Destination guide

An unspoiled island fishing community

The isolated town of Westport, Maine, is a striking island community cut off from the mainland by the Sheepscot and Back River systems. From its earliest settlement, the island has been predominantly an economic center for fishing and lobster potting. To this day, most of the island's inhabitants make a living in the same way that generations of their forebears have done before them. The rocky, windswept extremities of the island are lapped by the flowing waters of both rivers, but protected by its position further inland from Southport, Georgetown and MacMahan Islands.

Things to do

Go ape for the seafood

Just a short drive away from your Westport vacation rental you'll find plenty to keep the family occupied. Monkey C Monkey Do is an outdoor aerial adventure zip line park with more than 60 obstacles, an enormous swing and multiple zip lines that kids go crazy for. If heights aren't for you, they also have 4 laser tag arenas. On Westport Island itself, the North End Lobster Co-Op could claim to be the freshest place to buy seafood in Maine. Watch the boats come in and buy straight off the dock at fantastic prices all year round.

Activities

A step back in time

Island life is slow-paced and tranquil, the main activity being fishing, both for commerce and entertainment. The numerous sheltered coves, which once made perfect sites for small-scale boatbuilding, are now great places to escape to for some peace and quiet. If you don't want to cast out some lines, you could walk out of your Westport vacation rental to explore the island's coastal pathways on foot. Alternatively, you could hop in a car to get across to the mainland in minutes, to eat in one of the local restaurants or browse the quaint antique shops.

Weather

Avoid the crowds for a peaceful family break

Being an island in the North Atlantic, Westport has winters that can be extremely cold and frosty. Like much of Maine's many miles of coastline, Westport is best appreciated in the summer months when you can sit on its beautiful shoreline, bask in the midday sun and look across at the islands. That said, Westport is a place to get away from the crowds and spend time alone or with the family. If this is the main aim, a Westport vacation rental is also enjoyable in the late spring and fall, when prices dip before and after the high season.

Natural features

Shellfish a'plenty

The Island of Westport is teeming with wildlife, including eagles, osprey and other seabird species. However, it is most famous for its high quality and quantity of shellfish. At the dock you can watch the fishermen unloading lobster, crab, scallop and shrimp in huge numbers, while a walk along the island's tidal coves and saltmarshes reveals mussels, clams and other mollusks for the taking. There are also numerous oyster farms in the surrounding area. Leaving the island and your Westport vacation rental, you can visit a number of preserves to see deer, otters and beavers, in stunning natural locations.

Where to stay around Westport?

Our 2019 property listings offer a large selection of 472 vacation rentals near Westport. From 216 Houses to 179 Cabins, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Westport for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Westport?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Westport:

  • Bailey Island: 152 vacation rentals
  • Ocean Point: 17 vacation rentals
  • Pemaquid Point: 25 vacation rentals
  • Orr's Island: 201 vacation rentals
  • Waldoboro: 501 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Westport?

HomeAway offers a large selection of vacation rentals near lovely places in Westport. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Pemaquid Point Lighthouse Park: 945 vacation rentals
  • Coastal Maine Botanical Gardens: 987 vacation rentals
  • Barrett Park: 979 vacation rentals
  • Boothbay Harbor Marina: 991 vacation rentals
  • Bates-Morse Mountain Conservation Area: 981 vacation rentals

But there are many other points of interest around Westport listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Westport?

Yes, of course. HomeAway has 216 Houses in Westport. Our other popular types of vacation rentals in Westport include:

  • Cabins: 179 rentals available
  • Cottages: 179 rentals available
  • Bungalows: 179 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Condos/Apartments and more.

Can I find a vacation rental with pool in Westport?

Yes, you can select your preferred vacation rental with pool among our 29 vacation rentals with pool available in Westport. Please use our search bar to access the selection of vacation rentals available.

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