gloucester.

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.

Good Harbor House is a charming lodging institution located at 11 Beach Road in Gloucester, Massachusetts. Nestled in a picturesque seaside town, this cozy accommodation offers a peaceful retreat for guests looking to relax and unwind. With comfortable rooms and friendly staff, Good Harbor House provides a welcoming atmosphere for visitors to enjoy their stay. Whether you're exploring the nearby beaches or indulging in fresh seafood at local restaurants, this quaint inn is the perfect home base for your coastal getaway. Book your stay at Good Harbor House and experience the beauty of Gloucester firsthand.

Annisquam Village Realty is a reputable real estate agency located at 34 Leonard Street in Gloucester, Massachusetts. With a strong focus on the local market, our team of experienced agents are dedicated to providing exceptional service to buyers and sellers in the beautiful Annisquam Village area. Whether you are looking to find your dream home or sell your current property, we are here to guide you through every step of the process. Trust Annisquam Village Realty to help you achieve your real estate goals in this charming seaside community.