TOP 30 Seaside family vacations in Massachusetts

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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.

The Soundings Seaside Resort is a charming lodging located at 59 Chase Avenue in Dennis, Massachusetts, United States. Situated right by the beach, this resort offers guests stunning ocean views and easy access to the sand and surf. The accommodations are cozy and comfortable, providing a relaxing retreat for visitors looking to unwind by the sea. With impeccable service and a range of amenities, The Soundings Seaside Resort is the perfect destination for a seaside getaway.

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.

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.

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.

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.

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.

Dewey House is a charming tourist attraction located at 87 South Maple Street in Westfield, Massachusetts, United States. This historic institution offers visitors a glimpse into the past with its beautifully preserved architecture and furnishings. Step back in time as you explore the rooms and learn about the fascinating history of the Dewey family who once resided here. Whether you're a history buff or simply looking for a unique and educational experience, Dewey House is a must-visit destination in Westfield.

Point Breeze is a charming restaurant located at 114 Point Breeze Road in Webster, Massachusetts. This cozy establishment offers a warm and inviting atmosphere, perfect for enjoying a delicious meal with friends and family. With a focus on fresh, locally sourced ingredients, Point Breeze serves up a mouthwatering menu of classic American dishes with a creative twist. Whether you're in the mood for a hearty burger, a fresh salad, or a decadent dessert, Point Breeze has something to satisfy every craving. Come experience the welcoming ambiance and delectable cuisine at Point Breeze today!

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.

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.

Baia Maddie is a reputable dental institution located at 1445 Main Street in Tewksbury, Massachusetts. Our team of experienced professionals is dedicated to providing top-notch dental care and ensuring the oral health of our patients. From routine cleanings to advanced procedures, we offer a wide range of services to meet all of your dental needs. Visit us today and experience the difference at Baia Maddie.

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.

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.

The Captain R. Flanders House is a charming lodging located at 440 North Road in the picturesque town of Chilmark, Massachusetts, United States. This historic institution offers a cozy and inviting atmosphere, perfect for a relaxing getaway on Martha's Vineyard. Guests can enjoy comfortable accommodations and personalized service in a beautiful setting surrounded by nature. Whether you're seeking a romantic escape or a family vacation, The Captain R. Flanders House is the perfect destination for a memorable stay on the island.

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.