TOP 30 Charming seaside cottages in Boston, Massachusetts

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Escape to this charming oceanfront vacation rental home near Boston, located at 72 Humphrey Street in Swampscott, Massachusetts, United States. This stunning property is managed by a reputable real estate and travel agency, offering guests a luxurious and relaxing retreat by the sea. With breathtaking views of the ocean, a private beach access, and modern amenities, this vacation rental home is the perfect getaway for those looking to unwind and rejuvenate. Experience the beauty of the New England coast while being just a short drive away from the bustling city of Boston. Book your stay today and make unforgettable memories at this oceanfront paradise.

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.

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.

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.

Located on the beautiful sands of Old Silver Beach in North Falmouth, Massachusetts, Sea Crest Beach Hotel is a charming resort offering relaxation, romantic getaways, family vacations, and memorable events. With 253 plush guest rooms, signature suites, and private cottages, the hotel provides a sanctuary of comfort inspired by Cape Cod's rich history. Guests can enjoy fresh New England flavors at the upcoming Streetscape restaurant or take in stunning sunsets over the Cape. Voted a top hotel in Boston by Condé Nast Traveler, Sea Crest Beach Hotel offers a Breakfast by the Sea package for effortless mornings and romantic couples getaways. The hotel's white sandy beaches make it an ideal wedding venue, with experienced staff ready to bring your dream wedding to life. From formal dining to waterfront views, Sea Crest offers a variety of dining options, including Red's Restaurant and a takeout window.

The Beacon Waterfront Inn is a luxurious boutique hotel located at 52 Salisbury Street in Hull, Massachusetts, United States. Just a short walk from Nantasket Beach, this waterfront inn offers a unique blend of charm and customization, providing an unforgettable experience for singles, couples, business travelers, and small families. The lavish accommodations at The Beacon Waterfront Inn feature elegant interiors with designer furnishings and stunning views of Nantasket Bay. Each room is equipped with top-of-the-line mattresses and bed linens, as well as modern amenities such as flat-screen TVs, complimentary WiFi, and charging stations for electronic devices. Suites also include a cozy living area with a pull-out queen couch, refrigerator, and Keurig coffee maker.

Welcome to The Trustees of Reservations, a haven for nature lovers and history enthusiasts alike, located at 1 Sergeant Street, Stockbridge, Massachusetts. As a distinguished museum and tourist attraction, we are dedicated to preserving the exceptional scenic, historic, and ecological treasures of Massachusetts. Our mission is to protect the places you love for their trails, history, gardens, and beaches, recognizing that nature and culture enrich our lives and soothe the soul. Explore the beauty of Massachusetts through our diverse offerings, from historic estates to breathtaking natural landscapes. Immerse yourself in our scenic trails, picturesque gardens, and serene beaches that promise a rejuvenating experience. For those interested in history, delve into the rich past of the region with guided tours and educational programs.

Welcome to One Reason Garden Bar, a charming outdoor oasis located at 1 Bennett Street in the vibrant heart of Cambridge, Massachusetts. Our unique bar and restaurant is inspired by the nostalgia of the 90's artists who once graced the streets of Harvard Square, and it captures the essence of Cape Cod's cozy seaside cottages. At One Reason Garden Bar, you can unwind with friends, savoring the delightful combination of natural wines, local beers, and refreshing frozen drinks. Our menu features light fare that perfectly complements your beverage of choice, and we're thrilled to announce our new food partnership with Taqueria EL Barrio, bringing you exciting and flavorful options. Immerse yourself in the lively atmosphere with our regular live music events, making us the perfect spot to enjoy a memorable evening. Whether you're planning a casual night out or looking to host your next event or group gathering, One Reason Garden Bar is your go-to destination in The Square. Come experience the warmth and camaraderie that make us the One Reason to visit Cambridge. We can't wait to welcome you!

Welcome to Fork Factory Brook Reservation, a hidden gem nestled in the heart of Medfield, Massachusetts. Located on Hartford Street, this picturesque park and tourist attraction offers a serene escape into nature's embrace. Managed by The Trustees of Reservations, Fork Factory Brook Reservation is dedicated to preserving the scenic, historic, and ecological treasures of Massachusetts for all to enjoy. Explore the park's winding trails, which meander through lush woodlands and alongside the tranquil brook that gives the reservation its name. With almost 10 miles of family-friendly paths, visitors can immerse themselves in the beauty of diverse landscapes, from dense forests to open fields and charming wetlands. This idyllic setting is perfect for walking, hiking, and nature watching, offering a peaceful retreat from the hustle and bustle of everyday life.

Welcome to Fiorelli Realty, your trusted partner in finding the perfect home in the heart of Boston and its beautiful coastal areas. Located at 154 Salem Street, Boston, Massachusetts, our agency takes pride in offering unparalleled excellence in customer care, ensuring you find the home and lifestyle you desire. Whether you're drawn to the vibrant energy of Boston's city life or the serene allure of its seaside charm, Fiorelli Realty is dedicated to fulfilling your real estate dreams. Our promise is simple: we won't stop working until you are completely satisfied with your new home.