TOP 30 Seaside vacation homes in Massachusetts

Del Mar Vacations is a well-established real estate and travel agency located in Orleans, Massachusetts. Specializing in vacation rentals and property management, our dedicated team is committed to providing top-notch service to clients looking to explore the beautiful Cape Cod area. Whether you're looking for a cozy beachfront cottage or a luxurious waterfront home, Del Mar Vacations has a wide range of properties to suit every taste and budget. With our expert knowledge of the area and personalized approach, we strive to make your vacation experience unforgettable. Visit us at 24 South Orleans Road to start planning your dream getaway today.

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.

Beachcombers Vacation Rentals and Real Estate Sales is a premier real estate and travel agency located in Aquinnah, Massachusetts. Situated at 10 Old South Road, this institution offers a wide range of vacation rentals and properties for sale in this picturesque coastal town. Whether you are looking for a dream vacation rental or interested in purchasing your own piece of paradise, Beachcombers Vacation Rentals and Real Estate Sales has the expertise and resources to help you find the perfect property. With a team of experienced agents and a commitment to exceptional customer service, Beachcombers is your go-to destination for all your real estate and vacation rental needs in Aquinnah, Massachusetts.

CAPTAIN MORSE HOUSE Vacation Rental is a charming lodging option located at 80 North Water Street in the picturesque town of Edgartown, Massachusetts. This historic property offers a unique and cozy atmosphere for guests looking to experience the beauty of Martha's Vineyard. As a real estate and travel agency, CAPTAIN MORSE HOUSE Vacation Rental provides top-notch customer service and a range of accommodation options to suit every traveler's needs. Whether you're looking for a romantic getaway or a family vacation, this institution is the perfect choice for your next holiday.

Seaside Vacay is a premier real estate and travel agency located at 5 Penzance Road in the picturesque town of Rockport, Massachusetts, United States. Specializing in beachfront properties and vacation rentals, Seaside Vacay offers a wide range of accommodations for those seeking a relaxing seaside getaway. Whether you're looking for a cozy cottage for a weekend escape or a luxurious beach house for a family vacation, our experienced team is dedicated to helping you find the perfect seaside retreat. With stunning ocean views, sandy beaches, and charming seaside towns just steps away, Seaside Vacay is your ultimate destination for a memorable seaside vacation. Contact us today to start planning your dream beach getaway!

The Calico Seahorse-Beach Vacation Rentals is a unique institution located at 90 White Horse Road in Plymouth, Massachusetts, United States. As a real estate and travel agency, we offer 7 beach-themed bungalows just a 5-minute walk from White Horse Beach. Each bungalow is a dream destination, fully furnished with everything you need for a beach getaway, including a beach wagon filled with chairs, umbrellas, and boogie boards, as well as an outdoor shower, community fire pit, and your own gas grill. Our accommodations include a Studio that sleeps 2, three 1-bedroom bungalows that sleep 5, two 2-bedroom bungalows that sleep 7, and a 4-bedroom Main house that sleeps 11. All of our bungalows are fully stocked with a kitchen, stainless steel appliances, drip coffee maker, and a Keurig. Each bungalow is themed after places we have traveled around the world, adding a colorful and whimsical touch to the property.

Del Mar Vacations - Chatham Rentals is a reputable real estate and travel agency located at 30 Captain Richards Way in Chatham, Massachusetts. Specializing in vacation rentals in the charming town of Chatham, this institution offers a wide range of properties for visitors looking to explore Cape Cod. Whether you're searching for a cozy beachfront cottage or a luxurious waterfront estate, Del Mar Vacations - Chatham Rentals has the perfect accommodation for your getaway. With exceptional customer service and a commitment to providing top-notch accommodations, this agency ensures that your vacation experience is nothing short of unforgettable. Book your next Cape Cod vacation with Del Mar Vacations - Chatham Rentals and create lasting memories in this beautiful coastal destination.

SEAS THE DAY Vacation Rental is a real estate and travel agency located at 53 Valhalla Drive in Yarmouth, Massachusetts, United States. This institution offers a range of vacation rental options in historic South Yarmouth on Cape Cod. Whether you're looking for a cozy cottage or a spacious beachfront property, SEAS THE DAY has the perfect accommodation for your Cape Cod getaway. Visit their website at www.seasthedaycapecod.com to book your dream vacation rental today.

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.

Cape Cod Beach Vacations is a premier real estate and travel agency located at 598 Washington Street in Canton, Massachusetts, United States. Specializing in luxury beachfront properties and vacation rentals on the picturesque Cape Cod peninsula, our experienced team is dedicated to helping you find the perfect seaside escape. Whether you're looking for a cozy cottage for a romantic getaway or a spacious beach house for a family vacation, Cape Cod Beach Vacations has the ideal accommodation for your needs. Book your dream beach vacation with us today and create unforgettable memories by the ocean.

Salisbury Sea Breeze Vacation Homes in Salisbury, Massachusetts offers a collection of stunning vacation rental properties perfect for a seaside getaway. Located at 268A North End Boulevard, this real estate and travel agency specializes in providing guests with beautiful accommodations just steps away from the beach. Whether you're looking for a cozy cottage for a romantic retreat or a spacious beach house for a family vacation, Salisbury Sea Breeze Vacation Homes has the perfect property for you. Experience the beauty of the Massachusetts coastline and enjoy a relaxing stay at one of their charming vacation homes.

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.

Seaside Summer Rentals is a premier real estate and travel agency located at 1370 Massachusetts 134 in Dennis, Massachusetts. We specialize in providing luxury vacation rentals along the picturesque seaside of Cape Cod. Our properties range from cozy beach cottages to spacious waterfront estates, ensuring that every guest can find their perfect summer retreat. With our personalized service and attention to detail, we strive to make your vacation experience unforgettable. Contact us today to start planning your dream getaway by the sea!

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.

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.

Ocean Harbor House is a premier real estate and travel agency located at 101 Brick Hill Road in Orleans, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream vacation home or investment property along the stunning coast of Cape Cod. Whether you're looking for a cozy beach cottage or a luxurious waterfront estate, Ocean Harbor House has the expertise and resources to make your real estate dreams a reality. Additionally, our travel agency services can help you plan the perfect getaway to this picturesque seaside destination. Contact us today to start your journey towards owning a piece of paradise or booking the vacation of a lifetime.

Breakwater Dunes, LLC is a premier real estate and travel agency located at 30 Breakwater Shores Drive in Barnstable, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream vacation rental or investment property along the stunning coastline of Cape Cod. Whether you are looking for a beachfront retreat or a luxury rental, Breakwater Dunes, LLC has the expertise and resources to make your real estate dreams a reality. Contact us today to start your journey towards owning a piece of paradise on the beautiful shores of Massachusetts.

The Winthrop Elks is a charming lodging institution located at 191 Washington Avenue in Winthrop, Massachusetts, United States. Nestled in a quaint seaside town, this cozy lodge offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy. With its convenient location near the beach and local attractions, the Winthrop Elks is the perfect place to stay for a relaxing getaway or a fun-filled vacation. Whether you're visiting for business or pleasure, you'll find everything you need for a comfortable stay at this inviting lodge.

Carbuncle Beach House is a charming park located at 12 Carbuncle Drive in Oxford, Massachusetts, United States. This serene and picturesque institution offers a peaceful retreat for visitors looking to escape the hustle and bustle of everyday life. With its beautiful beachfront setting and lush green surroundings, Carbuncle Beach House is the perfect place to relax, unwind, and connect with nature. Whether you're looking to enjoy a leisurely stroll along the shoreline, have a picnic with loved ones, or simply soak up the sun, Carbuncle Beach House provides a tranquil and rejuvenating experience for all who visit.

Beach Realty is a premier real estate and travel agency located at 133 North Shore Boulevard in Sandwich, Massachusetts. Our experienced team of agents specializes in buying and selling beachfront properties, vacation rentals, and investment properties in the beautiful coastal town of Sandwich. Whether you are looking for a dream beach house or planning a relaxing getaway, Beach Realty is here to help you find the perfect property to suit your needs. Contact us today to start your beachfront living experience!

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 Salty Cottage is a charming real estate and travel agency located at 27 Locust Road in Eastham, Massachusetts. This cozy cottage is perfect for small families or two couples looking for a quiet retreat close to all the attractions Cape Cod has to offer. Situated in the heart of Eastham's Historic Town Center, it is just steps away from Salt Pond and the National Seashore Visitor Center, as well as a short bike ride to the Cape Cod Rail Trail. The cottage features two bedrooms with high-quality queen-size mattresses, pillows, and linens, along with a pull-out couch for larger groups. The bathroom includes a washer and dryer for added convenience. Guests can enjoy the modern decorations and finishes inside, or relax outside on the deck overlooking a natural wooded area, complete with outdoor shower and dining space for four.

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.

Waterfront Rentals is a premier real estate and travel agency located at 411 Massachusetts 28 in Yarmouth, Massachusetts. Specializing in luxurious waterfront properties, our agency offers a wide range of rental options for those looking to enjoy the beauty of Cape Cod's stunning coastlines. Whether you're seeking a peaceful retreat or a fun-filled vacation, our experienced team is dedicated to helping you find the perfect rental for your needs. With top-notch customer service and a diverse selection of properties, Waterfront Rentals is your go-to destination for an unforgettable stay on the shores of Massachusetts.

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.

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.

Town & Beach Motel is a charming lodging establishment located at 382 Main Street in the picturesque town of Falmouth, Massachusetts. Just moments away from the beach, this cozy motel offers comfortable accommodations for guests looking to relax and unwind by the ocean. With clean and spacious rooms, friendly staff, and convenient amenities, Town & Beach Motel provides a perfect home away from home for travelers exploring the beautiful Cape Cod area. Whether you're in town for a weekend getaway or an extended vacation, you'll find everything you need for a memorable stay at this welcoming motel.

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.

The Cove At Rockport is a charming lodging located at 1 King Street in the picturesque town of Rockport, Massachusetts. Situated in the United States, this institution offers cozy accommodations with stunning views of the surrounding area. Guests can enjoy a peaceful retreat by the sea, with easy access to local attractions, shops, and restaurants. Whether you're looking for a romantic getaway or a family vacation, The Cove At Rockport provides a comfortable and welcoming atmosphere for all travelers.

Welcome to Inn on the Sound at Falmouth, a charming oceanfront bed and breakfast located in the popular beach community of Falmouth on Cape Cod, Massachusetts. Situated high on a bluff, our inn offers breathtaking views of the ocean, perfect for watching the sunrise, sunset, and even the moon rise over the sound between the upper Cape and Martha's Vineyard. Guests can enjoy our comfortable and relaxed guest rooms, all with private baths and some with private balconies. Our beautifully decorated living room provides a front-row seat for the Fourth of July fireworks, while our dining room and deck offer delicious homemade breakfasts to start your day off right.