TOP 30 Best Private seaside rental in 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.

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.

Near Beach Rentals is a cozy lodging option located at 183 Captain Chase Road in Dennis, Massachusetts. Just a stone's throw away from the beach, this institution offers comfortable accommodations for those looking to enjoy a relaxing getaway by the sea. Whether you're looking for a romantic escape or a fun-filled family vacation, Near Beach Rentals provides the perfect home base for your coastal adventures. With its convenient location and charming atmosphere, this institution is the ideal choice for travelers seeking a peaceful retreat near the shore.

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.

Our room and cottage rental institution is nestled in the charming town of Oak Bluffs, Massachusetts, just a stone's throw away from the beautiful shores of Martha's Vineyard. Located at 145 Circuit Avenue, our lodging offers a cozy and comfortable retreat for visitors looking to explore the island. Whether you're looking for a quaint room for a weekend getaway or a spacious cottage for a family vacation, we have a variety of accommodations to suit your needs. Enjoy the convenience of being within walking distance to shops, restaurants, and local attractions while also being able to relax in a peaceful and serene setting. Book your stay with us today and experience the beauty and tranquility of Martha's Vineyard.

LL Beach Rentals is a premier lodging institution located at 5 Peregrine Lane in the beautiful town of Yarmouth, Massachusetts, United States. Our cozy and well-appointed beach rentals are the perfect choice for those looking for a relaxing and comfortable stay near the ocean. With a convenient location just steps away from the beach, guests can enjoy easy access to the sand and surf during their stay. Whether you're looking for a romantic getaway, a family vacation, or a solo retreat, LL Beach Rentals has the perfect accommodation option for you. Book your stay with us today and experience the beauty and tranquility of Yarmouth's stunning beaches.

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.

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.

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 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.

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.

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.

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.

Clippership Apartments on the Wharf offers luxurious living in East Boston's most sought after area, overlooking beautiful Boston Harbor. Conveniently located steps away from the MBTA Blue Line and Water Taxi service, residents have easy access to downtown Boston. The apartments feature modern finishes, in-home laundry, ample closets, and stunning city and water views from private patios or balconies. Residents can enjoy a range of amenities including a fitness center, lounges for private parties, concierge services, pet washing station, and a 24/7 package locker system. The community prioritizes sustainability and wellness, with LEED certifications for Neighborhood Development and residential units.

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.

Captain's Bounty On The Beach is a charming lodging establishment located at 1 Beach Street in the beautiful town of Rockport, Massachusetts, United States. Situated right on the beach, guests can enjoy stunning ocean views and the sound of waves crashing against the shore. The cozy rooms are decorated in a nautical theme, paying homage to the town's maritime history. Guests can relax on the private balcony or patio and take in the fresh sea air. The friendly staff are always on hand to ensure guests have a comfortable and enjoyable stay. Captain's Bounty On The Beach is the perfect seaside retreat for those looking to unwind and relax by the water.

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 Cottages at Nantucket Boat Basin is a charming lodging option located at 24 Old South Wharf in Nantucket, Massachusetts. This unique institution offers cozy cottages with stunning views of the marina, perfect for a relaxing getaway. As a real estate agency, they also offer opportunities to invest in waterfront properties in this picturesque location. Additionally, as a travel agency, they can help plan your dream vacation to Nantucket, ensuring a memorable experience. Whether you're looking for a weekend retreat or a long-term investment, The Cottages at Nantucket Boat Basin has everything you need for a perfect stay in this beautiful coastal town.

Wychmere Beach Club is a luxurious lodging institution located at 23 Snow Inn Road in Harwich, Massachusetts, United States. Nestled on the shores of Cape Cod, this beachfront resort offers stunning views of the ocean and a tranquil atmosphere for guests to relax and unwind. The club features elegant accommodations, fine dining options, and a range of amenities including a private beach, swimming pools, and a spa. Whether you're looking for a romantic getaway or a family vacation, Wychmere Beach Club provides the perfect setting for a memorable stay by the sea.

Kingfisher Oceanside is a charming lodging institution located at 15 Sea Street in Dennis, Massachusetts, United States. Situated right by the ocean, guests can enjoy stunning views and easy access to the beach. The cozy rooms are tastefully decorated and equipped with modern amenities for a comfortable stay. The friendly staff is always ready to assist guests and ensure a memorable experience. Whether you're looking for a relaxing getaway or a fun-filled vacation by the sea, Kingfisher Oceanside is the perfect choice for your accommodation needs.

Linger Longer By the Sea Apartments is a lodging institution located at 261 Linnell Landing Road in Brewster, Massachusetts, United States. This establishment offers terrific value for guests, with private beach access on Cape Cod Bay. The apartments have been updated and reconfigured, featuring multiple baths and available for daily or weekly rentals. Guests have praised the accommodations and the helpfulness of the staff, particularly mentioning the beautiful sunsets and long sandy beach perfect for leisurely walks. The institution also offers guided beachside exploration tours at low tide in collaboration with the Cape Cod Museum of Natural History.

Even'tide Resort & Cottages is a charming lodging establishment located in Wellfleet, Massachusetts. Situated at 650 U.S. 6, this resort offers cozy cottages and comfortable rooms for guests to enjoy a relaxing stay on Cape Cod. The resort is surrounded by beautiful scenery and is just a short drive away from the beach, making it the perfect destination for a seaside getaway. With friendly staff, clean accommodations, and a peaceful atmosphere, Even'tide Resort & Cottages is a great choice for those looking to unwind and rejuvenate in a tranquil setting.

Plymouth Yacht Club is a prestigious institution located at 34 Union Street in Plymouth, Massachusetts, United States. With a rich history dating back to its founding in 1890, the club offers a range of amenities and services for boating enthusiasts. Members can enjoy access to a marina, clubhouse, dining facilities, social events, and a vibrant community of fellow yachting enthusiasts. Whether you are an experienced sailor or a novice looking to learn, Plymouth Yacht Club provides the perfect setting to enjoy the beauty of the sea and the camaraderie of fellow members.

Chase's Ocean Grove is a historic institution located at 251 Old Wharf Road in Dennis, Massachusetts, United States. Established in 1930 by Arthur and Ethel Chase, this seaside retreat offers 1,000 feet of private beach on Nantucket Sound for autoists with camping equipment to enjoy. The charming villages of East Dennis, Dennis, and South Dennis boast scenic historic districts from the whaling days, while Dennis Port and West Dennis feature tranquil tree-lined streets. With sixteen beautiful beaches along Nantucket Sound and Cape Cod Bay, residents and visitors can relax and enjoy the warm waters. Recreation trails and well-developed business districts provide ample opportunities for leisure and convenience. If you are a resident or owner, access the resident portal through the link below for community updates and information.

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.

Pilgrim Beach Village is a premier real estate and travel agency located at 174 Shore Road in Truro, Massachusetts. Our agency specializes in providing luxurious beachfront properties for sale or rent, as well as personalized travel experiences for those looking to explore the beautiful Cape Cod area. With a team of experienced agents and travel experts, Pilgrim Beach Village is committed to helping clients find their dream vacation home or plan the perfect getaway. Whether you're looking for a relaxing beach retreat or an adventurous outdoor excursion, Pilgrim Beach Village has the resources and expertise to make your travel dreams a reality. Visit us today and let us help you create unforgettable memories on the stunning shores of Truro, Massachusetts.

Surf Side Cottages is a charming lodging option located at 370 Wilson Avenue in Wellfleet, Massachusetts, United States. This institution offers cozy and comfortable cottages for guests looking to enjoy a relaxing beach vacation. As a real estate agency, Surf Side Cottages also provides opportunities for those interested in purchasing a vacation home in this picturesque coastal town. Additionally, as a travel agency, they can assist guests in planning their ideal getaway to Wellfleet, whether it be for a weekend retreat or an extended stay. Experience the beauty of Cape Cod at Surf Side Cottages.

Blue Ocean Event Center is a versatile and elegant institution located at 4 Ocean Front North in Salisbury, Massachusetts. This unique establishment offers a combination of a food, restaurant, and store all under one roof. With stunning views of the ocean, guests can enjoy a delicious meal at the restaurant, shop for unique gifts at the store, or host a special event in the spacious event center. Whether you're looking for a casual dining experience, a shopping excursion, or a venue for a memorable celebration, Blue Ocean Event Center has something for everyone.

Blue - Inn on the Beach is a charming lodging located at 20 Fordham Way in Newbury, Massachusetts, United States. Situated right on the beach, guests can enjoy stunning ocean views and easy access to the sand and surf. The inn offers comfortable accommodations with a cozy, beachy vibe, perfect for a relaxing getaway. With friendly staff and a convenient location, Blue - Inn on the Beach is the ideal spot for a seaside retreat.