Westport, Massachusetts Vacation Rentals

Nestled along the scenic shores of southeastern Massachusetts, Westport is a coastal haven that combines the allure of beachside living with the tranquility of a rural retreat. This picturesque town is not just a place to visit; it's a destination to be experienced in the comfort of a private home, complete with the amenities that transform a holiday into a personal oasis. Imagine waking up in your own serene space, where the only schedule to keep is the one you desire. In Westport, many of the private home rentals come with the added luxury of swimming pools, offering a refreshing respite after a day spent exploring the sandy stretches of Horseneck Beach State Reservation. This beloved beach, with its soft golden sands and rolling waves, is a perfect spot for sunbathing, leisurely strolls, and witnessing the captivating sunsets that paint the Atlantic horizon. For those traveling with furry companions, Westport is a welcoming destination with numerous pet-friendly home rental options. Your four-legged friends can enjoy the spaciousness of a backyard, and you can relax knowing that everyone has a place in this coastal escape. The town's charm extends beyond its beaches to its rich maritime and agricultural heritage. Westport Rivers Vineyard & Winery is a must-visit for oenophiles, offering tastings of locally produced wines that encapsulate the essence of the region. The Westport Fair, an annual celebration of the town's farming roots, provides a delightful glimpse into New England traditions with its array of local produce and crafts. History buffs will revel in the well-preserved landmarks that dot the town. The Handy House, an 18th-century marvel, stands as a testament to Westport's colonial past, while the Westport Historical Society curates exhibits that delve into the town's storied relationship with the sea. Artistic souls will find inspiration at the Dedee Shattuck Gallery, where contemporary art flourishes, and the Westport Art Group, which fosters a vibrant community of local artists. For those seeking outdoor adventure, the trails of Westport Town Farm and the diverse ecosystems of Allen's Pond Wildlife Sanctuary offer endless opportunities for exploration and connection with nature. Culinary delights abound in Westport, where the day's catch is served up in settings ranging from quaint clam shacks to refined restaurants. The local seafood is a testament to the town's coastal roots and is sure to delight any food lover. Westport, Massachusetts, is more than a destination; it's an experience that invites you to indulge in the privacy of a home away from home, surrounded by the natural beauty and warm spirit of coastal New England. Whether seeking solitude, adventure, or a taste of local culture, Westport is a place where memories are made and treasured.

Westport, Massachusetts, may not be as well-known as some larger cultural hubs, but it offers a unique and intimate experience for travelers interested in the arts, history, and local customs. This coastal town, nestled in the South Coast region, provides a serene backdrop for a culturally rich getaway. Begin your exploration at the Dedee Shattuck Gallery, a contemporary space that showcases a diverse range of art from both local and international artists. The gallery's exhibitions change monthly, offering a fresh perspective on the visual arts with each visit. The intimate setting allows for a personal connection with the artwork and the opportunity to attend artist talks and openings. For history enthusiasts, the Westport Historical Society is a treasure trove of local heritage. The society operates the Handy House, dating back to the 18th century, which is not only an architectural gem but also a repository of stories about the town's past inhabitants and their way of life. The society often hosts events and exhibits that delve into various aspects of Westport's history, from its agricultural roots to its maritime connections. Live music can be enjoyed at the Westport Rivers Vineyard and Winery, especially during their Sunset Music Series in the summer. Here, you can savor local wines while listening to live performances amidst the picturesque vineyard. The event encapsulates the essence of Westport's charm, combining the arts with the town's natural beauty and agricultural tradition. The Narrows Center for the Arts in nearby Fall River is a short drive away and offers a more extensive lineup of live music and performances. This venue is known for its excellent acoustics and attracts a variety of musicians, from local acts to internationally recognized artists, spanning genres from folk and jazz to rock and blues. Westport's local customs are best experienced through its community events and festivals. The annual Westport Fair celebrates the town's agricultural heritage with livestock shows, arts and crafts, and local food, providing a glimpse into the community's spirit and traditions. For a quiet retreat that offers a blend of art, history, and local flavor, Westport, Massachusetts, is a delightful destination. Its serene coastal setting, combined with its cultural offerings, makes it an ideal spot for travelers looking to immerse themselves in the arts and the simplicity of small-town life.

Westport, Massachusetts, is a delightful coastal town that offers a variety of activities for families traveling with children. Its picturesque landscapes and family-friendly attractions make it an ideal destination for those looking to enjoy both relaxation and adventure. Begin your visit at the Westport Town Farm, where kids can learn about sustainable farming and local wildlife. This conservation area offers scenic trails for easy family hikes, and the opportunity to spot birds and other wildlife in their natural habitat. For a day at the beach, head to Horseneck Beach State Reservation. With its gentle waves and soft sand, it's a perfect spot for building sandcastles, flying kites, or simply splashing in the water. The beach also has a playground and picnic areas, making it a great place for a family day out. If your children are interested in marine life, the Buzzards Bay Discovery Center provides interactive exhibits and touch tanks where they can learn about the local ecosystem and the creatures that inhabit it. The center often hosts family-friendly events and educational programs that are both fun and informative. For a unique experience, take a trip to the Westport Rivers Vineyard & Winery. While it may seem like an adult-oriented destination, the vineyard offers plenty of open space for kids to run around and enjoy the outdoors. During the summer, they host family-friendly events with live music and games in the vineyard. For a taste of local history, visit the Handy House, a historic home that dates back to the 18th century. The house often hosts events and activities designed for children, such as colonial games and crafts, providing a fun way to learn about the past. Lastly, don't miss the opportunity to explore the area's waterways. Rent kayaks or paddleboards and take a family paddle along the Westport River, where you can enjoy the serene environment and maybe even spot some local wildlife. Westport, with its blend of natural beauty, educational attractions, and outdoor activities, is a wonderful destination for families with children. It offers a chance to create lasting memories while enjoying the simple pleasures of coastal New England life.

Westport, Massachusetts, is a coastal town that offers a serene escape into nature's embrace, with a variety of outdoor activities and natural wonders that cater to the adventurous spirit. The town's proximity to both the Westport River and the Atlantic Ocean provides ample opportunities for water-based recreation, while its rural landscapes offer peaceful retreats into the countryside. The Westport River, which winds through the town, is a haven for kayaking and canoeing enthusiasts. Paddling along the river, one can enjoy the tranquil waters and the lush greenery that lines the banks. The river is also a popular spot for fishing, with striped bass and bluefish being common catches. For those who prefer saltwater activities, the beaches of Westport are not to be missed. Horseneck Beach State Reservation is a prime destination, with its two-mile stretch of sandy beach that's perfect for swimming, sunbathing, and beachcombing. The reservation also includes over 600 acres of barrier beach and salt marsh, which are great for bird-watching and exploring the diverse coastal ecosystems. For a more secluded beach experience, head to Cherry and Webb Beach, where the quieter atmosphere allows for a more intimate connection with the ocean. The soft sand and gentle waves make it an ideal spot for a relaxing day by the sea. Westport's rural areas offer a different kind of natural beauty. The Westport Town Farm is a picturesque property with rolling meadows, historic stone walls, and scenic walking trails. It's a perfect place for a leisurely hike, where one can take in the pastoral views and perhaps spot some local wildlife. The area's agricultural heritage is also on display at local farms, where visitors can enjoy the simple pleasures of picking fresh fruit, visiting farm animals, and sampling locally produced goods. These farms often have walking trails that meander through fields and orchards, offering a pastoral experience that's both calming and invigorating. For a panoramic view of the town and its natural surroundings, take a hike up to the top of Gooseberry Island. This small, rocky outcrop provides stunning views of the Atlantic Ocean and is a popular spot for watching the sunset. In Westport, Massachusetts, the blend of river, ocean, beach, and countryside creates a diverse outdoor playground that's sure to delight any nature lover. Whether you're paddling down a peaceful river, strolling along a sandy beach, or wandering through a verdant farm, Westport offers a wealth of natural wonders and activities that invite you to connect with the great outdoors.

Westport, Massachusetts, graced by the Atlantic Ocean and the Westport River, experiences a temperate climate with distinct seasons that each offer their own unique appeal to visitors. Summer, from June to August, is the most popular time to visit Westport. 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 ocean breeze often provides a refreshing respite. This is the perfect time for beach activities, boating, and enjoying the town's coastal charm. Fall, from September to November, brings cooler temperatures and lower humidity. The highs range from the 60s in early fall down to the 50s by late November (15-20°C). This season is particularly beautiful as the foliage turns to vibrant shades of red, orange, and yellow. The weather is still comfortable for outdoor activities, and the town becomes quieter as the summer crowds dissipate. Winter, from December to February, is the coldest season, with temperatures often ranging from the low 20s to mid-30s Fahrenheit (-6 to 2°C). Snowfall is common, though not as heavy as in more inland locations, averaging around 35 inches annually. The winter landscape offers a serene beauty, and the town takes on a peaceful atmosphere. Spring, from March to May, sees a gradual warming with temperatures ranging from the 40s to 60s Fahrenheit (4-15°C). This season can be quite variable, with some days feeling like an extension of winter and others hinting at the coming summer warmth. Rainfall is common, so visitors should be prepared for wet conditions as the natural world begins to bloom. The climate is especially pleasant during the late spring to early fall, when temperatures are comfortable for exploring the outdoors and engaging in water activities. The shoulder seasons of late spring and early fall are particularly appealing for those looking to avoid the peak summer crowds while still enjoying mild weather. Regardless of the season, Westport's coastal location means that weather can change quickly, so it's wise for visitors to pack layers and be prepared for a variety of conditions. The town's natural beauty and New England charm shine through year-round, making any time a good time to visit for those who appreciate the changing seasons.

Westport, Massachusetts, is a charming coastal town that offers a serene escape with its picturesque landscapes and quaint New England character. While it may not have the extensive transportation networks of a major city, there are still several ways for travelers to arrive, depart, and explore this delightful destination. Most visitors arrive in Westport by car, as it is conveniently located near major highways like Interstate 195 and Route 88. This mode of transportation offers the flexibility to explore the town and surrounding areas at one's own pace. For those flying in, the nearest major airport is T.F. Green Airport in Providence, Rhode Island, which is about a 40-minute drive away. Boston's Logan International Airport is another option, though it is about an hour and a half drive from Westport. Once in Westport, getting around is primarily done by car. The town does not have a public transportation system, so renting a car is recommended for those who do not drive their own vehicle. This will provide the freedom to visit local attractions such as Horseneck Beach State Reservation, Westport Rivers Vineyard & Winery, and the historical Acoaxet area. For those who prefer not to drive, taxi services and ride-sharing options like Uber and Lyft are available, though they may be less abundant than in larger cities. It's advisable to plan these services in advance, especially during peak seasons or late hours. Westport is a town that invites leisurely exploration, and in certain areas, it can be quite walkable. The central area, with its shops, art galleries, and dining establishments, is enjoyable on foot. However, to fully appreciate the town's natural beauty and to visit beaches or more secluded spots, having access to a vehicle is essential. Cycling is another way to enjoy Westport's scenic roads, and it's a popular activity during the warmer months. There are no formal bike rental services in town, so visitors interested in cycling should bring their own bikes or rent from nearby cities. In summary, while Westport may not offer the extensive transportation options of a metropolitan area, it is accessible and navigable with a bit of planning. The town's charm and natural beauty are best experienced with the convenience of a car, allowing visitors to uncover all the hidden gems that this coastal retreat has to offer.