Westport vacation rentals

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Discover a selection of 14 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:Mar 20 - Mar 27
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Find out more about Westport

Why visit Westport

  • Outdoor Adventures: Enjoy hiking scenic trails and exploring serene beaches, perfect for nature lovers.
  • Romantic Atmosphere: Experience a charming beach town vibe ideal for couples seeking relaxation and romance.
  • Historic Lighthouses: Discover the iconic lighthouses that add to Westport's coastal charm and history.
  • Vibrant Arts Centers: Immerse yourself in local culture at the arts centers showcasing the region's creative talent.
  • Cozy Accommodations: Choose from charming cottages and stylish rentals that provide comfort and stunning views.

Popular types of accommodation in Westport

If you're planning a getaway to Westport, you're in for a treat. Our most popular vacation rentals include cozy houses, charming cottages, and stylish apartments. Whether you're searching for cottage rentals in Westport or looking for outdoor seating to enjoy the beautiful scenery, we've got the perfect options for you. Explore our selection of holiday cottages and rentals in Westport, and make your stay unforgettable.

  • Houses: These spacious homes offer the utmost in comfort and privacy, making them the top choice for families and groups visiting Westport.
  • Cottages: Charming and quaint, cottages provide a cozy atmosphere perfect for a relaxing getaway by the water.
  • Apartments: Ideal for solo travelers or couples, apartments offer a convenient and modern stay with easy access to local attractions.
  • Cabins: Rustic and inviting, cabins in Westport are perfect for those looking to immerse themselves in nature.
  • Condos: Stylish and well-equipped, condos are a great option for those seeking a blend of luxury and home-like amenities.**

Top attractions near Westport

Westport, Maine, offers a perfect blend of outdoor adventures and romantic scenery, making it an ideal vacation spot. Visitors can explore picturesque urban parks, vibrant arts centers, and historic lighthouses, all while enjoying the local culture and beautiful beach experiences. Whether you're traveling solo, with family, or as a couple, Westport's attractions cater to a variety of interests, ensuring a memorable getaway.

  • Coastal Maine Botanical Gardens: Nestled 4 miles from Westport, this stunning botanical garden features beautifully arranged landscapes and diverse plant collections. It's an ideal spot for romantic strolls and family outings, surrounded by the natural beauty of Maine's coast.
  • Boothbay Harbor Marina: Located 6 miles away, this marina offers thrilling adventures on the water. Enjoy kayaking, sailing, or simply relaxing on the beach while soaking in the vibrant atmosphere of the harbor.
  • Cabbage Island: Just 7 miles from Westport, this charming island is perfect for beach lovers. Explore its scenic shores and outdoor activities, making it a delightful escape into nature.

Things to do recommended for couples

For a romantic getaway in Westport, consider a fun round at Dolphin Mini Golf, just 4 miles away, where you can enjoy some friendly competition. For a more adventurous experience, head to Paddleworks 18 miles away for exciting water sports amidst beautiful scenery.

Things to do recommended for families

During your family vacation in Westport, Maine, explore the stunning Pemaquid Point Lighthouse Park, relax at Pemaquid Beach Park, or enjoy outdoor activities at Fort Point. Each location offers a serene atmosphere, perfect for creating lasting memories together.

Things to do recommended for groups

Experience the magic of Carousel Music Theater just 5 miles away, enjoy a round at Boothbay Golf Course 4 miles away, or embark on an adventure at Monkey C Monkey Do's zipline ropes course, also 4 miles from Westport. Perfect for group fun and bonding.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Westport

If you're traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Westport with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily filter for these options and many others on Vrbo.
  • Traveling to Westport with young kids: Traveling with young children can present its own set of challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, think about how close you are to family-friendly attractions.
  • Taking your pets with you to Westport: For many families, a trip wouldn’t feel complete without their furry companion. If that resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that your entire family feels comfortable and at home.
  • Planning for a long term stay visiting Westport: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding features like a parking space, a well-equipped kitchen, or a private pool to your search as well.

Where to stay near Westport

Westport, Maine, offers a charming escape for outdoor enthusiasts and couples seeking romance. With its oceanfront views and serene beach town atmosphere, visitors can indulge in relaxing excursions surrounded by friendly locals. Explore nearby coastal neighborhoods and discover cozy vacation homes that provide the perfect base for your adventure. Whether you're hiking scenic trails or enjoying secluded beaches, Westport promises an unforgettable getaway filled with natural beauty and tranquility.

  • Boothbay Harbor: Located 6 miles from Westport, Boothbay Harbor is a picturesque coastal town known for its stunning outdoor scenery and adventurous spirit. Visitors can enjoy a variety of activities such as hiking on scenic trails, golfing at local courses, and exploring recreational areas. Nearby attractions include beautiful beaches and both a national state park and a national park, making it an ideal spot for nature lovers and those seeking a relaxing getaway by the water.
  • Boothbay: Just 4 miles from Westport, Boothbay offers a charming blend of outdoor adventures and breathtaking landscapes. This vibrant city is perfect for outdoor enthusiasts, featuring hiking trails, golf courses, and various recreational areas. Visitors can also explore nearby landmarks like a national state park and a serene lake, as well as a national park. The stunning scenery and adventurous activities make Boothbay a must-visit destination for anyone looking to experience Maine's natural beauty.
  • Bath: Located 6 miles from Westport, Bath is a lovely city that offers a romantic atmosphere along with outdoor exploration. Visitors can partake in recreational activities, educational experiences, and even skiing at nearby ski fields. The city is home to local landmarks such as beautiful beaches, tranquil lakes, and family-friendly beach areas. Bath's charming character and scenic views make it an ideal destination for couples and families alike, promising a memorable vacation experience.

Best time to go to Westport

If you're planning a trip to Westport, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January24.3°F (-4.3°C)Light RainMostly SunnyAverageSlightly Low
February25.5°F (-3.6°C)Light RainMostly CloudyAverageSlightly Low
March32.4°F (0.2°C)Light RainMostly CloudyAverageSlightly Low
April43.2°F (6.2°C)Light RainMostly CloudyAverageAverage
May53.4°F (11.9°C)Light RainMostly SunnyAverageAverage
June61.5°F (16.4°C)Light RainMostly SunnyModerately HighSlightly High
July68.5°F (20.3°C)Light RainMostly SunnyModerately HighSlightly High
August68.0°F (20.0°C)Light RainMostly SunnyModerately HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October51.3°F (10.7°C)Light RainMostly SunnyModerately LowAverage
November39.9°F (4.4°C)Light RainMostly SunnyModerately LowAverage
December31.3°F (-0.4°C)Light RainMostly CloudyModerately LowAverage

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. You’ll also find that booking a longer stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, take advantage of our filters to search by price, location, and rental type.

Save more with One Key

Plan your group getaway by booking an eligible Vrbo, and you’ll earn OneKeyCash on the full reservation. It’s truly rewarding to take on the role of planner. When you join our travel rewards program, One Key, you’ll gain access to exclusive member discounts and accumulate OneKeyCash on qualifying bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board is your go-to feature for planning your next getaway, managing your travel arrangements, or keeping track of your reservations. You can easily see all the properties you've saved or booked, organized into categories like Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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 best area to stay in Westport when booking a vacation rental?
When planning a vacation in Westport, Maine, one of the best areas to consider for your stay is the waterfront region near the Westport Island Bridge. This picturesque area offers stunning views of the Damariscotta River and easy access to various outdoor activities. You'll find a variety of vacation rentals that cater to different preferences, whether you're looking for a cozy cottage or a spacious family home.

In this charming neighborhood, you can easily explore the nearby attractions, such as the scenic Pemaquid Point Lighthouse, which provides breathtaking coastal views and a glimpse into Maine's maritime history. Additionally, the nearby Rachel Carson National Wildlife Refuge offers opportunities for hiking, birdwatching, and enjoying the natural beauty of the Maine coastline.

Another appealing area is the village center of Westport, where you can immerse yourself in the local culture. This area features quaint shops and eateries, and a number of properties are available for rent that provide a homey atmosphere.
How much does it cost to rent a vacation home in Westport?
Prices for vacation rentals in Westport vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Westport to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Westport vacation house rentals?
You can find great discounts on house rentals in Westport on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Westport?
A long-stay vacation rental in Westport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Westport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Westport with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Westport for a vacation rental?
July is the most popular time to visit Westport, Maine, as summer reaches its peak, bringing warm temperatures and vibrant local activities. The months from June to August are the high tourist season, great for those seeking a mix of relaxation and adventure along the beautiful coastline. Visitors can enjoy kayaking, sailing, and exploring picturesque beaches while soaking up the sun and the stunning views of the Atlantic Ocean.

During July, you can expect delightful weather, with temperatures typically ranging from the mid-60s to the low 80s Fahrenheit. This comfortable climate is ideal for outdoor activities and sightseeing, allowing guests to fully embrace the natural beauty of Westport. Whale watching and coastal hikes are particularly enjoyable this time of year, offering great experiences that highlight the area's rich marine life and scenic landscapes.

For travelers looking for a more budget-friendly option, consider visiting in December. While this month may seem quieter, it presents a unique charm with fewer crowds and the opportunity to experience the peaceful beauty of Westport during the winter months. The serene atmosphere is great for cozy cabin stays and enjoying the local holiday festivities.

Ultimately, whether you choose the lively summer months for adventure or the tranquility of winter for a retreat, Westport offers a range of experiences that cater to varying preferences.
How early should I book a Westport vacation rental?
Book your Westport vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Westport?
In Westport, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and coastal charm. The Westport Island area offers a serene escape with its scenic views and quiet beaches, ideal for kayaking and exploring the coastline. The nearby town of Boothbay Harbor features the Boothbay Railway Village, where travelers can learn about the region's history and enjoy rides on vintage trains.

For those interested in marine life, the Maine State Aquarium is located in Boothbay Harbor and provides a glimpse into the local marine ecosystem. The Coastal Maine Botanical Gardens, also nearby, showcases stunning landscapes and beautiful floral displays, making it a great spot for leisurely walks.

The area is known for its excellent seafood dining options, with several waterfront restaurants offering fresh catches and stunning views of the harbor.
Can I change or cancel my Westport home rental booking on Vrbo?
To find Westport vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Westport vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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