The Best Oceanfront family cottages in Wellfleet, 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.

The Colony of Wellfleet is a unique lodging institution located at 640 Chequessett Neck Road in Wellfleet, Massachusetts, United States. Originally designed and built in 1948 by architects Nathaniel Saltonstall and Oliver P. Morton, this institution was known as the Mayo Hill Colony Club, serving as a private club and art gallery for artists and patrons. In 1963, Loris and Eleanor Stefani acquired the cottages and transformed them into a hotel, adding their own creative touches and artwork to create The Colony as it is known today. Managed by their son Jeffrey and his wife Mihae since 2019, The Colony offers a truly special summer retreat in the Northeast. The Colony of Wellfleet features 10 Bauhaus-style cottages overlooking Wellfleet harbor and bay, each designed for elegant functionality and furnished with pieces by leading modernists. Guests can enjoy reserved beach space, golf, tennis, pickleball, sailing lessons, and more at the club. The cafe offers coffee, pastries, lunch, and drinks with stunning views. Flexible membership options are available for guests.

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.

Beach Rose Cottages is a charming lodging institution located at 164 Kendrick Avenue in Wellfleet, Massachusetts, United States. Nestled in a picturesque coastal town, Beach Rose Cottages offers cozy and comfortable accommodations for guests looking to escape and unwind by the beach. The cottages are beautifully decorated and equipped with modern amenities to ensure a relaxing stay. With its convenient location near the beach, guests can enjoy stunning ocean views, tranquil walks along the shore, and a variety of outdoor activities. Whether you're seeking a romantic getaway or a family vacation, Beach Rose Cottages provides a peaceful retreat for all.

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.

Cooks By The Ocean is a charming lodging institution located at 420 Lecount Hollow Road in Wellfleet, Massachusetts. Nestled along the picturesque coastline of Cape Cod, this cozy retreat offers guests a peaceful and relaxing escape by the ocean. With comfortable accommodations and a warm, welcoming atmosphere, Cooks By The Ocean is the perfect destination for those looking to unwind and enjoy the beauty of the seaside. Whether you're seeking a romantic getaway or a family vacation, this charming inn is sure to make your stay unforgettable.

Located in Wellfleet, Massachusetts, Maurice’s Campground offers a unique camping experience surrounded by beautiful pine woods and the refreshing ocean breeze. Whether you choose to stay in a cozy cottage, pitch a tent, or bring your trailer, Maurice’s Campground provides the perfect Cape Cod nature experience. Situated next to the National Seashore, guests can easily access crystal clear ponds, world-renowned beaches, and the Cape Cod Trail for biking adventures. Nature enthusiasts will appreciate the proximity to the Wellfleet Audubon for birdwatching and nature walks. For a bit of nostalgia, guests can enjoy a classic drive-in movie just across the street. With 2024 reservations now available, book your stay at Maurice’s Campground and create unforgettable memories with your family.

Starfish Vacation Village is a charming seaside retreat located at 2032 U.S. 6 in Wellfleet, Massachusetts. Nestled in the heart of Cape Cod, this idyllic resort offers guests a peaceful and relaxing getaway surrounded by natural beauty. The village features cozy cottages, a sparkling swimming pool, and lush gardens, creating the perfect setting for a memorable vacation. Whether you're looking to unwind on the beach, explore the nearby hiking trails, or simply enjoy a quiet evening by the fire pit, Starfish Vacation Village has something for everyone. Come experience the magic of Cape Cod at this hidden gem on the coast.