TOP 30 Best Family seaside retreat in Massachusetts

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.

Sun Retreats Cape Cod is a charming lodging and RV park located at 130 Thomas B Landers Road in Falmouth, Massachusetts. Surrounded by the natural beauty of Cape Cod, this institution offers a peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Whether you prefer to unwind in a cozy cabin or park your RV in a scenic spot, Sun Retreats Cape Cod provides a comfortable and relaxing environment for your stay. With easy access to nearby beaches, hiking trails, and local attractions, this institution is the perfect destination for a rejuvenating getaway on the East Coast.

Sun Retreats Dennis Port is a charming lodging facility located at 184 Old Wharf Road in Dennis, Massachusetts. Situated in the beautiful United States, this institution offers a peaceful retreat for visitors looking to relax and unwind. With comfortable accommodations and a serene atmosphere, guests can enjoy a truly rejuvenating experience. In addition to traditional lodging options, Sun Retreats Dennis Port also offers RV park facilities for those traveling by recreational vehicle. Whether you're looking for a weekend getaway or a longer stay, Sun Retreats Dennis Port is the perfect destination for a memorable vacation.

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.

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.

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!

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!

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 Crocker House Inn is a charming lodging establishment located at 12 Crocker Avenue in the picturesque town of Tisbury, Massachusetts, United States. This historic inn offers guests a cozy and comfortable retreat with beautifully decorated rooms, modern amenities, and warm hospitality. Situated in a convenient location near local attractions, shops, and dining options, the Crocker House Inn is the perfect choice for travelers looking for a relaxing and memorable stay on Martha's Vineyard. Whether you're visiting for a romantic getaway, family vacation, or business trip, the Crocker House Inn provides a welcoming atmosphere and top-notch service for all guests.

Sea Street Inn is a charming lodging establishment located at 328 Sea Street in Barnstable, Massachusetts, United States. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to relax and unwind by the sea. With its convenient location near the beach and local attractions, Sea Street Inn is the perfect destination for a peaceful getaway on Cape Cod. Enjoy a cozy room, friendly service, and a memorable stay at this quaint seaside retreat.

The Captain David Kelley House is a charming and historic lodging located at 539 Main Street in Barnstable, Massachusetts. This beautiful inn offers a cozy and welcoming atmosphere, with elegantly appointed rooms and modern amenities. Guests can enjoy a delicious homemade breakfast each morning and relax in the peaceful surroundings of the inn's garden. The Captain David Kelley House is the perfect place to stay for a relaxing getaway on Cape Cod.

The Sea Meadow Inn, located at 1187 Main Street in Brewster, Massachusetts, is a charming lodging institution housed in a historic building dating back to 1783. The inn has been beautifully restored to preserve its unique architectural features, including wide-plank pumpkin pine floors and fireplaces. The B&B style rooms offer luxurious beds, private baths, and exceptional amenities for a peaceful night's sleep. Surrounded by serene acres of gardens filled with local flowers and wildlife, guests can relax on the tree swing, hammock, or enjoy birdwatching from the back porch. The outdoor shower, grill, and firepit are perfect for enjoying evenings with family and friends after a day at the nearby bay beach or exploring the National Seashore, Provincetown, Nantucket, or Martha's Vineyard.

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.

The Onset Beach Compound is a luxurious Cape Cod beach resort and oceanic habitat located at 35 East Boulevard in Wareham, Massachusetts, United States. This idyllic retreat offers a perfect blend of relaxation and adventure, with stunning views of the ocean and access to pristine sandy beaches. Guests can enjoy a range of amenities including spacious accommodations, fine dining options, and recreational activities such as swimming, kayaking, and beachcombing. Whether you're seeking a romantic getaway or a fun-filled family vacation, The Onset Beach Compound is the perfect destination for your next seaside escape.

Woods Hole Passage Inn is a charming lodging establishment located at 186 Woods Hole Road in Falmouth, Massachusetts, United States. Nestled in the picturesque town of Woods Hole, this inn offers a cozy and comfortable retreat for guests looking to explore the beauty of Cape Cod. With its convenient location near the waterfront, guests can enjoy easy access to the beach, local shops, and restaurants. The inn features well-appointed rooms, friendly staff, and a warm and inviting atmosphere that will make your stay truly memorable. Whether you are visiting for a relaxing getaway or a romantic weekend, Woods Hole Passage Inn is the perfect choice for your accommodations.

Experience personalized hospitality and ultimate relaxation at 3 Waves Bed & Breakfast located at 73 Warren Avenue in Plymouth, Massachusetts. This health, lodging, and spa institution offers beautiful ocean views, well-appointed guest rooms, and a full breakfast served family-style each morning in the dining room. Guests can unwind in the state-of-the-art wellness center, enjoy the tranquil backyard with a fire pit, and explore the lively downtown area, beaches, and historic sites nearby. Owned by Julie, with an MBA, and Shawn, a Ph.D. nutritional biochemist, author, and professor, 3 Waves Bed & Breakfast provides a sanctuary for relaxation and self-care. Guest reviews rave about the delicious breakfast, comfortable accommodations, and personalized service provided by the hosts. Gift certificates and custom group retreats are available, making this institution the perfect spot to unwind between Boston and Cape Cod. Book your stay at 3 Waves Bed & Breakfast for a rejuvenating experience in America's Hometown.

The Seafarer Inn is a charming lodging located at 50 Marmion Way in Rockport, Massachusetts, United States. Our cozy inn welcomes guests with Covid policies in place for a safe and enjoyable stay. Breakfast is included with your reservation, and you can easily walk to the nearby beaches for a day of relaxation by the sea. The Seafarer Inn is open from May 1st to October 31st, providing a perfect retreat during the warmer months. Come experience the tranquility and beauty of Rockport at The Seafarer Inn.

Charm Provincetown is a quaint and cozy lodging establishment located at 156 Bradford Street in the picturesque town of Provincetown, Massachusetts. This charming inn offers a unique and welcoming atmosphere, perfect for a relaxing getaway by the sea. With comfortable accommodations and personalized service, Charm Provincetown is the ideal destination for those looking to experience the beauty and charm of Cape Cod. Whether you are seeking a romantic retreat or a peaceful escape, this intimate inn is sure to provide a memorable and enjoyable stay.

75 Locust is a unique and historic property located at 75 Locust Street in Falmouth, Massachusetts. This property is not only a real estate agency but also a travel agency, offering exclusive rental opportunities for families and friends to enjoy the stunning natural beauty and peaceful solitude that surrounds it. The charm and history of 75 Locust are evident in every corner, making it a truly special place to stay. Guests can explore the charming Falmouth Village with its boutique shops, delicious restaurants, and entertainment options, all just a short stroll away. The property is also conveniently located near several exceptional beaches and shorelines, perfect for a day of relaxation by the sea.

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.

Stone's Beach is a picturesque park located at 45 Nonantum Avenue in Nantucket, Massachusetts. This tranquil oasis offers stunning views of the ocean and is the perfect spot for a leisurely stroll, a picnic with loved ones, or simply relaxing by the water's edge. With its sandy shores, gentle waves, and lush greenery, Stone's Beach provides a serene escape from the hustle and bustle of everyday life. Whether you're looking to unwind in nature or soak up the sun, this charming park is sure to delight visitors of all ages.

Frederick William House is a charming lodging located at 594 Palmer Avenue in Falmouth, Massachusetts, United States. This historic institution offers a cozy and welcoming atmosphere for guests looking to explore the beautiful Cape Cod area. The house boasts comfortable accommodations, friendly staff, and convenient access to local attractions such as beaches, restaurants, and shopping. Whether you are seeking a relaxing getaway or an adventurous vacation, Frederick William House is the perfect place to stay during your visit to Falmouth.

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.

Located at 321 Shore Street in Falmouth, Massachusetts, the Beach Breeze Inn offers a variety of accommodations including guest rooms, suites, efficiency apartments, and studio apartments. Whether you're looking for a quick getaway or a week-long family vacation, the Beach Breeze Inn has something for everyone. This casual Cape Cod Inn has a 5-star review rating on TripAdvisor and is the perfect place to stay in Falmouth. Just a half mile stroll away, guests can enjoy shopping and dining options, while also being just steps away from the beach, the ferry to Martha's Vineyard, and the Shining Sea Bikeway.

Blue Shutters Beachside Inn is a charming lodging located at 1 Nautilus Road in Gloucester, Massachusetts. Situated right by the beach, this inn offers stunning ocean views and a peaceful atmosphere for guests to relax and unwind. The cozy rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy a complimentary breakfast each morning and take advantage of the inn's convenient location near local attractions and activities. Whether you're looking for a romantic getaway or a family vacation, Blue Shutters Beachside Inn is the perfect destination for a memorable stay by the sea.

Madison Inn is a charming lodging option located at 18 Kennebec Avenue in Oak Bluffs, Massachusetts. This quaint inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to enjoy a relaxing stay on Martha's Vineyard. With its convenient location and cozy rooms, Madison Inn is the perfect choice for travelers seeking a peaceful retreat in the heart of this picturesque seaside town. Enjoy a comfortable stay at Madison Inn and experience the beauty and charm of Oak Bluffs, Massachusetts.

Isabelle's Beach House is a charming lodging institution located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Our family-owned B&B was founded on the principles of hospitality, warmth, and community, making every guest feel like part of our inclusive community. As a gift of Island Joy, we offer 2024 Gift Certificates for a memorable stay at our beach house. Our newly opened boutique in Oak Bluffs, launched in August 2023, serves as a platform for mission-driven businesses and conscious consumers. Summer boutique hours are from May to October, or shop online 24/7 at www.jubileemv.com.

Captains Bounty Beach View is a charming lodging institution located at 10 Beach Street in the picturesque town of Rockport, Massachusetts, United States. The property offers stunning views of the beach and ocean, providing guests with a truly relaxing and serene atmosphere. The rooms are tastefully decorated and equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the beautiful surroundings, take a leisurely stroll along the beach, or explore the nearby attractions. Captains Bounty Beach View is the perfect destination for those looking for a peaceful and idyllic getaway by the sea.

Cliffside Beach Club is a luxurious lodging institution located at 46 Jefferson Avenue in the picturesque town of Nantucket, Massachusetts. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sandy shores. The club offers a range of upscale accommodations, from elegant rooms to spacious suites, all designed to provide a comfortable and relaxing stay. Guests can also take advantage of the on-site amenities, including a swimming pool, fitness center, and fine dining restaurant. Whether you're looking for a romantic getaway or a family vacation, Cliffside Beach Club provides the perfect retreat for those seeking a peaceful and rejuvenating experience by the sea.

Located in the heart of Nantucket, Massachusetts, the Regatta Inn offers a unique and luxurious lodging experience. Situated at 78 Centre Street, this iconic Nantucket luxury boutique hotel is part of the Nantucket Resort Collection, along with the Chapman House and Sherburne Inn. The Regatta Inn boasts enchanting gardens, where guests can relax and breathe in the delicious island aroma. Each of the 17th-century buildings has been beautifully restored and furnished with modern coastal design, combining antique charm with modern elegance.