West Dennis, Massachusetts Vacation Rentals

Explore 424 rental homes and villas in West Dennis, 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 $58 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 West Dennis

Where to stay in West Dennis

Show all homes

Booking a vacation rental in West Dennis, Massachusetts?

Here are some things to know to support your visit:

West Dennis Overview
Nestled on the idyllic shores of Cape Cod, West Dennis, Massachusetts, is a coastal haven that epitomizes the charm and beauty of New England. With its stunning beaches, such as the expansive West Dennis Beach, visitors are treated to a mile-long stretch of inviting sands and gentle waves, perfect for a family day out, kite flying, or windsurfing. The beachfront is complemented by convenient amenities, ensuring a comfortable and enjoyable seaside experience. Imagine waking up to the soothing sounds of the ocean in a private home, tailored just for you and your loved ones. West Dennis offers an array of exquisite private home rentals, many of which are pet-friendly, allowing you to bring your furry friends along for the adventure. These homes often come with their own swimming pools, providing an exclusive oasis for you to relax and soak up the sun in complete privacy. The town's rich maritime history is proudly displayed at the West Dennis Light, an emblematic beacon that, while now a private abode, continues to stand as a proud reminder of the area's nautical roots. For a touch of local education history, the West Dennis Graded School House museum offers an intriguing peek into the town's past. West Dennis serves as the perfect base for exploring the wider Cape Cod area. Its central location places you within easy reach of other Cape highlights, including the pristine Cape Cod National Seashore, the quaint historic town of Chatham, and the vibrant cultural hub of Provincetown. The Bass River invites nature lovers and adventurers alike to partake in boating, kayaking, and fishing, offering a picturesque backdrop and the chance to encounter the diverse local wildlife. For those who prefer land-based pursuits, the Cape Cod Rail Trail beckons with its 25 miles of paved pathways winding through the scenic Cape landscape. Golf aficionados will be delighted by the selection of courses in West Dennis, where the natural splendor of Cape Cod enhances every round. The region's mild climate allows for golfing pleasures nearly all year round. Culinary experiences in West Dennis are a celebration of the ocean's bounty, with a variety of dining options ranging from quaint seafood shacks to elegant restaurants. The local cuisine is a testament to the town's seaside location, with dishes featuring clams, lobsters, and freshly caught fish. West Dennis is more than just a destination; it's a coastal retreat that offers a harmonious blend of relaxation, history, and outdoor adventure. With its New England allure and a wealth of activities, West Dennis is a place where every visitor can find their own slice of vacation bliss.
Cultural Attractions in West Dennis
West Dennis, a quaint village in the town of Dennis on Cape Cod, Massachusetts, offers a serene and culturally rich experience for travelers who revel in the arts, history, and local customs. While it may not boast the metropolitan art scene of a large city, West Dennis has its own unique charm that can be quite appealing to those looking for a more intimate cultural experience. Begin your exploration at the West Dennis Library, a historic building that often hosts local art exhibits and cultural events. It's a perfect spot to learn about the area's history and to engage with the local community. The library's cozy atmosphere and friendly staff make it a welcoming place for visitors seeking knowledge and relaxation. For a taste of local history, the 1801 Jericho Historical Center and Barn Museum is a must-visit. This well-preserved house and barn complex offers a glimpse into the life of early Cape Codders. The museum showcases a collection of historical artifacts, maritime exhibits, and provides insight into the area's seafaring past. Art enthusiasts will enjoy the nearby Cape Cod Museum of Art in Dennis, which is dedicated to preserving and exhibiting the work of local Cape Cod artists. The museum's seven galleries feature a rotating selection of paintings, sculptures, and mixed media pieces, providing a comprehensive look at the region's artistic talent. Live music can be found at various venues and events throughout the year. The Cape Playhouse, known as America's Oldest Professional Summer Theatre, not only stages plays but also hosts musical performances that cater to a variety of tastes. During the summer months, the Village Green in Dennis comes alive with free outdoor concerts, where you can enjoy the sounds of local bands and musicians in a picturesque setting. West Dennis is also home to charming antique shops and boutiques where you can find one-of-a-kind items and handcrafted goods. These shops often reflect the local customs and the artistic flair of the region. For a truly local experience, participate in the West Dennis Yacht Club's events, which may include regattas and social gatherings that showcase the maritime traditions of Cape Cod. The club's location offers stunning views of the Nantucket Sound, making it a delightful place to enjoy the local culture and scenery. While West Dennis may offer a quieter cultural scene compared to larger cities, its small-town charm, historical sites, and community events provide a rich and authentic experience for those who appreciate the arts, history, and local customs.
Kids IconFamily friendly activities in West Dennis
West Dennis, Massachusetts, nestled on the scenic Cape Cod peninsula, is a delightful destination for families traveling with children. This quaint village offers a blend of coastal charm, outdoor activities, and engaging attractions that will keep the little ones entertained and create lasting memories. Begin your family adventure at the West Dennis Beach, a mile-long stretch of soft sand that is perfect for building sandcastles, flying kites, and splashing in the gentle waves. The beach also features a playground where children can swing and slide to their heart's content, all while parents enjoy the picturesque views of Nantucket Sound. For a touch of history and education, take the kids to the West Dennis Library, which often hosts children's programs and story times. It's a great way to take a break from the sun while fostering a love of reading and learning in a cozy environment. If your family enjoys being on the water, consider a family-friendly fishing trip or a seal-watching cruise. These excursions provide an opportunity to teach children about local marine life and the importance of conservation, all while enjoying the fresh sea air and the excitement of spotting wildlife in their natural habitat. For a unique experience, visit the Bass River Lighthouse, also known as the West Dennis Light. Although it's now part of a private inn, the lighthouse grounds offer a picturesque setting for family photos and a chance to talk to kids about the role of lighthouses in maritime navigation. Active families will appreciate the Cape Cod Rail Trail, a paved path that runs through West Dennis and is perfect for biking or walking. Rent bicycles from a local shop and set off on an adventure, stopping along the way at parks or ice cream stands for a treat. When it's time to refuel, West Dennis offers a variety of family-friendly dining options, from casual seafood shacks serving up fresh catch to cozy diners with classic American fare. Many restaurants in the area have kid-friendly menus and outdoor seating, allowing families to enjoy their meals in the pleasant Cape Cod atmosphere. West Dennis is a gem for families seeking a blend of relaxation, recreation, and simple pleasures. With its inviting beaches, engaging activities, and family-oriented atmosphere, it's a place where childhood memories are made and treasured.
Nature IconOutdoor activities in West Dennis
West Dennis, Massachusetts, a quaint village in the town of Dennis on Cape Cod, is a treasure trove of natural beauty and outdoor activities for those who love to immerse themselves in nature. With its picturesque landscapes and serene environment, West Dennis is an idyllic destination for outdoor enthusiasts. The centerpiece of West Dennis's natural attractions is the West Dennis Beach. Stretching over a mile long, this beautiful beach offers not only a perfect spot for sunbathing and swimming but also a prime location for windsurfing and kiteboarding, thanks to the steady breezes coming off Nantucket Sound. The beach also features a jetty for fishing and a scenic area for bird watching, where you can spot a variety of seabirds. For those who prefer calmer waters, the Bass River, which runs through West Dennis, is ideal for kayaking and paddleboarding. The river's gentle flow allows for a peaceful journey, and its banks are lined with lush greenery and wildlife. You can explore the river's natural beauty at your own pace, perhaps catching a glimpse of herons, ospreys, and other wildlife. Hiking enthusiasts will enjoy the Indian Lands Conservation Area, a hidden gem with trails that meander through forests and along the Bass River. This area provides a tranquil setting for a nature walk, where the quiet is only broken by the sounds of rustling leaves and chirping birds. For a more structured outdoor experience, the Dennis Pines and Dennis Highlands golf courses offer a chance to play a round in a beautiful natural setting. These well-maintained courses are surrounded by Cape Cod's characteristic landscapes, providing a challenging game with a view. Cyclists can take advantage of the Cape Cod Rail Trail, a paved pathway that runs through several towns, including Dennis. This trail is perfect for a leisurely bike ride, offering a safe and scenic route through forests, fields, and marshes. Lastly, for a touch of history combined with natural beauty, visit the Scargo Tower, a stone observation tower on Scargo Hill. From the top, you can enjoy panoramic views of the surrounding area, including Scargo Lake, Cape Cod Bay, and the lush treetops. West Dennis, with its blend of coastal charm and natural wonders, is a delightful destination for those seeking to connect with the outdoors. Whether you're lounging on the beach, paddling down the river, or exploring the trails, you'll find that West Dennis offers a peaceful escape into nature's embrace.
Weather IconWeather in West Dennis
West Dennis, Massachusetts, located on the picturesque Cape Cod, experiences a temperate maritime climate with distinct seasons that offer a variety of experiences for visitors throughout the year. Summer, from June to August, is the most popular time to visit West Dennis, with warm and pleasant temperatures averaging in the high 70s to low 80s Fahrenheit. 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, boating, and exploring the charming Cape Cod towns. Precipitation is moderate, with occasional thunderstorms that usually pass quickly. Fall, from September to November, sees cooler temperatures ranging from the 60s in early September to the 50s in November. The humidity drops, making for crisp and comfortable weather. This is a wonderful time to witness the stunning fall foliage, enjoy the quieter beaches, and partake in local harvest festivals. Rainfall is relatively low, but it's always wise to have a light jacket and umbrella on hand. Winter, from December to February, is the off-season in West Dennis, with temperatures often ranging from the 30s to the 40s. While the area sees less snowfall than inland locations, occasional winter storms can bring snow and blustery conditions. The humidity is low, but the wind chill can make it feel colder. This season is less crowded, offering a peaceful retreat with a chance to enjoy the serene winter landscape. Spring, from March to May, is a time of renewal on Cape Cod, with temperatures gradually warming from the 40s to the 60s. The humidity remains low, and while April showers are common, they bring the lush greenery and blooming flowers that Cape Cod is known for. This is a great time to visit for those looking to avoid the summer crowds and enjoy outdoor activities like hiking and bird watching. The climate is especially pleasant during the late spring to early fall, with June and September being particularly ideal for those seeking comfortable temperatures without the peak summer crowds. Whether you're looking to soak up the sun on the beaches, explore the natural beauty, or simply enjoy the laid-back Cape Cod lifestyle, West Dennis offers a delightful escape with weather that caters to a wide range of preferences throughout the year.
Transportation in West Dennis
West Dennis, Massachusetts, a quaint village in the town of Dennis on Cape Cod, offers a serene coastal experience with a variety of transportation options for visitors. While the village itself does not have its own airport or major train station, travelers can easily access West Dennis through several nearby transportation hubs. The closest major airport is Boston's Logan International Airport, which is approximately a 1.5 to 2-hour drive away, depending on traffic. From there, visitors can rent a car, which is the most convenient way to reach West Dennis and explore Cape Cod. Alternatively, the Plymouth & Brockton Street Railway Company offers bus service from Boston to various locations on Cape Cod, including stops near West Dennis. For those who prefer a more scenic route, the CapeFLYER train operates seasonally from Boston to Hyannis on weekends, which is about a 20-minute drive from West Dennis. From Hyannis, travelers can take a taxi or a local bus to reach their final destination. Once in West Dennis, getting around can be a delightful experience. The village itself is relatively walkable, especially around the Main Street area where you can find charming shops, restaurants, and access to the beautiful beaches. For longer distances or to explore more of Cape Cod, having a car is advantageous. There is also a local bus service, the Cape Cod Regional Transit Authority, which provides public transportation throughout the Cape, including a Flex route that can be flagged down anywhere along the route for convenience. Biking is another popular way to get around, with the Cape Cod Rail Trail offering a scenic route through several towns, including a stretch near West Dennis. Bike rentals are available in the area for those who didn't bring their own. For those looking to explore the waters, West Dennis is well-positioned for sailing, kayaking, and paddleboarding, with rentals and tours available to visitors. This provides a unique way to experience the area's natural beauty and marine life. In summary, while West Dennis may not have the extensive transportation infrastructure of a major city, it offers a range of options for travelers to arrive and explore the area. The village's walkability, combined with the convenience of a car or bike, makes it an accessible and enjoyable destination for those looking to experience the charm of Cape Cod.