THE HARBOR
Where the east and west branches of the Westport River meet Buzzards Bay — a working waterfront of lobster boats, sailboats, and summer sunsets.
Summer 2026 — select weeks still available
Westport Harbor sits at the southern tip of Westport Point, where the east and west branches of the Westport River converge and empty into Buzzards Bay. It is one of the last unspoiled working harbors on the South Coast of Massachusetts — a place where lobstermen still haul traps at dawn and sailboats rock gently on their moorings through the long summer afternoons.
The harbor defines life at Westport Point. The rhythm here is set by the tides, not by traffic. In the morning, lobster boats motor out through the channel. By midday, kayakers and canoes trace the shoreline. In the evening, the harbor becomes a canvas — the sun drops behind the sailboat masts, turning the water gold and pink, and the village goes quiet except for the clink of halyards.
2042 Main Road sits directly on this harbor. The property looks out over the water from both sides of the house — sunrise over the east branch, sunset over the west. Dock access is available for guests who bring their own boat. Kayaks and a canoe are provided at no extra charge. You can walk to the town fishing pier in under a minute. This is not a property near the water — it is on the water, in every sense that matters.
The harbor village of Westport Point in Westport, Massachusetts has looked much the same for a century. Stone walls, clapboard houses, and narrow roads that end at the shore. Wednesday evenings bring folk music to the dock, just 100 feet from the house. The oyster bar is a short walk. The whole feel is of a place that has resisted the urge to become something other than what it is — a quiet, genuine harbor village where summer still means something.
Watch sailboats glide across the harbor as the sun sets over Buzzards Bay. The view from 2042 Main Road captures the full sweep of the western sky and the masts silhouetted against it.
Westport Harbor is a working waterfront. Lobster boats head out before sunrise and return with the day's catch. Fresh lobster and shellfish are part of the culture here in Westport, MA.
Paddle directly from the property into the harbor and up either branch of the Westport River. Kayaks and a canoe are available to guests at 2042 Main Road at no additional cost.
The town fishing pier at Westport Point is steps from the house. Cast for striped bass and bluefish, or just sit and watch the boats come and go on the Westport River.
Bringing a boat? Dock space is available at the property for $4 per foot per night. Launch from the house and explore Buzzards Bay, the Elizabeth Islands, or the open ocean.
The sunsets over Westport Harbor are legendary. The wide western exposure from Westport Point means unobstructed views as the sky turns from gold to crimson every summer evening.
Westport Harbor is primarily a boating harbor rather than a swimming destination. The water is tidal with boat traffic from lobster boats and sailboats. For swimming, head to Horseneck Beach or Cherry & Webb Beach, both a short drive from Westport Point. That said, wading and cooling off along the shore near the property is part of summer life here.
Yes, Westport, Massachusetts has a public boat launch at Hix Bridge on the east branch of the Westport River. There is also access at the town dock near Westport Point. Guests at 2042 Main Road can arrange dock space directly at the property for $4 per foot per night.
Westport Harbor is a working waterfront. You will see lobster boats heading out early in the morning, sailboats moored in the harbor, small motorboats, and kayakers paddling along the shoreline. It is an authentic New England harbor — not a marina full of mega-yachts, but a place where fishing and sailing have defined life for generations.
Absolutely. Kayaking from Westport Point is one of the best ways to explore the harbor and river. Guests at 2042 Main Road have access to kayaks and a canoe at no additional charge. Paddle out into the harbor, explore the east or west branch of the Westport River, or just float and watch the sunset.
Westport Harbor and the surrounding waters offer excellent fishing. Striped bass and bluefish are popular catches in the Westport River and Buzzards Bay. You can fish from the town pier at Westport Point, which is just steps from 2042 Main Road, or head out on the water by boat or kayak.
Waterfront rentals directly on Westport Harbor are rare. 2042 Main Road is a waterfront colonial sitting right on the harbor at Westport Point in Westport, MA. It is a 3-bedroom, 2-bath summer rental that sleeps 6, with dock access, kayaks, and views of both branches of the Westport River. Available June through August on Airbnb.
Wake up on the harbor. 2042 Main Road sits directly on the water at Westport Point — a 3-bedroom waterfront colonial with dock access, kayaks, and sunset views over the harbor. Book on Airbnb.
Book on Airbnb