TOP 30 Charming seaside cottages in Massachusetts

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Sea Glass Cottage is a charming travel agency located at 96 Center Hill Road in Plymouth, Massachusetts. Our cozy and inviting space is the perfect place to plan your next seaside getaway. Specializing in beach vacations and coastal adventures, our knowledgeable staff is dedicated to helping you create unforgettable experiences by the ocean. Whether you're seeking a relaxing beach retreat or an exciting water sports excursion, Sea Glass Cottage is here to make your travel dreams a reality. Visit us today and let us help you discover the beauty of the sea.

Dennis Seashores Cottages is a charming real estate and travel agency located at 20 Chase Avenue in Dennis, Massachusetts. Our agency specializes in providing cozy and comfortable cottages by the sea for rent or sale. With stunning ocean views and convenient access to the beach, our cottages are the perfect getaway for those looking to relax and unwind by the water. Whether you're looking for a weekend retreat or a long-term vacation rental, Dennis Seashores Cottages has the perfect seaside escape for you. Contact us today to book your stay at one of our beautiful cottages on the shores of Dennis.

Pleasant Bay Cottage is a charming real estate and travel agency located at 2038 Massachusetts 28 in Harwich, Massachusetts. Our agency specializes in helping clients find their dream vacation rental or permanent residence in the beautiful and scenic area of Pleasant Bay. With our personalized service and attention to detail, we strive to make the process of buying or renting a property as smooth and enjoyable as possible. Whether you are looking for a cozy cottage for a weekend getaway or a luxurious waterfront home, Pleasant Bay Cottage is here to help you find the perfect place to call home. Contact us today to start your search for your ideal property in this picturesque coastal region of Massachusetts.

Dune Tootin Beach Cottages is a charming lodging option located at 113 North Shore Boulevard in Sandwich, Massachusetts, United States. Nestled along the picturesque coastline, these cozy cottages offer a peaceful retreat for guests looking to unwind and relax by the sea. With comfortable accommodations, stunning ocean views, and easy access to the beach, Dune Tootin Beach Cottages provide the perfect setting for a memorable seaside getaway. Whether you're looking for a romantic escape or a fun family vacation, this institution is the ideal choice for your next coastal retreat.

Hen Cove Cottage is a charming lodging located at 52 Circuit Avenue in Bourne, Massachusetts. This cozy retreat offers a peaceful and serene atmosphere, perfect for those looking to escape the hustle and bustle of everyday life. Nestled in a picturesque cove, guests can enjoy stunning views of the surrounding natural beauty. The cottage is tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're looking for a romantic getaway or a family vacation, Hen Cove Cottage is the perfect destination for your next trip to Massachusetts.

Topside Cottages is a charming accommodation located at 3 Knowles Heights Road in the picturesque town of Provincetown, Massachusetts. Nestled in a quiet residential neighborhood, these cozy cottages offer a peaceful retreat just minutes away from the bustling town center and beautiful beaches. Each cottage is uniquely decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location and warm hospitality, Topside Cottages is the perfect choice for a memorable getaway on Cape Cod.

Glendon Beach Cottages is a charming lodging establishment located at 91 Glendon Road in Dennis, Massachusetts, United States. These cozy cottages offer a peaceful retreat just steps away from the beautiful Glendon Beach. Each cottage is tastefully decorated and equipped with all the amenities needed for a comfortable stay. Guests can enjoy stunning ocean views, relax on the private deck, or take a leisurely stroll along the sandy shores. Whether you're looking for a romantic getaway or a fun family vacation, Glendon Beach Cottages is the perfect choice for your next seaside escape.

St. Aubin's Bayside Cottages is a charming seaside retreat located at 265 Turnip Field Road in Eastham, Massachusetts, United States. Nestled along the picturesque coastline, this institution offers cozy cottages with stunning views of the bay. Guests can relax and unwind in the peaceful surroundings, take leisurely walks along the beach, or explore the nearby attractions. With its serene atmosphere and comfortable accommodations, St. Aubin's Bayside Cottages is the perfect destination for a tranquil getaway by the sea.

Beachcamp Cottage is a charming seaside retreat located at 94 Old Wharf Road in Dennis, Massachusetts, on the beautiful Cape Cod peninsula. This cozy cottage offers a peaceful escape just steps away from the sandy shores of the Atlantic Ocean. With comfortable accommodations and a laid-back atmosphere, Beachcamp Cottage is the perfect place to relax and unwind. Enjoy stunning ocean views, explore the nearby beaches and nature trails, or simply kick back and soak up the sun on the deck. Whether you're looking for a romantic getaway or a fun-filled family vacation, Beachcamp Cottage is the ideal destination for your next beachside adventure.

Chatham Seaside Cottages is a charming lodging institution located at 439 Ridgevale Road in the picturesque town of Chatham, Massachusetts. Nestled along the stunning coastline of Cape Cod, this quaint retreat offers guests a peaceful and relaxing getaway by the sea. The cozy cottages provide a comfortable and cozy atmosphere, perfect for a romantic weekend escape or a family vacation. With easy access to the beach and nearby attractions, Chatham Seaside Cottages is the ideal destination for those looking to experience the beauty of the Massachusetts coast.

Barefoot Cottage Company is a charming lodging institution located at 130 Camelot Drive in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this cozy retreat offers a relaxing escape for guests looking to unwind and recharge. The cottages are beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're seeking a romantic getaway or a family vacation, Barefoot Cottage Company provides a peaceful and serene atmosphere for all guests to enjoy. Experience the tranquility of coastal living at this idyllic retreat in Plymouth.

McCormick's Cape Cod Cottages is a charming lodging establishment located at 159 Seaview Avenue in Yarmouth, Massachusetts, United States. Nestled in the heart of Cape Cod, this institution offers cozy and comfortable cottages for visitors looking to experience the beauty of the area. Each cottage is tastefully decorated and equipped with modern amenities to ensure a relaxing stay. With its convenient location near the beach and attractions, McCormick's Cape Cod Cottages is the perfect choice for those seeking a peaceful retreat on the Cape.

Metter's Cottages is a charming accommodation located at 84 Chatharbor Lane in the picturesque town of Chatham, Massachusetts. Nestled in a tranquil setting, these cozy cottages offer a perfect retreat for those looking to escape the hustle and bustle of everyday life. Each cottage is beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the peaceful surroundings, relax on the private deck, or take a short stroll to the nearby beach. Metter's Cottages is the ideal choice for a relaxing getaway on Cape Cod.

Cape House Rental is a reputable real estate agency located at 42 Seaside Avenue in Dennis, Massachusetts, United States. Specializing in rental properties in the beautiful Cape Cod area, our agency offers a wide selection of vacation homes, cottages, and beachfront properties for short-term and long-term stays. With personalized service and a team of experienced agents, Cape House Rental is dedicated to helping clients find the perfect home away from home for their next getaway. Experience the charm and beauty of Cape Cod with Cape House Rental.

Located at 29 Main Street in Orleans, Massachusetts, WeNeedaVacation.com is a premier institution offering lodging, real estate, and travel services. Specializing in vacation rentals on Cape Cod, Martha's Vineyard, and Nantucket since 1997, we provide a wide range of options for travelers looking to explore the beautiful beaches, natural landscapes, and unique history of these iconic destinations. From historic Plymouth to the tip of Provincetown, the Cape offers an unparalleled combination of beauty and fun activities. Martha's Vineyard Island boasts six charming towns and 110 square miles of natural beauty, while Nantucket features a preserved main town surrounded by picturesque seaside communities. We offer flexible-length plans with no hidden fees or commissions, guaranteeing booking results and providing personalized services and resources for our members. As the go-to rental site for the Cape & Islands, WeNeedaVacation.com ensures a memorable and stress-free vacation experience. For added protection, travelers can also obtain instant travel insurance quotes through our website.

The Captain's House Plymouth is a charming and historic institution located at 8 Brewster Street in Plymouth, Massachusetts. As a real estate agency, they specialize in helping clients find their dream homes in this picturesque coastal town. Additionally, as a travel agency, they offer personalized vacation planning services to help visitors make the most of their time in Plymouth. With a team of experienced professionals and a deep knowledge of the local area, The Captain's House Plymouth is your go-to destination for all things real estate and travel in Plymouth, Massachusetts.

Located in the charming town of Newburyport, Massachusetts, the Compass Rose Inn offers a cozy and welcoming lodging experience. Situated at 5 1/2 Center Street, this quaint inn is the perfect destination for travelers seeking a peaceful retreat. The Compass Rose Inn boasts comfortable accommodations, friendly staff, and a convenient location near local attractions and dining options. Whether you're visiting for business or pleasure, you'll feel right at home at the Compass Rose Inn.

The Inn at Newburyport is a charming lodging establishment located in the heart of historic Newburyport, Massachusetts. Situated at 32 Market Street, this cozy inn offers guests a peaceful retreat with its comfortable accommodations and top-notch amenities. Whether you're visiting for a weekend getaway or a longer stay, The Inn at Newburyport provides a warm and inviting atmosphere for guests to relax and unwind. With its convenient location near local attractions, shops, and restaurants, this inn is the perfect home base for exploring all that Newburyport has to offer. Experience the charm and hospitality of The Inn at Newburyport during your next visit to Massachusetts.

Beachway Motel is a charming lodging establishment located at 82 Beach Road in Salisbury, Massachusetts, just a stone's throw away from the beautiful sandy beaches of the Atlantic Ocean. This cozy motel offers comfortable and affordable accommodations for travelers looking to relax and unwind by the sea. Each room is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy easy access to nearby attractions, restaurants, and shopping destinations. Whether you're visiting for a weekend getaway or an extended vacation, Beachway Motel is the perfect choice for your stay in Salisbury.

Shoreline Motel is a cozy lodging option located at 41 Atlantic Avenue in Salisbury, Massachusetts, United States. Situated just steps away from the beautiful shoreline, this charming motel offers comfortable accommodations for guests looking to relax and unwind by the sea. With its convenient location and friendly staff, Shoreline Motel is the perfect choice for a peaceful getaway on the East Coast.

Beach Road Grove Cabins is a charming real estate and travel agency located at 104 Beach Road in Salisbury, Massachusetts. Our cozy cabins are nestled in a grove near the beach, offering guests a peaceful and relaxing retreat. Whether you're looking to buy or rent a cabin for a weekend getaway or an extended vacation, our knowledgeable staff is here to help you find the perfect property to suit your needs. Come stay with us and experience the beauty of the Massachusetts coast at Beach Road Grove Cabins.

Nantasket Beach Resort is a charming seaside lodging located at 45 Hull Shore Drive in Hull, Massachusetts. Situated right on the beautiful Nantasket Beach, this resort offers stunning ocean views and easy access to the sand and surf. The resort features comfortable accommodations, a range of amenities including a pool, fitness center, and on-site dining options. Whether you're looking for a relaxing beach getaway or a fun-filled family vacation, Nantasket Beach Resort has everything you need for a memorable stay by the sea.

The Nantasket Beach Hotel is a charming lodging institution located at 115 Nantasket Avenue in Hull, Massachusetts, United States. Situated at the entrance to Nantasket Beach, this beach hotel offers stunning ocean views and is only 20 miles from Boston. The family and dog-friendly guest rooms are contemporary and comfortable, each with a private bath and options for ocean or garden views, and 1 king bed or 2 queen beds. Guests can enjoy the convenience of being right across the street from Nantasket Beach, where they can swim, fish, walk, jog, or simply relax on the sand. Hull is a historic and picturesque town on a narrow peninsula surrounded by two waterfronts, making it a popular destination for those seeking ocean air. The town has been a summer home to notable figures such as Calvin Coolidge and former Boston mayor John F. Fitzgerald. Guests at the Nantasket Beach Hotel can explore the town's world-class restaurants, historic sites, and enjoy the peaceful and comfortable accommodations. With clean, modern rooms, friendly staff, and a great location, the Nantasket Beach Hotel is the perfect spot for a relaxing beach getaway.

Seaport Resort and Marina is a charming waterfront destination located at 110 Middle Street in Fairhaven, Massachusetts. This institution offers a unique blend of a bar and lodging, making it the perfect spot for a relaxing getaway by the sea. Guests can enjoy stunning views of the marina while sipping on cocktails at the bar, or unwind in comfortable accommodations after a day of exploring the picturesque surroundings. With its convenient location and welcoming atmosphere, Seaport Resort and Marina is the ideal choice for those looking to experience the beauty of the New England coast.

Harborside Inn is a charming lodging establishment located at 185 State Street in the heart of Boston, Massachusetts. Offering comfortable accommodations and exceptional service, this inn is the perfect place to stay for both business and leisure travelers. With its convenient location near the waterfront and popular attractions, guests can easily explore all that Boston has to offer. Whether you are visiting for a weekend getaway or an extended stay, Harborside Inn provides a cozy and welcoming atmosphere for a memorable experience in the historic city of Boston.

Winthrop Beach Inn and Suites is a charming lodging establishment located at 312 Shirley Street in the picturesque town of Winthrop, Massachusetts, United States. Situated just steps away from the beautiful Winthrop Beach, this inn offers comfortable accommodations and modern amenities for a relaxing stay by the seaside. Guests can enjoy spacious suites, complimentary breakfast, free Wi-Fi, and friendly service from the staff. Whether you are visiting for business or pleasure, Winthrop Beach Inn and Suites provides a convenient and welcoming retreat for all travelers.

The Hotel Marblehead is a charming and historic lodging establishment located at 264 Pleasant Street in the picturesque town of Marblehead, Massachusetts. With its elegant architecture and welcoming atmosphere, this boutique hotel offers guests a unique and memorable experience. The rooms are tastefully decorated and equipped with modern amenities, ensuring a comfortable stay for all visitors. Whether you are in town for business or pleasure, The Hotel Marblehead is the perfect place to relax and unwind. Conveniently located near local attractions and restaurants, this hotel is the ideal choice for travelers looking to explore the beauty of New England.

The Woods Hole Inn is a charming and historic lodging establishment located at 28 Water Street in Falmouth, Massachusetts, United States. This cozy inn offers a unique blend of modern amenities and old-world charm, making it the perfect destination for travelers looking for a relaxing and comfortable stay. In addition to providing lodging accommodations, the Woods Hole Inn also operates as a real estate agency, helping visitors find their dream vacation home in the beautiful Cape Cod area. With its convenient location near the water and close proximity to local attractions, this institution is also a great resource for travelers looking to book tours and plan their itinerary through its travel agency services. Whether you're looking for a place to stay, a property to buy, or assistance with planning your trip, the Woods Hole Inn is the ideal destination for all your lodging, real estate, and travel needs.

Southwest At Little Harbor is a charming institution located at 5 Bayberry Road in Wareham, Massachusetts, United States. This unique establishment serves as a lodging option, real estate agency, and travel agency all in one. Whether you are looking for a cozy place to stay, interested in purchasing a property in the area, or planning a vacation, Southwest At Little Harbor has got you covered. With a prime location near the harbor, guests can enjoy beautiful waterfront views and easy access to a variety of activities and attractions. Experience the best of coastal living at Southwest At Little Harbor.

Castle by the Sea is a charming lodging institution located at 100 Sargent Street in the picturesque coastal town of Winthrop, Massachusetts. This unique establishment offers guests a one-of-a-kind experience with its castle-like architecture and stunning views of the sea. Whether you are looking for a romantic getaway or a relaxing retreat, Castle by the Sea provides a tranquil and luxurious setting for your stay. Indulge in the elegant accommodations, impeccable service, and serene surroundings that make this institution a truly unforgettable destination.