Westport vacation rentals

We found 1,636 vacation rentals — enter your dates for availability

Discover a selection of 23 homes and other vacation rentals in Westport that are perfect for your trip. Vacation homes provide the best amenities for your stay with friends, family, or just your pet, such as a hot tub and garden. At the end of the day, you'll find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Westport

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Find out more about Westport

Why visit Westport

  • Scenic Beaches: Enjoy stunning waterfront views and relax on beautiful, sandy beaches.
  • Outdoor Adventures: Engage in various outdoor activities, from hiking to water sports.
  • Historic Attractions: Discover the rich history through charming historic homes and landmarks.
  • Charming Neighborhoods: Explore friendly local neighborhoods filled with unique shops and eateries.
  • Cozy Accommodations: Unwind in a range of vacation rentals, from cottages to stylish apartments.

Popular types of accommodation in Westport

Looking for the perfect getaway in Westport? You're in the right place. Our platform connects you with a variety of vacation rentals, including houses, cozy cottages, and stylish apartments. Whether you're seeking a peaceful retreat or a base for adventure, we’ve got friendly rentals to suit your needs. Explore Westport hotels and house rentals for an unforgettable experience. Discover your ideal vacation rental today.

  • Houses: The top choice for visitors to Westport, offering spacious accommodations perfect for families or groups looking for comfort and privacy.
  • Cottages: A delightful option for those seeking a quaint and cozy atmosphere, ideal for a romantic getaway or a peaceful retreat.
  • Apartments: A convenient choice for travelers wanting a home-like feel, with essential amenities and easy access to local attractions.
  • Condos: A popular selection for those desiring modern living spaces, often featuring shared amenities like pools and fitness centers.
  • Villas: An upscale option offering luxurious accommodations, perfect for those looking to indulge in a lavish vacation experience.**

Top attractions in and around Westport

Westport, Massachusetts, is perfect for a vacation filled with outdoor activities, stunning beaches, and beautiful scenery. Visitors can explore a variety of attractions, including scenic beaches, historic homes, and urban parks, all catering to those seeking cultural experiences and a relaxing beach getaway. Whether you're looking to soak up the sun or delve into the area's history, Westport offers something for everyone.

  • Horseneck State Beach: A beautiful, sandy beach offering stunning views of the Atlantic Ocean, perfect for sunbathing, swimming, and beachcombing. With a relaxed atmosphere and plenty of space, it’s an ideal spot for family outings and picnics.
  • Newport Mansions: Located 14 miles from Westport, these opulent historic homes reflect the grandeur of the Gilded Age. Explore their stunning architecture, exquisite gardens, and rich history while immersing yourself in the culture of this elite era.
  • The Breakers: Also 14 miles away, this magnificent mansion is a symbol of the Vanderbilt family's wealth. Tour its lavish rooms and terraces, and enjoy breathtaking views of the coastline, capturing the essence of luxury and history.

Things to do recommended for couples

Planning a romantic getaway in Westport? Start with a wine tasting at Westport Rivers Vineyard & Winery, then catch a live show at the Narrows Center for the Arts, and finish with an adventurous sailing trip with Sail Newport. Perfect for couples seeking memorable experiences.

Things to do recommended for families

During your family vacation in Westport, you can enjoy the relaxing vibes at Fort Phoenix State Reservation, have fun at Wonder Bowl's arcade adventure zone, and unwind at Pierce Beach & Playground, all offering great experiences for kids and parents alike.

Things to do recommended for groups

Groups visiting Westport can hike the scenic Cliff Walk, enjoy a round of golf at the Acoaxet Club, and unwind with craft brews at Buzzards Bay Brewing, offering a perfect blend of outdoor adventure, sports, and entertainment for an unforgettable experience.

*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 for an extended stay, be sure to prioritize your filters effectively. Here are some helpful booking tips for Vrbo.

  • Traveling to Westport with a group: Think about how many bedrooms you'll require, as well as any amenities like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all these options and more on Vrbo.
  • Traveling to Westport with young kids: Traveling with little ones can be tough. It’s important to prioritize their comfort and safety, along with finding 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, a family vacation isn't truly complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly properties offer feeding bowls and cozy beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Westport: If you're in search of vacation rentals with discounts for extended stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider adding amenities like a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay in and around Westport

Westport, Massachusetts, offers a delightful blend of outdoor adventures and stunning coastal scenery, making it an ideal vacation spot. With its family-friendly atmosphere and friendly locals, visitors can enjoy breathtaking waterfront views and explore the charming neighborhoods nearby. Don't miss the chance to unwind in beautiful vacation rentals while soaking in the tranquil vibes that Westport has to offer, from its scenic beaches to the rich history of the surrounding areas.

  • Newport: Newport is a charming coastal city located 14 miles from Westport, known for its rich maritime history and stunning ocean views. Visitors flock to Newport for a delightful mix of outdoor activities, vibrant city life, and family-friendly attractions. Enjoy the beautiful beaches, attend lively music concerts, and explore the bustling shopping areas. Don't miss the chance to visit local landmarks such as historic mansions and event venues that host various conferences and festivals, making Newport a perfect spot for both relaxation and entertainment.
  • North Westport: Nestled within the town of Westport, North Westport is a quaint village that provides a friendly atmosphere ideal for families and outdoor enthusiasts. With its proximity to shopping centers and recreational areas, visitors can enjoy a leisurely day of shopping followed by a stroll along the picturesque beaches. Explore the local historic houses that reflect the area's rich heritage. North Westport's inviting community and outdoor spaces make it a great destination for those looking to experience both city life and nature.
  • Westport Point: Just 3 miles away from Westport, Westport Point is a scenic coastal village that offers breathtaking views and outdoor adventures. Known for its beautiful beaches and golf courses, it's an excellent destination for both relaxation and recreation. Spend your day on the golf course or enjoying water activities at the local lakes. With its stunning scenery and family-friendly atmosphere, Westport Point is perfect for travelers seeking a tranquil escape with plenty of outdoor fun.

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
January32.0°F (0.0°C)Light RainMostly SunnyAverageSlightly Low
February32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
March38.3°F (3.5°C)Light RainMostly SunnyAverageSlightly Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
June64.8°F (18.2°C)Light RainMostly SunnyModerately HighAverage
July72.3°F (22.4°C)Light RainMostly SunnyModerately HighSlightly High
August71.8°F (22.1°C)Light RainMostly SunnyModerately HighSlightly High
September65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
October56.5°F (13.6°C)Light RainMostly SunnyModerately LowAverage
November45.9°F (7.7°C)Light RainMostly SunnyModerately LowAverage
December38.3°F (3.5°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on the full booking amount. Being the planner definitely has its perks. When you enroll in our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash on eligible bookings. Sign up today and begin enjoying savings right away.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board offers a user-friendly platform where you can easily create new trips, continue from where you last left off, or organize your travel plans. You’ll see your saved or booked properties neatly categorized into Potential, Upcoming, or Current Trips. To begin utilizing Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

You ticket to the Cape Cod Coast

Bordering Rhode Island, Westport is a lively summer town surrounded by sandy beaches and rolling coastal farmland. While it was once a bustling whaling port today the town attracts vacationers in search of sun, sand and laid-back Cape Cod vibes. There's plenty of local history to discover and some gorgeous "saltbox" style cottages to snap up. Set right on the ocean, historic Westport vacation rentals put you just steps from the sand. There's also a charming village to explore featuring farm-to-table cafes, independent grocery stores and a handful of artisan ice creameries.

Relive the Moby Dick adventure

Literature lovers shouldn't miss a trip to nearby New Bedford. American novelist Herman Melville worked on the port's whaling ships for several years _ an experience that inspired him to pen Moby Dick. The New Bedford Whaling Museum offers a fascinating glimpse at the town's heyday, with highlights including a vast skeleton of a blue whale and a fully rigged replica of an old whaling ship. There are also a handful of local wineries and breweries to explore, so don't forget to arrive thirsty. With a scenic riverfront setting and imaginative tap list, there's no better place to savor a sunny afternoon than Buzzards Bay Brewing.

Beach days by Buzzards Bay

For fun in the sun, join locals for a day at Horseneck Beach State Reservation. The beach spans miles and backs onto the calm waters ofÊBuzzards Bay. While you can camp in the park, Westport vacation rentals mean you don't have to compromise on comfort. One of the best ways to explore the inlet is by sea kayak. As well as renting equipment, local operators offer kayaking lessons, nature tours and adventure paddles to Buzzards Bay.ÊAnother great way to stretch your legs is with a scenic bike ride along Westport River.

In search of summer sunshine

WestportÊis probably most enjoyable in the balmy summer months, when legions of sunseekers descend on the town. Crowds peak from Memorial Day to Labor Day, with families hustling to snap up WestportÊvacation rentals. Visit in late spring and you'll enjoy warm weather and wonderfully quiet beaches. While fall brings clear days and crisp temperatures, many businesses close for the chilly Massachusetts winter. Of course, if you're dreaming of windswept walks on the beach and cozy nights by the fireplace, winter can be a rewarding time to visit.

Beaches and birding in coastal Massachusetts

Westport is set at the tip of a protected inlet that's dotted with forested islands. Its coastal shorelines are a haven for migrating birds, especially over the winter. It may be set on the ocean but Westport is also prime farming territory. All of this means that, from cozy clapboard cottages to luxurious Victorian farmhouses, Westport vacation rentals promise a tranquil stay in rural Massachusetts. You enjoy breakfast on the porch, a sun-drenched day at the beach and be back in time to cook up a hearty Cape Cod-inspired meal.

Traveling to and around Westport

The nearest airport is in Logan International Airport (BOS), located 55 mi (88.6 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Boston, MA (BNH-Boston Harbor Seaplane Base), which is 54.7 mi (88 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, Massachusetts, the best area to stay is along the coastline, particularly near the Westport Harbor area. This picturesque neighborhood offers stunning views of the harbor and easy access to beautiful beaches, such as East Beach and Westport Town Beach.

In addition to its scenic beauty, the Westport Harbor area is known for its charming atmosphere and proximity to various attractions. You can explore the nearby Westport River, which is superb for kayaking, paddleboarding, and fishing. The area also features a selection of local eateries and shops, where you can enjoy fresh seafood and experience the local culture.

Another great option is the community around the Westport Village, which provides a quaint, small-town vibe. Here, you can visit the Westport Historical Society and learn about the region's rich history. The village's close-knit feel makes it a lovely spot to relax and unwind after a day of exploration.

In total, Westport boasts a variety of vacation rental properties, with many options available in these desirable neighborhoods.
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.
Where are the best areas for renting a beach house in Westport?
For renting a beach house in Westport, Massachusetts, the area along the shores of Westport Harbor is particularly appealing. This section features picturesque beaches such as Cherry & Webb Beach, where travelers can find charming beach houses with amenities like ocean views, private decks, and outdoor grills, great for enjoying summer barbecues. Many properties in this region also offer easy access to the sandy shoreline, allowing for relaxed days by the water.

Another great area to consider is along the Westport River, where some vacation rentals boast waterfront access and serene views. These properties often come equipped with kayaks or paddleboards, enhancing the outdoor experience. Additionally, you might find houses with spacious living areas, modern kitchens, and ample outdoor space for gatherings, making them ideal for families or groups.

For those looking to explore local attractions, the nearby Westport Town Farm and the Westport River Winery offer a taste of the area's culture and produce. Rentals in this vicinity often highlight the blend of beachside relaxation and local charm, making it a favorable choice for a beach getaway in Westport. Find your rental near the beach in Westport.
What is the most popular type of vacation rental accomodation in Westport?
In Westport, vacation houses are the most popular type of rental, with about 17 available throughout the area. These properties offer spacious living, often featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces for relaxing or dining al fresco. Many houses are situated near the scenic coastline and the town's charming downtown area, allowing easy access to local attractions and beautiful beaches.

In addition to vacation houses, there are several cottages, apartments, and condos that provide alternative accommodations for travelers. Cottages typically offer a quaint, homey atmosphere, while apartments and condos present modern amenities and convenient locations.
Are there any family house rentals in Westport?
In Westport, Massachusetts, families will find a selection of around 14 vacation rentals suited for their needs. This charming coastal town offers homes that provide ample space for children to play and relax. Properties often come equipped with amenities such as full kitchens for preparing family meals, cozy living rooms, and outdoor areas, including decks or patios to enjoy the fresh sea breeze.

Located near the scenic Westport River, families can easily engage in outdoor activities like kayaking, fishing, and beach outings. The nearby Horseneck Beach State Reservation is superb for a day of sun and sand, offering expansive shorelines and picnic spots. See all family-friendly rentals in Westport.
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 pet-friendly house rentals in Westport?
In Westport, there are several pet-friendly house rentals available, providing a welcoming environment for travelers with furry companions. Many of these rentals are situated near the picturesque coastline, offering easy access to scenic beaches and parks where pets can roam and enjoy the outdoors.

Travelers can expect amenities such as spacious backyards, outdoor patios, and fully equipped kitchens in these homes, making them ideal for families or groups looking to relax and unwind. Some properties may even feature cozy living areas with fireplaces and proximity to local shops and dining options, enhancing the overall experience of a getaway in this charming seaside town. See all pet-friendly rentals in Westport.
Are there any remote work vacation rentals in Westport?
In Westport, Massachusetts, there are numerous remote work vacation rentals available, with around 21 options to choose from. This picturesque coastal town offers a serene environment, superb for those looking to blend work and leisure. Many of the properties come equipped with essential remote work amenities such as Wi-Fi, dedicated workspaces including desks and comfortable desk chairs, and additional features like computer monitors for enhanced productivity.

Travelers can enjoy the charming local scenery, with nearby beaches and parks providing opportunities for relaxation after a day of work. The area is also known for its rich maritime history and vibrant arts scene, making it an inviting location for both work and exploration. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
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.
What are popular rental amenities in Westport?
In Westport, popular vacation rental amenities include WiFi, kitchens equipped for meal preparation, coffee and tea makers for a cozy start to the day, and outdoor spaces like decks or patios for enjoying the fresh air. Many rentals also feature blenders, ideal for making smoothies or other blended treats.
When is the best time to visit Westport for a vacation rental?
The best time to book a vacation rental in Westport, Massachusetts is during the peak season from June to August, with July being the most popular month. This vibrant period attracts families and beach enthusiasts who flock to the picturesque shores for sun-soaked days and lively summer activities. Visitors can indulge in swimming, kayaking, and leisurely strolls along the scenic coastline, all while enjoying the warm temperatures typically ranging from the mid-60s to low 80s Fahrenheit.

June marks the beginning of summer, offering visitors a chance to experience the beautiful beaches before the peak crowds of July arrive. The atmosphere during this time is filled with excitement, with local festivals and events that celebrate the charm of this coastal town.

If you're looking for a more budget-friendly experience, consider visiting Westport in November. While the summer buzz will have subsided, this month offers a peaceful retreat away from the hustle and bustle. You can enjoy the tranquil beauty of the coastline, take in the stunning fall scenery, and explore the local shops without the seasonal rush.

Ultimately, choosing the best time to visit Westport depends on your preferences for vibrant summer activities or a quieter off-peak experience.
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, Massachusetts, visitors can explore a variety of attractions that highlight the area's natural beauty and coastal charm. The Westport River, which flows through the town, is superb for kayaking and paddleboarding, offering scenic views and opportunities for wildlife watching. The nearby Horseneck Beach State Reservation features a beautiful sandy beach and walking trails, making it a popular spot for sunbathing and picnicking.

For those interested in local culture, the Westport Historical Society provides insights into the town's history and heritage, often showcasing exhibitions and events. The area is also known for its charming farms and vineyards, where travelers can enjoy fresh produce and local wines.
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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