TOP 30 Seaside cottages for couples in Massachusetts

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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 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.

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.

Inkwell Beach Cottage is a charming lodging located at 83 Seaview Avenue in Oak Bluffs, Massachusetts, United States. Nestled in a picturesque seaside town, this cozy cottage offers a relaxing and comfortable retreat for guests looking to unwind and enjoy the beauty of Martha's Vineyard. Just steps away from the sandy shores of Inkwell Beach, guests can enjoy stunning ocean views and easy access to swimming, sunbathing, and beachcombing. The cottage features well-appointed rooms, a fully equipped kitchen, and a spacious living area, making it the perfect home-away-from-home for a seaside getaway. Whether you're looking for a romantic escape or a fun-filled family vacation, Inkwell Beach Cottage provides a peaceful and idyllic setting for your next trip to the Cape Cod area.

Lighthouse Lane Cottages is a charming lodging option located at 5 Lighthouse Lane in Rockport, Massachusetts, United States. This institution offers cozy and well-appointed cottages for rent, making it the perfect accommodation choice for travelers looking for a peaceful and relaxing getaway. As a real estate agency, Lighthouse Lane Cottages also helps clients find their dream vacation home or investment property in the scenic coastal town of Rockport. Additionally, as a travel agency, they can assist guests in planning their itinerary and exploring the best attractions and activities in the area. Whether you are looking for a weekend escape or a long-term rental, Lighthouse Lane Cottages is your go-to destination for a memorable and enjoyable stay in Rockport.

Whaleback Hill Cottages is a charming lodging institution located in the picturesque town of Sandwich, Massachusetts. Nestled on a scenic hilltop overlooking the historic Route 6A, this cozy retreat offers a peaceful and relaxing getaway for guests looking to unwind and rejuvenate. The cottages are beautifully appointed with modern amenities and rustic charm, providing a comfortable and inviting atmosphere for visitors. Whether you're seeking a romantic escape, a family vacation, or a solo retreat, Whaleback Hill Cottages is the perfect destination for your next stay in Cape Cod.

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.

Mermaid Cottage is a charming lodging establishment located at 49 Cliff Street in Dennis, Massachusetts, United States. This cozy cottage offers a unique and relaxing getaway for guests looking to escape the hustle and bustle of everyday life. Decorated in a nautical theme, Mermaid Cottage provides a comfortable and inviting atmosphere for visitors to unwind and recharge. With its close proximity to the beach and local attractions, guests can enjoy a peaceful retreat while still being conveniently located near the heart of Dennis. Whether you're looking for a romantic weekend getaway or a family vacation, Mermaid Cottage is the perfect destination for a memorable stay by the sea.

The Ebb Tide Cottages is a charming lodging option located at 88 Chase Avenue in Dennis, Massachusetts, United States. Nestled near the picturesque coastline, this institution offers cozy and comfortable cottages for guests to enjoy a relaxing getaway by the sea. With its serene atmosphere and convenient location, The Ebb Tide Cottages is the perfect destination for those seeking a peaceful retreat on Cape Cod.

Pleasant Bay Cottage is a charming real estate and travel agency located at 2038 Massachusetts 28 in Harwich, Massachusetts. Our agency specializes in helping clients find their dream vacation rental or permanent residence in the beautiful and scenic area of Pleasant Bay. With our personalized service and attention to detail, we strive to make the process of buying or renting a property as smooth and enjoyable as possible. Whether you are looking for a cozy cottage for a weekend getaway or a luxurious waterfront home, Pleasant Bay Cottage is here to help you find the perfect place to call home. Contact us today to start your search for your ideal property in this picturesque coastal region of Massachusetts.

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.

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.

Located in the charming town of Newburyport, Massachusetts, the Compass Rose Inn offers a cozy and welcoming lodging experience. Situated at 5 1/2 Center Street, this quaint inn is the perfect destination for travelers seeking a peaceful retreat. The Compass Rose Inn boasts comfortable accommodations, friendly staff, and a convenient location near local attractions and dining options. Whether you're visiting for business or pleasure, you'll feel right at home at the Compass Rose Inn.

The Inn at Newburyport is a charming lodging establishment located in the heart of historic Newburyport, Massachusetts. Situated at 32 Market Street, this cozy inn offers guests a peaceful retreat with its comfortable accommodations and top-notch amenities. Whether you're visiting for a weekend getaway or a longer stay, The Inn at Newburyport provides a warm and inviting atmosphere for guests to relax and unwind. With its convenient location near local attractions, shops, and restaurants, this inn is the perfect home base for exploring all that Newburyport has to offer. Experience the charm and hospitality of The Inn at Newburyport during your next visit to Massachusetts.

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.

Harborside Inn is a charming lodging establishment located at 185 State Street in the heart of Boston, Massachusetts. Offering comfortable accommodations and exceptional service, this inn is the perfect place to stay for both business and leisure travelers. With its convenient location near the waterfront and popular attractions, guests can easily explore all that Boston has to offer. Whether you are visiting for a weekend getaway or an extended stay, Harborside Inn provides a cozy and welcoming atmosphere for a memorable experience in the historic city of Boston.

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.

Located on the beautiful sands of Old Silver Beach in North Falmouth, Massachusetts, Sea Crest Beach Hotel is a charming resort offering relaxation, romantic getaways, family vacations, and memorable events. With 253 plush guest rooms, signature suites, and private cottages, the hotel provides a sanctuary of comfort inspired by Cape Cod's rich history. Guests can enjoy fresh New England flavors at the upcoming Streetscape restaurant or take in stunning sunsets over the Cape. Voted a top hotel in Boston by Condé Nast Traveler, Sea Crest Beach Hotel offers a Breakfast by the Sea package for effortless mornings and romantic couples getaways. The hotel's white sandy beaches make it an ideal wedding venue, with experienced staff ready to bring your dream wedding to life. From formal dining to waterfront views, Sea Crest offers a variety of dining options, including Red's Restaurant and a takeout window.

Innseason Resorts Harborwalk is a charming lodging establishment located at 26 Robbins Road in the picturesque town of Falmouth, Massachusetts. Situated in the heart of the historic harbor area, this resort offers guests a peaceful and relaxing retreat with easy access to the town's shops, restaurants, and attractions. The accommodations feature spacious rooms and suites with modern amenities, as well as stunning views of the harbor. Guests can enjoy on-site amenities such as a heated outdoor pool, fitness center, and complimentary breakfast. Whether you're looking for a romantic getaway or a fun family vacation, Innseason Resorts Harborwalk is the perfect destination for your next trip to Cape Cod.

Falmouth Heights Motor Lodge is a charming lodging establishment located at 146 Falmouth Heights Road in the picturesque town of Falmouth, Massachusetts. Situated in the United States, this cozy motor lodge offers comfortable and affordable accommodations for guests looking to explore the beautiful Cape Cod region. With its convenient location near the beach and local attractions, Falmouth Heights Motor Lodge is the perfect choice for a relaxing getaway or a fun-filled vacation. Experience warm hospitality and a welcoming atmosphere during your stay at this lovely institution.

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.

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 Beach & King Street Inn is a charming lodging establishment located at 2 King Street in Rockport, Massachusetts, right across from Front Beach. This stunning Cape Ann beach house on the North Shore offers picturesque accommodations with breathtaking ocean views. Just a 5-minute walk away from historic Bearskin Neck and the village, our Rockport beach house rental is the perfect place to stay while exploring one of New England's premier destination spots. Rockport, MA is known for its artist galleries, unique shops, and superb seafood restaurants, making it a delightful place to visit. Enjoy evening strolls along the shore, soak in the small town atmosphere, and indulge in delicious local cuisine. Our vacation rental provides a relaxing getaway with ocean breezes and the soothing sounds of the surf to rejuvenate your spirits.

Located at 150 Warren Avenue in Plymouth, Massachusetts, the Pilgrim Sands hotel on Long Beach offers a relaxing oceanfront experience on Cape Cod Bay. Enjoy live music in our lounge and on the outside oceanfront deck, showcasing some of the area's most talented musicians. Plymouth is a historic town with plenty of activities and is conveniently located near Cape Cod, Boston, and other popular tourist destinations. The Sands hotel is situated right off the highway, providing easy access to Boston and Cape Cod. Our beachfront location allows guests to take full advantage of the beautiful surroundings, with a private beach leading to Plymouth Long Beach. This peninsula offers miles of unspoiled beach with stunning views of Saquish beach and Plymouth Harbor, perfect for a scenic walk.

Mariner's Point Resort is a beautiful lodging destination located at 425 Grand Avenue in Falmouth, Massachusetts, United States. With approximately 290 feet of private ocean beachfront overlooking Vineyard Sound, our resort is the perfect spot for vacations, outdoor weddings, family reunions, and celebrations. Conveniently situated in historic Falmouth Heights, we are just a short distance from the ferry to Martha’s Vineyard and close to downtown markets, restaurants, fishing jetties, charter boats, and recreational activities like golf, biking, and hiking trails. Our non-smoking resort is at the center of many events, including Fourth of July fireworks and the famous Falmouth Road Race.

Beachside Village is a charming lodging institution located at 45 Surf Drive in the coastal town of Falmouth, Massachusetts, United States. Situated just steps away from the sandy shores of the beach, this quaint village offers a peaceful retreat for visitors looking to relax and unwind by the sea. The cozy accommodations and picturesque surroundings make Beachside Village the perfect destination for a tranquil getaway. Whether you're seeking a romantic escape or a family vacation, this seaside retreat provides a comfortable and inviting setting for guests to enjoy the beauty of the Massachusetts coastline.

A Beach House Oceanfront is a charming lodging located at 45 Black Pond Lane in Plymouth, Massachusetts, United States. Situated right on the oceanfront, this institution offers stunning views of the sea and direct access to the beach. Guests can enjoy a peaceful and relaxing stay in a cozy beach house, complete with all the amenities needed for a comfortable vacation. Whether you're looking to unwind by the water, explore the nearby attractions, or simply soak up the sun, A Beach House Oceanfront is the perfect destination for a seaside getaway.

The Beacon Waterfront Inn is a luxurious boutique hotel located at 52 Salisbury Street in Hull, Massachusetts, United States. Just a short walk from Nantasket Beach, this waterfront inn offers a unique blend of charm and customization, providing an unforgettable experience for singles, couples, business travelers, and small families. The lavish accommodations at The Beacon Waterfront Inn feature elegant interiors with designer furnishings and stunning views of Nantasket Bay. Each room is equipped with top-of-the-line mattresses and bed linens, as well as modern amenities such as flat-screen TVs, complimentary WiFi, and charging stations for electronic devices. Suites also include a cozy living area with a pull-out queen couch, refrigerator, and Keurig coffee maker.