TOP 30 Best Romantic beach cottages in Massachusetts

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.

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.

Red Jacket Beach Resort & Spa is a luxurious lodging institution located at 1 South Shore Drive in Yarmouth, Massachusetts, United States. Nestled along a pristine private shoreline, the resort is the flagship property of a collection that offers spacious rooms and vacation cottages perfect for couples, groups, and anyone seeking a Cape Cod experience filled with coastal comforts. Situated by the beautiful banks of Parker's River in South Yarmouth, Red Jacket Beach Resort boasts panoramic vistas that combine the expansive beauty of the ocean with the picturesque sights of the river. As the central hub for indulgence and notable amenities, the resort offers unparalleled hospitality and a curated menu of distinctive treatments at the on-site spa.

Otwell Cottage is a charming lodging institution located at 24 North Beach Avenue in Bourne, Massachusetts, United States. This cozy cottage offers a relaxing and comfortable retreat for guests looking to enjoy a peaceful vacation by the beach. With its quaint decor, welcoming atmosphere, and convenient location, Otwell Cottage is the perfect choice for those seeking a memorable stay on Cape Cod. Immerse yourself in the beauty of the surroundings, unwind on the porch, and create lasting memories at this idyllic retreat in Bourne.

Brewster Cottages is a charming lodging destination located at 25 Barnacle Road in Brewster, Massachusetts, United States. This cozy establishment combines the comforts of home with the luxury of a vacation getaway, offering a unique experience for travelers looking to relax and unwind. As both a real estate and travel agency, Brewster Cottages provides guests with a seamless booking process and personalized service to ensure a memorable stay. Whether you're looking for a weekend retreat or a longer vacation, Brewster Cottages is the perfect choice for your next escape.

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.

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.

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.

Cranberry Cottages is a charming accommodation located at 785 State Highway in Eastham, Massachusetts, United States. Nestled in a picturesque setting, Cranberry Cottages offers cozy and comfortable cottages for guests looking for a relaxing getaway on Cape Cod. Each cottage is tastefully decorated and fully equipped with modern amenities to ensure a comfortable stay. Guests can enjoy the tranquil surroundings, explore the nearby beaches, or take a short drive to the bustling town center for shopping and dining. Whether you're looking for a romantic retreat or a family vacation, Cranberry Cottages provides the perfect setting for a memorable stay on the Cape.

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.

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.

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.

Anchor Inn Beach House is a charming lodging located at 175 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right by the beach, this cozy inn offers guests a relaxing and comfortable stay with stunning ocean views. The rooms are beautifully decorated and equipped with modern amenities to ensure a pleasant experience. Guests can enjoy a complimentary breakfast each morning and relax on the outdoor patio overlooking the water. With its prime location and welcoming atmosphere, Anchor Inn Beach House is the perfect choice for a beachside getaway in Provincetown.

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.

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 - 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.

East Harbour Motel & Cottages is a charming lodging establishment situated at 618 Shore Road in Truro, Massachusetts, United States. Nestled in a picturesque location, this institution offers cozy accommodations in the form of comfortable motel rooms and quaint cottages. Guests can enjoy the serene surroundings and easy access to the nearby beaches and attractions. Whether you are looking for a relaxing getaway or a fun-filled vacation, East Harbour Motel & Cottages is the perfect place to stay. Experience warm hospitality and a memorable stay at this lovely institution.

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 Boatslip Resort & Beach Club is a charming lodging establishment located at 161 Commercial Street in the picturesque town of Provincetown, Massachusetts. Situated right on the waterfront, this resort offers stunning views of the harbor and easy access to the beach. Guests can enjoy comfortable accommodations, a variety of amenities, and excellent service during their stay. Whether you're looking to relax by the pool, explore the town's shops and restaurants, or take part in the vibrant nightlife, the Boatslip Resort & Beach Club is the perfect destination for a memorable getaway.

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.

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 300 feet of private beachfront overlooking the Nantucket Sound in Dennis Port, MA, Edgewater Beach Resort offers a fully renovated 76-room resort for year-round enjoyment. Whether you're looking for a summer escape or a cozy winter retreat, Edgewater Beach Resort has something for everyone. Vacation ownership options allow guests to return to the same unit each year or explore other locations through exchange partners. The resort prides itself on ongoing maintenance and renovations to ensure a relaxing and enjoyable experience for all guests.

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.

Cottage Grove At Eastham is a charming lodging institution located at 1975 State Highway in Eastham, Massachusetts, United States. Nestled in a serene and picturesque setting, this cozy retreat offers comfortable accommodations and a peaceful atmosphere for guests to relax and unwind. With its convenient location near popular attractions such as the Cape Cod National Seashore and Nauset Light Beach, Cottage Grove At Eastham provides the perfect base for exploring the beauty of Cape Cod. Whether you're looking for a romantic getaway or a family vacation, this charming establishment is sure to provide a memorable and enjoyable stay.

Ocean View Cottages offers charming vacation cottages for rent in the picturesque town of Wellfleet, Massachusetts. Situated at 230 Pilgrim Road, our cottages provide guests with stunning views of the ocean and a serene escape from the hustle and bustle of everyday life. As a real estate and travel agency, we are dedicated to helping our guests find the perfect rental property for their vacation needs. Whether you're looking for a cozy retreat for a romantic getaway or a spacious cottage for a family vacation, Ocean View Cottages has something for everyone. Book your stay with us and experience the beauty of Wellfleet in comfort and style.

Chatham Beach Cottages is a charming waterfront retreat located on Little Beach Road in the picturesque town of Chatham, Massachusetts. Nestled along the sandy shores of the Atlantic Ocean, this cozy getaway offers a collection of well-appointed cottages with stunning ocean views and easy access to the beach. Guests can relax on their private deck, take a leisurely stroll along the shoreline, or explore the quaint shops and restaurants in town. Whether seeking a romantic escape or a family vacation, Chatham Beach Cottages provides a peaceful and idyllic setting for a memorable coastal retreat.

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.

A Cape Shore Lodge & Cottages is a charming lodging establishment located at 6 Shore Road in Truro, Massachusetts, United States. Nestled along the picturesque Cape Cod shoreline, this cozy retreat offers comfortable accommodations in the form of both lodge rooms and cottages. Guests can enjoy stunning views of the ocean, relax on the sandy beaches, and explore the nearby attractions such as Cape Cod National Seashore and Provincetown. Whether you're looking for a romantic getaway or a family vacation, A Cape Shore Lodge & Cottages provides the perfect setting for a memorable stay on the Cape.