TOP 30 Coastal accommodations in Wellfleet, Massachusetts

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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.

Sunshine House Wellfleet is a charming lodging establishment located at 196 Chequessett Neck Road in Wellfleet, Massachusetts. Nestled in a tranquil and picturesque setting, this institution offers a comfortable and inviting atmosphere for guests looking to unwind and relax. With its convenient location near the coast, guests can enjoy easy access to the beach and other outdoor activities. The Sunshine House Wellfleet is the perfect place for a peaceful getaway in the heart of Cape Cod.

The Cottage on Great Pond in Wellfleet, Massachusetts offers a tranquil and picturesque retreat for those looking to escape the hustle and bustle of everyday life. Located at 111 Wiles Lane, this charming lodging option provides guests with a cozy and comfortable stay surrounded by the natural beauty of the area. Whether you're looking to relax by the pond, explore the nearby beaches, or simply unwind in a peaceful setting, the Cottage on Great Pond is the perfect destination for a rejuvenating getaway. With its convenient location and welcoming atmosphere, this institution is sure to provide a memorable and enjoyable experience for all who stay here.

The Holden Inn is a charming lodging establishment situated at 140 Commercial Street in Wellfleet, Massachusetts. Nestled in the heart of this picturesque coastal town, the inn offers cozy and comfortable accommodations for visitors looking to relax and unwind by the sea. With its convenient location near local attractions, shops, and restaurants, guests can easily explore all that Wellfleet has to offer. Whether you're seeking a romantic getaway or a family vacation, The Holden Inn provides a welcoming atmosphere and personalized service to make your stay truly memorable.

Southfleet Motor Inn is a cozy and inviting lodging option located at 999 U.S. 6 in Wellfleet, Massachusetts. Situated in a picturesque location, this inn offers comfortable and well-appointed rooms for guests looking for a relaxing stay on Cape Cod. With its convenient location near the highway, guests can easily explore the charming town of Wellfleet and its surrounding attractions. Whether you're visiting for a weekend getaway or a longer vacation, Southfleet Motor Inn provides a welcoming atmosphere for all travelers.

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.

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.

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 Buoy House B&B is a charming lodging located at 106 Cottontail Road in Wellfleet, Massachusetts, United States. Nestled in a picturesque coastal town, this cozy bed and breakfast offers comfortable accommodations with a touch of New England charm. Guests can enjoy a peaceful stay in a serene environment, surrounded by lush gardens and just a short distance from the beautiful beaches of Cape Cod. The Buoy House B&B is the perfect retreat for those looking to relax and unwind in a tranquil setting.

Gull Cottage Bed & Breakfast is a charming lodging establishment located at 50 Steele Road in Wellfleet, Massachusetts. Nestled in a picturesque coastal town, this cozy B&B offers a relaxing getaway for visitors looking to unwind and enjoy the beauty of Cape Cod. With comfortable accommodations, delicious homemade breakfasts, and personalized hospitality, Gull Cottage is the perfect home away from home for travelers seeking a peaceful retreat by the sea. Experience the warmth and charm of this quaint bed and breakfast during your next visit to Wellfleet.

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.

Bountiful Cottage is a charming institution located at 185 Pleasant Point Avenue in Wellfleet, Massachusetts. Nestled in a picturesque setting, this cozy cottage offers a tranquil and inviting atmosphere for visitors to relax and unwind. With its warm and welcoming ambiance, Bountiful Cottage provides a comfortable and peaceful retreat for guests looking to escape the hustle and bustle of everyday life. Whether you are seeking a romantic getaway or a quiet weekend retreat, Bountiful Cottage is the perfect destination for those looking to experience the beauty and charm of Wellfleet, Massachusetts.

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.