Luxury seaside cottages in Massachusetts

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.

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.

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.

equipped for cooking meals and the sound of the waves lulls you to sleep at night. Highly recommend for a peaceful and relaxing getaway.

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.

The Summer House Cottages is a charming seaside retreat located at 17 Ocean Avenue in Siasconset, Massachusetts. This institution offers a unique combination of food, lodging, and restaurant services, making it the perfect destination for a relaxing getaway by the ocean. The cozy cottages provide a comfortable and intimate stay, while the on-site restaurant serves delicious meals made with fresh, local ingredients. Guests can enjoy stunning views of the ocean and easy access to the beach, creating a peaceful and rejuvenating atmosphere. Whether you're looking for a romantic escape or a family vacation, The Summer House Cottages is the ideal choice for a memorable stay on the beautiful island of Nantucket.

The Wade Cottages offer charming and cozy accommodations in the heart of Nantucket, Massachusetts. Located at 35 Shell Street, this quaint lodging option provides a peaceful and relaxing atmosphere for guests to enjoy their stay on the island. The cottages are tastefully decorated and equipped with all the amenities needed for a comfortable and enjoyable vacation. Whether you're looking for a romantic getaway or a family-friendly retreat, The Wade Cottages are the perfect choice for your stay in Nantucket.

Harbor Village Cottages is a charming lodging institution located at 160 Marston Avenue in Barnstable, Massachusetts, United States. Nestled in a picturesque coastal town, Harbor Village Cottages offers cozy and comfortable accommodations for guests looking to relax and unwind by the sea. Each cottage is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. Guests can enjoy the tranquil surroundings, explore the nearby beaches and attractions, or simply take in the beautiful views of the harbor. Whether you're planning a romantic getaway or a family vacation, Harbor Village Cottages provides a peaceful retreat for all travelers.

Fort Hill Bed and Breakfast offers a charming ocean-view cottage located at 75 Fort Hill Road in Eastham, Massachusetts. This cozy lodging option provides guests with a peaceful and picturesque retreat, perfect for those looking to relax and unwind by the sea. The cottage is well-appointed with comfortable furnishings and modern amenities, ensuring a comfortable stay for all visitors. Guests can enjoy stunning views of the ocean from the property, as well as easy access to nearby attractions such as the Cape Cod National Seashore and local restaurants and shops. Whether you're seeking a romantic getaway or a quiet escape, Fort Hill Bed and Breakfast's ocean-view cottage is the perfect choice for your next vacation.

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.

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.

Michael's Cottages in Brewster is a charming accommodation located at 618 Main Street in the picturesque town of Brewster, Massachusetts. The cottages offer a cozy and comfortable stay for guests looking to experience the beauty of Cape Cod. Each cottage is tastefully decorated and equipped with modern amenities to ensure a relaxing stay. The location is perfect for exploring the nearby beaches, shops, and restaurants. Whether you are looking for a romantic getaway or a family vacation, Michael's Cottages is the perfect choice for a memorable stay in Brewster.

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.

Tripp’s Humarock Cottage is a charming real estate and travel agency located at 30 Marshfield Avenue in Scituate, Massachusetts. Specializing in vacation rentals and property sales in the picturesque Humarock Beach area, Tripp’s offers a wide range of accommodations to suit every traveler's needs. Whether you're looking for a cozy beachfront cottage or a luxurious seaside villa, their experienced agents are dedicated to helping you find the perfect getaway. With a reputation for excellent customer service and attention to detail, Tripp’s Humarock Cottage is your go-to destination for a memorable vacation experience on the beautiful Massachusetts coast.

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!

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.

Wellfleet by the Sea Cottages is a charming real estate and travel agency located at 370 Ocean View Drive in Wellfleet, Massachusetts. Our cottages offer a cozy and comfortable stay by the sea, perfect for those looking to escape the hustle and bustle of everyday life. With stunning ocean views and a peaceful atmosphere, our cottages provide the ideal setting for a relaxing vacation or a weekend getaway. Whether you're looking to rent a cottage for a week or purchase your own piece of paradise, Wellfleet by the Sea Cottages is here to help make your coastal dreams a reality.

Summerwind Cottage Rental is a charming real estate and travel agency located in Gloucester, Massachusetts. Situated at 5 Stanwood Terrace, this institution offers a variety of cozy and picturesque cottages available for rent during the summer months. Whether you're looking for a romantic getaway or a family vacation, Summerwind Cottage Rental has the perfect accommodation for you. With stunning views of the surrounding area and convenient access to local attractions, this institution is the ideal choice for those seeking a relaxing and memorable summer retreat. Book your stay today and experience the beauty of Gloucester at Summerwind Cottage Rental.

Dennis Seashores Cottages is a charming real estate and travel agency located at 20 Chase Avenue in Dennis, Massachusetts. Our agency specializes in providing cozy and comfortable cottages by the sea for rent or sale. With stunning ocean views and convenient access to the beach, our cottages are the perfect getaway for those looking to relax and unwind by the water. Whether you're looking for a weekend retreat or a long-term vacation rental, Dennis Seashores Cottages has the perfect seaside escape for you. Contact us today to book your stay at one of our beautiful cottages on the shores of Dennis.

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.

Topside Cottages is a charming accommodation located at 3 Knowles Heights Road in the picturesque town of Provincetown, Massachusetts. Nestled in a quiet residential neighborhood, these cozy cottages offer a peaceful retreat just minutes away from the bustling town center and beautiful beaches. Each cottage is uniquely decorated and equipped with modern amenities to ensure a comfortable stay for guests. With its convenient location and warm hospitality, Topside Cottages is the perfect choice for a memorable getaway on Cape Cod.

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.

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!

Barefoot Cottage Company is a charming lodging institution located at 130 Camelot Drive in Plymouth, Massachusetts, United States. Nestled in a picturesque setting, this cozy retreat offers a relaxing escape for guests looking to unwind and recharge. The cottages are beautifully decorated and equipped with modern amenities to ensure a comfortable stay. Whether you're seeking a romantic getaway or a family vacation, Barefoot Cottage Company provides a peaceful and serene atmosphere for all guests to enjoy. Experience the tranquility of coastal living at this idyllic retreat in Plymouth.

McCormick's Cape Cod Cottages is a charming lodging establishment located at 159 Seaview Avenue in Yarmouth, Massachusetts, United States. Nestled in the heart of Cape Cod, this institution offers cozy and comfortable cottages for visitors looking to experience the beauty of the area. Each cottage is tastefully decorated and equipped with modern amenities to ensure a relaxing stay. With its convenient location near the beach and attractions, McCormick's Cape Cod Cottages is the perfect choice for those seeking a peaceful retreat on the Cape.

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.