Westport Vacation Rentals

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About Westport

Our Westport vacation rentals offer a quiet and restful spot for a relaxing getaway! Named for its position as the westernmost section of the original Massachusetts Bay Colony, today, Westport, Massachusetts enjoys a reputation for tranquil bay beaches and friendly locals, and as an ideal place to retire.

Where is Westport, MA? 

The town sits on Buzzards Bay, abutting New Bedford to the east and the state of Rhode Island to the west. Westport sees an influx of hundreds of tourists every summer who crave its small town appeal and pristine coast.

Things to Do in Westport

Westport may be small, but still reels visitors in every year thanks to its outdoor activities, historic sites, and small but thriving arts community. Mass Audubon's Allens Pond Wildlife Sanctuary is a more than 600-acre protected area encompassing beaches, ponds, and marshland. The sanctuary includes three trailheads, more than 300 bird species, and rare butterflies in a preserved garden. Swim to your heart's content at Horseneck Beach State Reservation, a two mile stretch of sandy beach that's popular with windsurfers and swimmers of all levels, and draws nature lovers to its estuary habitats and salt marshes.

Westport is home to several historic sites, including Handy House and Bell School. Handy House is an architectural marvel devoid of furnishings but filled to the brim with ever-evolving history. You can examine its transformation from an 18th-century structure to a Georgian abode to its present-day Federalist incarnation. Bell School is home to the Westport Historical Society, and was originally a 19th-century Greek Revival school for residents west of the Westport River. 

Visit Westport Town Farm to admire livestock, a vintage farmhouse, dairy barn, corn crib, and Colonial-era stone walls. Admire the view on the mile-long trail that loops along the river and through fields and pastures.

Galleries abound in this artists' colony. Check out the Westport Art Group, Dedee Shattuck Gallery, and Sticks Stones and Stars for paintings by local artisans.

Founded in 1986, Westport Rivers Winery boasts sparkling, table, and dessert wine to please any palate. If beer is more to your liking, Buzzards Bay Brewing crafts award-winning IPAs, porters, and red ales. 

Day Trips from Westport

Situated on the border of Rhode Island, Westport is your entry to all Massachusetts has to offer. Head to Boston or Salem, only 62 and 86 miles away, respectively. Cape Cod is only 50 miles away and you can enjoy myriad coastal towns, both quaint and hip. Martha's Vineyard is less than 80 miles away, via car and ferry. 

From hiking and biking trails to estuaries and butterfly habitats, Westport is sure to appeal to a variety of visitors. Our Westport vacation rentals are the perfect base from which to explore this charming city on Buzzards Bay!

Photo credit: Psalm25 via Shutterstock