TOP 20 Best Seaside cottages with garden in Massachusetts

Located at 135 South Shore Drive in Yarmouth, Massachusetts, Seaside Cottages offers a relaxing getaway on the oceanfront with a private beach overlooking Nantucket Sound. Our five-acre cottage colony is the perfect destination for couples and families looking to unwind and enjoy the beauty of Cape Cod. When you book directly with us, you won't have to worry about any additional booking or cleaning fees. Take advantage of our May special - stay 2 nights and get the 3rd night free! Or plan your fall getaway with our fall special - stay 2 nights and get the 3rd night 50% off. Just make sure to book online and note that blackout dates apply.

Truro Beach Cottages, located at 640 Shore Road in Truro, Massachusetts, offers a perfect escape for those looking to relax and unwind by the beach. Guests have raved about the cleanliness of the cottages, especially during these Covid times, and many have returned for another stay. The property is pet-friendly, making it a great option for those looking to bring their furry friends along for a vacation. The cottages provide a comfortable and stylish stay, with new flooring, kitchens, bathrooms, and mini-split AC systems. Guests can relax on the deck chairs and enjoy the stunning views of the dunes and the Atlantic Ocean. A short drive to downtown Truro and Provincetown offers a variety of activities, including art galleries, watersports, dining, and shopping.

equipped for cooking meals and the sound of the waves lulls you to sleep at night. Highly recommend for a peaceful and relaxing getaway.

Menemsha Inn & Cottages is a charming and peaceful retreat located at 457 North Road in the picturesque town of Chilmark, Massachusetts. This unique institution offers a combination of health, lodging, and park amenities, providing guests with a truly rejuvenating experience. The inn features cozy cottages nestled among lush gardens and scenic surroundings, offering a tranquil escape from the hustle and bustle of everyday life. Guests can enjoy comfortable accommodations, delicious meals, and a variety of wellness activities such as yoga classes, spa treatments, and nature walks.

Fort Hill Bed and Breakfast offers a charming ocean-view cottage located at 75 Fort Hill Road in Eastham, Massachusetts. This cozy lodging option provides guests with a peaceful and picturesque retreat, perfect for those looking to relax and unwind by the sea. The cottage is well-appointed with comfortable furnishings and modern amenities, ensuring a comfortable stay for all visitors. Guests can enjoy stunning views of the ocean from the property, as well as easy access to nearby attractions such as the Cape Cod National Seashore and local restaurants and shops. Whether you're seeking a romantic getaway or a quiet escape, Fort Hill Bed and Breakfast's ocean-view cottage is the perfect choice for your next vacation.

Harbor Gardens Inn is a charming lodging establishment located at 10 Stacey Court in Marblehead, Massachusetts. Situated in a picturesque seaside town, this inn offers cozy accommodations and a warm, welcoming atmosphere for guests to enjoy. With its convenient location near the harbor, guests can easily explore the local shops, restaurants, and attractions. The inn features comfortable rooms, beautiful gardens, and friendly staff who are dedicated to ensuring a pleasant stay for every visitor. Whether you're looking for a relaxing getaway or a convenient place to stay while exploring the area, Harbor Gardens Inn is the perfect choice for your next visit to Marblehead.

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.

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!

Addison Choate is a charming lodging institution located at 49 Broadway Avenue in Rockport, Massachusetts, United States. This cozy and welcoming establishment offers comfortable accommodations for visitors looking to explore the picturesque seaside town of Rockport. With its convenient location near the waterfront and local attractions, Addison Choate provides a peaceful retreat for guests seeking a relaxing getaway. Experience the beauty of Rockport while staying at this quaint and inviting lodging institution.

The Captain Freeman Inn, located at 15 Breakwater Road in Brewster, Massachusetts, is a beautifully restored Sea Captain's mansion just a short walk away from Breakwater Beach. This award-winning Bed and Breakfast has been recognized with the Tripadvisor Certificate of Excellence for the past 11 years, offering guests a deluxe seaside experience year-round. Guests can enjoy the outdoor heated salt water swimming pool and custom firepit, providing the ultimate in luxury and relaxation in every season. The inn also offers a gourmet three-course breakfast made with farm-to-table ingredients, served in a charming indoor dining area or on the screened porch.

Queen Vic Guest House Provincetown is a charming lodging establishment located at 166 Commercial Street in the picturesque town of Provincetown, Massachusetts. This cozy guest house offers a warm and welcoming atmosphere, perfect for those looking for a relaxing getaway by the sea. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast each morning and relax in the beautiful garden courtyard. With its convenient location near shops, restaurants, and galleries, Queen Vic Guest House Provincetown is the perfect home base for exploring all that this vibrant coastal town has to offer.

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.

Dyer's Beach House is a charming lodging located at 173 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right on the beach, this cozy and intimate accommodation offers stunning views of the ocean and easy access to the sand and surf. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its prime location, Dyer's Beach House is the perfect retreat for those looking to relax and unwind by the sea.

The Yankee Clipper Inn is a charming lodging located at 127 Granite Street in the picturesque town of Rockport, Massachusetts. Nestled along the beautiful New England coastline, this historic inn offers guests a peaceful and relaxing retreat with stunning ocean views. The inn features cozy rooms, elegant decor, and modern amenities to ensure a comfortable stay. Guests can enjoy a delicious breakfast in the morning and relax on the spacious outdoor patio overlooking the Atlantic Ocean. With its convenient location near local attractions and activities, the Yankee Clipper Inn is the perfect destination for a memorable getaway in Rockport.

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.

Located in the heart of Nantucket, Massachusetts, the Nantucket Resort Collection offers a luxurious and enchanting experience for guests. With three unique accommodations to choose from - Chapman House, Regatta Inn, and Sherburne Inn - guests can immerse themselves in the island's rich history while enjoying modern coastal design. Each of our 17th-century buildings has been meticulously restored and furnished to provide a perfect blend of antique charm and modern elegance. Whether you are looking for a romantic getaway, a family vacation, or a corporate retreat, our boutique hotel collection has something for everyone.

Captain Gosnold Village is a charming lodging institution located at 230 Gosnold Street in the picturesque town of Barnstable, Massachusetts, in the United States. The village offers cozy and comfortable accommodations for guests looking to enjoy a relaxing getaway on Cape Cod. Surrounded by lush gardens and just a short walk from the beach, Captain Gosnold Village provides a peaceful and serene atmosphere for visitors to unwind and recharge. With its convenient location and welcoming atmosphere, this institution is the perfect choice for those seeking a memorable stay on the beautiful Massachusetts coast.

Starfish Vacation Village is a charming seaside retreat located at 2032 U.S. 6 in Wellfleet, Massachusetts. Nestled in the heart of Cape Cod, this idyllic resort offers guests a peaceful and relaxing getaway surrounded by natural beauty. The village features cozy cottages, a sparkling swimming pool, and lush gardens, creating the perfect setting for a memorable vacation. Whether you're looking to unwind on the beach, explore the nearby hiking trails, or simply enjoy a quiet evening by the fire pit, Starfish Vacation Village has something for everyone. Come experience the magic of Cape Cod at this hidden gem on the coast.

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.

Marblehead Summer House is a charming lodging institution located at 27 Front Street in the historic town of Marblehead, Massachusetts. This quaint and cozy retreat offers a relaxing and comfortable stay for guests looking to experience the beauty and charm of New England's coastline. With its convenient location near local attractions, shops, and restaurants, Marblehead Summer House provides the perfect base for exploring all that this picturesque seaside town has to offer. Whether you're looking for a weekend getaway or a longer stay, this welcoming establishment is the ideal choice for your summer vacation.

Welcome to the Clipper Ship Inn, your charming home away from home nestled in the historic heart of Salem, Massachusetts. Located at 40 Bridge Street, just minutes away from the city's famed attractions, our inn offers a perfect blend of comfort, convenience, and New England hospitality. At the Clipper Ship Inn, we pride ourselves on providing a relaxing and welcoming environment for all our guests. Our well-appointed rooms are designed with your comfort in mind, offering a range of amenities to ensure a pleasant stay. Whether you're visiting Salem for its rich history, vibrant culture, or simply to enjoy the scenic beauty of the area, our inn serves as an ideal base for your adventures.

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.

South Yarmouth Cape House is a charming lodging institution located at 8 Robert Street in Yarmouth, Massachusetts, United States. Nestled in the heart of Cape Cod, this cozy retreat offers a peaceful and relaxing atmosphere for guests looking to escape the hustle and bustle of everyday life. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings, including lush gardens and a serene outdoor patio. With its convenient location near popular attractions and beaches, South Yarmouth Cape House is the perfect destination for a memorable Cape Cod getaway.