Westport vacation rentals

We found 735 vacation rentals — enter your dates for availability

Discover a selection of 16 homes and other vacation rentals in Westport that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll have the best amenities for spending time at your home away from home, which might include WiFi and a fireplace. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Westport

Showing deals for:Oct 10 - Oct 17
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more
  • More for less

    More space, more privacy, more amenities — more value
  • A place for everyone

    We stand for diversity, inclusion and families everywhere.
    Learn more

Find out more about Westport

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.

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.

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.

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.

Transportation options to and around Westport

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 35.9 mi (57.7 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Wiscasset, ME (ISS), which is 3.2 mi (5.2 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Westport?
The most in-demand types of vacation rentals in Westport are cottages. Ready for more choices? Vrbo has numerous options to match our guests' requirements, so you'll see properties in all shapes and sizes. The ideal fit is ready and waiting for you --- discover yours today.
How much does it cost to rent a vacation rental in Westport?
A number of factors can determine what you'll pay for your vacation rental in Westport, like the length of stay, type of property and season. But, all our vacation homes have something in common --- excellent value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Westport?
When you travel and the style and size of the property will influence the cost of your beachside stay. Enter your Westport travel dates to view your options on Vrbo. Looking for basics like WiFi, or perks like a private pool? Use our filters to choose the features and amenities you want in your vacation home.
Are there pet-friendly vacation rentals in Westport?
Good news! Yes. You can choose from 21 vacation rentals that allow pets in Westport. Plenty of our pet-friendly vacation rentals come with a backyard for your four-legged pal to run around in, dog beds, complimentary treats and proximity to parks or green space. Apply the "Pets allowed" filter to find a pad that'll get tails wagging on Vrbo.
Can I rent a house with a pool in Westport?
Dig out your swimwear and swim ring, because there are two houses with a private pool in Westport. Book one of these popular vacation homes and let every day be a pool day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find the ideal place for a splashing good time!
What are popular rental amenities in Westport?
When it comes to rental amenities that guests look for in Westport, a beach view, a swimming pool and a nearby waterfront are at the top of the list. With Vrbo vacation rentals, you'll discover options to fit your style and taste, whether you're going away with family, friends or even pets.
Are there large group vacation rentals in Westport?
With seven properties that can host 10 or more people in Westport, you won't have to keep your invite list short. From vacations with the extended family to special events like Christmas or New Year's Eve parties, Vrbo can help you find a large group rental that fits the occasion.
Are there vacation rentals in Westport that welcome kids?
Gather your whole crew for the adventure of a lifetime in Westport at one of our 21 family-friendly vacation rentals. These stays provide amenities that are perfect for trips with the little ones, like full kitchens, extra bedrooms and patios. Simply check the "Properties good for families" filter and pick out your favorite.
Can I find two-bedroom vacation rentals in Westport?
Westport has three two-bedroom vacation properties for you to select from. Experience a vacation home with all the comfort and privacy you're looking for at an attractive price on Vrbo.
Are there vacation rentals with WiFi in Westport?
You'll have a choice of nine vacation rentals with WiFi in Westport. If you want to disconnect from the world while on vacation, but still want to be connected to the internet, these getaways are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Westport?
There are seven vacation rentals with air conditioning in Westport giving you that cooling breeze and extra bit of comfort. Enter your dates of travel and then take advantage of our filters to look for properties with air conditioning.
How old do you have to be to rent a vacation rental in Westport?
It's advisable to check with the Westport vacation rental you're looking at on Vrbo as the age limit differs. However, generally it's 16, 18 or 21.
How long can I rent a vacation rental in Westport for?
How long you can book a vacation rental in Westport is down to the property. Just enter your preferred dates to look at a list of options offering extended stays. With tons of amenities such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you're sure to find somewhere just right to call your home away from home in Westport.
Does Vrbo offer discounts for vacation homes in Westport?
In Westport, you'll find amazing discounts and deals for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you're wanting a weekend escape or a few weeks away, we offer a host of options to suit your style.

More Vacation Rentals ideas

People also search for