Wellfleet, Massachusetts Vacation Rentals

Explore 323 rental homes and villas in Wellfleet, Massachusetts for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $64 per night with homes containing as many as 11 bedrooms and 8 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

Types of vacation rentals in Wellfleet

Where to stay in Wellfleet

Show all homes

Booking a vacation rental in Wellfleet, Massachusetts?

Here are some things to know to support your visit:

Wellfleet Overview
Nestled on the outer reaches of Cape Cod, Wellfleet, Massachusetts, is a coastal gem that offers an idyllic retreat for those in search of tranquility, natural splendor, and a touch of New England charm. With its breathtaking beaches, such as the expanse of the Cape Cod National Seashore, Wellfleet is a haven for beach lovers and outdoor enthusiasts alike. The town's shoreline is a tapestry of soft sands, rolling dunes, and crystal-clear waters that beckon visitors to relax and soak in the serene maritime atmosphere. Wellfleet is renowned for its succulent oysters, and the annual Wellfleet OysterFest is a culinary highlight, celebrating the town's rich seafood heritage. Here, you can savor the freshest oysters and clams, plucked straight from the local waters, at quaint raw bars and markets, or dine on a variety of sumptuous seafood dishes at the town's inviting restaurants. Imagine the luxury of staying in a private home, a sanctuary where you can enjoy the coastal ambiance in complete privacy. Wellfleet offers an array of private home rentals, many of which are pet-friendly, ensuring that your furry companions can join in on the fun. For those seeking an extra splash of indulgence, homes with swimming pools are also available, providing a perfect oasis for relaxation after a day spent exploring the town's picturesque surroundings. The town's harbor is a bustling center of maritime activity, where you can watch the fishing boats return with their catch or set sail on your own adventure, whether it be a peaceful kayaking journey or a sailing excursion across the tranquil waters of Cape Cod Bay. Art lovers will be drawn to Wellfleet's vibrant arts scene, with galleries peppered throughout the town displaying the creations of both local and regional artists. The Wellfleet Preservation Hall stands as a cultural beacon, offering a diverse array of events that enrich the town's artistic landscape. For those with a passion for history and nature, the Wellfleet Historical Society and Museum offers a window into the town's storied past, while the Wellfleet Bay Wildlife Sanctuary invites you to wander through varied habitats, observing local wildlife and learning about the area's conservation efforts. Active visitors will delight in the Cape Cod Rail Trail, which winds its way into Wellfleet, offering a picturesque path for hiking and biking through the Cape's enchanting natural scenery. Wellfleet's strategic location also makes it an excellent starting point for day trips to other Cape Cod landmarks, including the vibrant town of Provincetown and the expansive Cape Cod National Seashore. As the sun sets, the cultural experience continues with performances at the Wellfleet Harbor Actors Theater, renowned for its engaging productions, or a unique movie-going experience at the Wellfleet Drive-In Theatre, one of the last of its kind, where you can enjoy the latest films beneath a canopy of stars. Wellfleet's harmonious blend of natural beauty, cultural depth, and coastal allure, combined with the privacy and comfort of a home rental, creates the ultimate Cape Cod experience, inviting you to unwind and immerse yourself in a world of relaxation and discovery.
Cultural Attractions in Wellfleet
Wellfleet, Massachusetts, nestled in the heart of Cape Cod, offers a serene and culturally rich getaway for travelers who revel in the arts, history, and local customs. This charming town, with its picturesque landscapes and tranquil beaches, also boasts a vibrant arts scene that is sure to captivate any cultural enthusiast. Begin your cultural exploration at the Wellfleet Preservation Hall, a hub for the arts and community events. This restored historic building hosts a variety of performances, workshops, and art exhibitions throughout the year, providing a glimpse into the creative spirit of the town. Art aficionados will find solace in the numerous galleries scattered throughout Wellfleet. The town is home to a thriving community of artists, and galleries like the Left Bank Gallery and the Wellfleet Marine Corp feature works by local and regional artists, ranging from paintings and sculptures to jewelry and crafts. For a deep dive into the area's history, visit the Wellfleet Historical Society and Museum. Here, you can explore exhibits that detail the town's past, from its Native American heritage to its maritime and fishing legacy. The museum also offers walking tours, which can include visits to the town's historic homes and sites. Live music is an integral part of Wellfleet's cultural landscape, particularly during the summer months. The Wellfleet Harbor Actors Theater (WHAT) is a prime venue for enjoying performances, including live music, theater productions, and film screenings. The town also hosts a variety of music events, such as the Wellfleet Porchfest, where local musicians perform on the porches of homes throughout the town. For those interested in local customs and community events, Wellfleet's annual OysterFest is not to be missed. This two-day festival celebrates the town's famous oysters and clams with food, art, music, and family fun. It's a perfect opportunity to mingle with locals and experience the town's culinary traditions. Wellfleet's natural beauty also plays a role in its cultural offerings. The Wellfleet Bay Wildlife Sanctuary provides a serene setting for nature walks and bird watching, while the pristine beaches offer a peaceful retreat for contemplation and inspiration. In Wellfleet, the blend of natural splendor and cultural richness creates a unique and fulfilling experience for travelers. Whether you're strolling through art galleries, attending a live performance, or participating in local festivities, Wellfleet invites you to immerse yourself in its cultural charm and coastal elegance.
Kids IconFamily friendly activities in Wellfleet
Wellfleet, Massachusetts, is a delightful destination for families traveling with children, offering a blend of beach fun, nature exploration, and educational experiences that cater to the curiosity and energy of young ones. Start your adventure at the Wellfleet Bay Wildlife Sanctuary, where kids can learn about local wildlife and habitats through interactive exhibits and nature trails. The sanctuary's programs often include guided walks and activities like crabbing and ponding, which are both educational and entertaining for children. The beaches in Wellfleet are among Cape Cod's finest, with soft sand and gentle waves that are perfect for young swimmers. Marconi Beach, part of the Cape Cod National Seashore, is not only great for building sandcastles and splashing in the water but also offers ranger-led programs that teach kids about the coastal environment. For a taste of local history and culture, take the family to the Wellfleet Historical Society and Museum. While it may seem more suited to adults, the museum often has exhibits and scavenger hunts designed to engage children and introduce them to the area's past in a fun way. A visit to Wellfleet wouldn't be complete without experiencing the town's famous oysters. While oysters may not be every child's choice of snack, the family-friendly restaurants in Wellfleet offer a variety of dishes that will satisfy even the pickiest eaters. Plus, the annual Wellfleet OysterFest in October is a lively event with food, music, and activities that the whole family can enjoy. For a unique cinematic experience, take the kids to the Wellfleet Drive-In Theatre. One of the few remaining drive-ins in the country, it provides a nostalgic way to watch a movie under the stars. There's also a playground and a mini-golf course on-site, making it a perfect spot for an evening of family fun. Lastly, don't miss the opportunity to explore the tidal flats during low tide. Children love discovering the marine life that gets temporarily stranded in the shallow pools. It's an excellent opportunity for them to learn about the ecosystem and the creatures that inhabit it. In Wellfleet, the combination of natural beauty, engaging activities, and child-friendly attractions make it an ideal destination for families looking to create lasting memories on Cape Cod.
Nature IconOutdoor activities in Wellfleet
Wellfleet, Massachusetts, a charming town nestled on the outer portion of Cape Cod, is a treasure trove of natural beauty and outdoor activities that cater to nature enthusiasts and outdoor lovers. With its pristine beaches, lush wildlife habitats, and scenic trails, Wellfleet offers a serene escape into nature's embrace. The Wellfleet Bay Wildlife Sanctuary is a highlight for any nature lover. Managed by the Massachusetts Audubon Society, this sanctuary spans over 1,000 acres of salt marsh, pine woodland, and sandy beach. It's a prime spot for bird-watching, with a variety of species making their home here throughout the year. The sanctuary also offers a network of well-maintained trails that allow visitors to explore the diverse habitats at their own pace. For those drawn to the sea, Wellfleet's coastline will not disappoint. The town boasts some of the Cape's most beautiful beaches, including Cahoon Hollow Beach, known for its dramatic dunes, and Marconi Beach, part of the Cape Cod National Seashore. These beaches provide not only a perfect setting for sunbathing and swimming but also for beachcombing and witnessing the majestic Atlantic Ocean. Kayaking and paddleboarding are popular activities in Wellfleet's calm, clear waters. Explore the town's intricate waterways, including the scenic Wellfleet Harbor, or venture out to the secluded islands and marshes for a peaceful paddle. The Herring River estuary, in particular, offers a chance to glide through tidal creeks and witness the local marine life. For a more rugged outdoor experience, take a hike through the Atlantic White Cedar Swamp Trail. This unique ecosystem features a boardwalk that meanders through a forest of towering cedars, providing a cool and shaded retreat even on the warmest days. The trail is not only a feast for the eyes but also a peaceful respite for the soul. Cyclists will enjoy the Cape Cod Rail Trail, a paved path that runs through Wellfleet and extends across the Cape. It's a fantastic way to explore the area's natural beauty while getting some exercise. The trail passes through a variety of landscapes, from forests and wetlands to cranberry bogs and picturesque towns. Lastly, for a truly unique Wellfleet experience, visit the Great Island Trail. This challenging hike takes you through salt marshes, sandy beaches, and upland forests, leading to panoramic views of Cape Cod Bay and the historic remnants of a tavern once used by pirates. In Wellfleet, the natural world is your playground, offering endless opportunities for adventure, relaxation, and connection with the great outdoors. Whether you're a seasoned hiker, a beach lover, or simply someone who appreciates the beauty of nature, Wellfleet is a destination that will leave you with lasting memories.
Weather IconWeather in Wellfleet
Wellfleet, Massachusetts, located on the outer portion of Cape Cod, experiences a temperate maritime climate with distinct seasons that attract visitors year-round for its natural beauty and charming New England character. Summer, from June to August, is the most popular time to visit Wellfleet. The weather is warm and pleasant, with average high temperatures ranging from the mid-70s to low 80s Fahrenheit (24-28°C). Humidity can be high during this season, but the proximity to the ocean often brings a refreshing breeze. This is the perfect time for beach activities, exploring the Cape Cod National Seashore, and enjoying the town's famous oysters. Fall, from September to November, brings cooler temperatures and less humidity. The highs range from the mid-60s in September to the low 50s in November (18-11°C). This season is particularly beautiful as the foliage changes color, creating a picturesque backdrop for outdoor activities. Precipitation is moderate, and the weather can be quite variable, so it's wise to pack layers. Winter, from December to February, is the quietest season in Wellfleet. Temperatures are cold, with highs averaging in the upper 30s to low 40s Fahrenheit (3-6°C), and lows often dropping below freezing. Snowfall is possible, but Cape Cod generally receives less snow than inland locations. While some businesses may be closed, the winter landscape offers a serene beauty, and the town has a peaceful ambiance. Spring, from March to May, sees a gradual warming with temperatures ranging from the upper 40s in March to the mid-60s by May (9-18°C). This season can be wet, with April typically being the rainiest month. The blooming flora and returning wildlife make it a lovely time for nature walks and bird watching. The climate is especially pleasant during the late spring and early fall when the weather is mild, and the summer crowds have thinned. These shoulder seasons offer a great balance of comfortable temperatures and the opportunity to experience Wellfleet's natural and cultural attractions without the peak season bustle. Regardless of the season, Wellfleet's coastal charm and natural beauty make it a delightful destination. Visitors are encouraged to check the local weather forecast before their trip and pack accordingly to fully enjoy all that Wellfleet has to offer.
Transportation in Wellfleet
Wellfleet, Massachusetts, a charming town nestled in the Outer Cape, offers a serene escape with its picturesque beaches, quaint village center, and vibrant arts scene. While it may not have the extensive transportation networks of a major city, there are still several ways to arrive, depart, and travel within this coastal gem. Most travelers arrive in Wellfleet by car, as it allows for the flexibility to explore the Cape Cod region at their own pace. The town is located off Route 6, the main highway that runs through Cape Cod, making it easily accessible from Boston and other parts of Massachusetts. There is no direct train service to Wellfleet, but visitors can take a bus from Boston or Providence to nearby towns and then transfer to a local bus or taxi. During the summer months, the CapeFLYER train service operates from Boston to Hyannis, and from there, travelers can take the Cape Cod Regional Transit Authority's (CCRTA) buses to Wellfleet. The Flex bus route covers the Lower and Outer Cape, including Wellfleet, and offers a convenient way to travel between towns without a car. Once in Wellfleet, getting around can be a delightful experience. The town center is quite walkable, with art galleries, shops, and restaurants clustered around Main Street. For beachgoers, the Cape Cod National Seashore offers stunning landscapes and is accessible by bicycle or car. Biking is a popular way to get around, with the Cape Cod Rail Trail providing a scenic route through the area. For those without a car, taxis and ride-sharing services are available, though they may be less frequent than in urban areas. It's advisable to plan ahead, especially during peak season, as wait times can be longer. Wellfleet's walkability is one of its charms, particularly in the town center and around the harbor area. However, to fully enjoy the beaches, ponds, and other attractions spread throughout the town and the Outer Cape, having access to a car or bicycle is beneficial. In summary, while Wellfleet may not have the transportation infrastructure of a large city, it offers a peaceful retreat with sufficient options for getting around. Whether you're driving, biking, or taking the local bus, the natural beauty and quaint atmosphere of Wellfleet are sure to make your travels worthwhile.