Massachusetts coastal vacation rentals in Wellfleet, Massachusetts

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.

The Wellfleeter is a charming lodging located at 275 Kendrick Avenue in Wellfleet, Massachusetts. Nestled in the heart of this picturesque town, The Wellfleeter offers cozy accommodations and a warm, welcoming atmosphere for guests to enjoy. Whether you're looking for a peaceful retreat or a convenient home base for exploring the Cape Cod area, The Wellfleeter is the perfect choice. With comfortable rooms and attentive staff, this institution is sure to make your stay a memorable one.

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.

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.

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.

Wellfleet Marine is a premier store located at 25 Holbrook Avenue in Wellfleet, Massachusetts. Specializing in all things marine-related, this institution offers a wide range of products and services for boating enthusiasts and ocean lovers alike. From boat supplies and equipment to fishing gear and nautical decor, Wellfleet Marine is a one-stop shop for all your marine needs. Whether you're a seasoned sailor or just looking to explore the waters, this store has everything you need to make your maritime adventures a success. Visit Wellfleet Marine today and experience the best that the nautical world has to offer.

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.

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.

Highland House is a real estate and travel agency located at 45 Highland Avenue in Wellfleet, Massachusetts, United States. The institution is within walking distance to Pleasant Point Landing, where guests can enjoy swimming and kayaking at high tide and beach walks at low tide. Pleasant Point is a charming bayside neighborhood in South Wellfleet. The rental rates for Highland House are $2200 per week and $8000 per month, with a minimum stay of one week. There is also a $170 cleaning fee and 14.45% tax added to the total cost. The house is conveniently located near the Cape Cod Bike Trail and Le Count Hollow Ocean Beach, making it easy for guests to explore the area.

The White House on Chipman Cove is a prestigious real estate and travel agency located at 105 Old Pier Road in Wellfleet, Massachusetts. Situated in a picturesque coastal town, this institution offers luxurious vacation rentals and stunning waterfront properties for sale. With a team of experienced agents and travel experts, The White House on Chipman Cove provides unparalleled service and expertise to clients looking to invest in or rent a piece of paradise in this beautiful seaside community. Whether you're searching for a dream vacation home or planning a relaxing getaway, this institution is your go-to destination for all things real estate and travel in Wellfleet.

Main House is a reputable real estate and travel agency located at 575 Chequessett Neck Road in Wellfleet, Massachusetts. Our team of experienced professionals is dedicated to helping clients find their dream homes or plan the perfect getaway. Whether you're looking to buy or rent a property, or book a vacation, Main House is here to provide top-notch service and expertise. Visit us today and let us help you make your real estate or travel 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.

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.

Cape Cod Oceanview Realty is a premier real estate agency located in Wellfleet, Massachusetts. Our experienced agents specialize in helping clients buy and sell properties in the beautiful Outer Cape region. With a strong focus on providing exceptional customer service and market expertise, we are dedicated to helping our clients find their dream coastal home. Whether you are looking for a vacation getaway or a permanent residence, our team is here to assist you every step of the way. Visit us at 1580 State Highway Route 6 to learn more about the incredible opportunities that await you in this stunning seaside community.

Green Haven Cottage Condominiums is a charming lodging institution located at 633 U.S. 6 in Wellfleet, Massachusetts. Nestled in a serene and picturesque setting, these cozy cottages offer a peaceful retreat for guests looking to unwind and relax. Each cottage is beautifully decorated and fully equipped with modern amenities to ensure a comfortable stay. The property also features lush gardens, a communal outdoor seating area, and easy access to nearby attractions such as beaches, hiking trails, and local shops and restaurants. Whether you're seeking a romantic getaway or a family vacation, Green Haven Cottage Condominiums provides the perfect home away from home in the heart of Cape Cod.

Hog Island Surf Lodge and Beer Yard is a vibrant and laid-back eatery located in Wellfleet, Massachusetts. Situated at 842 U.S. 6, this institution offers a unique dining experience with a focus on delicious food and a wide selection of craft beers. Whether you're a surfing enthusiast or simply looking for a casual spot to enjoy a meal, Hog Island Surf Lodge and Beer Yard is the perfect place to unwind and savor the flavors of coastal cuisine. With its welcoming atmosphere and scenic location, this restaurant is a must-visit destination for locals and tourists alike.

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.

Cape Cod Boating Adventures is a premier travel agency located at 255 Commercial Street in Wellfleet, Massachusetts, United States. We specialize in providing unforgettable boating experiences along the picturesque Cape Cod coastline. Our expert guides will take you on a journey through the crystal-clear waters, pristine beaches, and charming coastal towns of Cape Cod. Whether you're looking for a relaxing sunset cruise, a thrilling fishing excursion, or a private charter for a special occasion, Cape Cod Boating Adventures has you covered. Come join us for a one-of-a-kind boating adventure on the beautiful waters of Cape Cod.

Captain Curley's Sailing Charters is a premier travel agency located at 255 Commercial Street in Wellfleet, Massachusetts. Specializing in sailing adventures, they offer a variety of charter options for those looking to explore the beautiful waters of Cape Cod. Whether you're a seasoned sailor or a complete novice, Captain Curley's experienced crew will ensure you have a safe and unforgettable experience on the water. From sunset cruises to day trips to nearby islands, there's something for everyone at Captain Curley's Sailing Charters. Come aboard and set sail on your next adventure!

Black Fish Cottage is a charming and cozy real estate and travel agency located at 85 Baker Road in Wellfleet, Massachusetts. Our team specializes in helping clients find their dream vacation rental or summer home in this picturesque coastal town. With a personalized approach and attention to detail, we strive to make the process of buying or renting a property as seamless and enjoyable as possible. Whether you're looking for a weekend getaway or a long-term investment, Black Fish Cottage is here to help you every step of the way. Visit us today and let us help you find the perfect place to call home in Wellfleet.

Marconi's Beach Outfitters is a charming store located at 955 U.S. 6 in Wellfleet, Massachusetts, United States. This beachside establishment offers a wide range of beach essentials and accessories, including towels, chairs, umbrellas, sunscreen, and more. Whether you're looking to relax on the sandy shores of Marconi Beach or explore the nearby Cape Cod National Seashore, Marconi's Beach Outfitters has everything you need for a fun and memorable day by the sea. Visit us today and let us help you make the most of your beach experience!

Great Island is a stunning park and tourist attraction located on Chequessett Neck Road in Wellfleet, Massachusetts. This picturesque island offers visitors a chance to immerse themselves in the natural beauty of the Massachusetts coastline. With its sandy beaches, rolling dunes, and diverse wildlife, Great Island is the perfect destination for nature lovers and outdoor enthusiasts. Whether you're looking to relax on the beach, go for a hike, or spot some local wildlife, Great Island has something for everyone. Don't miss the opportunity to explore this hidden gem on your next trip to the United States.

Breakwater Beach is a stunning natural feature located in Wellfleet, Massachusetts, United States. This picturesque beach is known for its iconic breakwater structure that stretches out into the ocean, providing a unique backdrop for visitors to enjoy. With its sandy shores, crystal-clear waters, and breathtaking views, Breakwater Beach is a popular destination for sunbathing, swimming, and beachcombing. Whether you're looking to relax and unwind or explore the natural beauty of the area, Breakwater Beach offers a serene and scenic escape for all to enjoy.

Marconi Beach is a picturesque tourist attraction located in Wellfleet, Massachusetts, United States. Situated on Marconi Beach Road, this beautiful stretch of coastline offers stunning views of the Atlantic Ocean and is known for its pristine sandy shores and rolling dunes. Visitors can enjoy sunbathing, swimming, beachcombing, and even surfing at this popular destination. Marconi Beach is also steeped in history, as it was the site of the first transatlantic wireless communication by Guglielmo Marconi in 1903. With its natural beauty and historical significance, Marconi Beach is a must-visit destination for anyone exploring the Cape Cod area.