Westport vacation rentals

We found 1,593 vacation rentals — enter your dates for availability

Discover a selection of 21 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

Showing deals for:Jul 3 - Jul 10

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Find out more about Westport

Why visit Westport

  • Scenic Beaches: Westport boasts beautiful beaches perfect for relaxation and outdoor activities.
  • Outdoor Adventures: Enjoy hiking and exploring scenic state parks that highlight the area's natural beauty.
  • Rich History: Visit historic houses and immerse yourself in the local cultural heritage.
  • Charming Accommodations: Choose from cozy cottages to spacious homes, ensuring a comfortable stay.
  • Friendly Atmosphere: Experience the warm, welcoming vibe of this coastal town, ideal for families and couples.

Popular types of accommodation in Westport

Discover the charm of Westport with a variety of vacation rentals that cater to every traveler. Whether you're seeking cozy cottages, spacious private homes, or comfortable apartments, Westport has something for everyone. Explore our selection of home rentals and vacation home rentals to find the perfect base for your getaway. Enjoy transparency, savings, and reassurance as you plan your stay in this beautiful coastal town.

  • Houses: The top choice for travelers to Westport, offering spacious and comfortable settings perfect for families or groups.
  • Cottages: A charming second option, these cozy retreats provide a quaint and homely atmosphere for a delightful getaway.
  • Apartments: Ideal for those seeking convenience, apartments offer a practical living space with essential amenities for your stay.
  • Condos: These modern accommodations combine comfort and style, making them a popular choice for visitors.
  • Villas: A luxurious option for those wanting extra space and upscale amenities during their vacation in Westport.**

Top attractions in and around Westport

Westport, Massachusetts, is perfect for outdoor and beach vacations, offering a blend of beautiful scenery and cultural experiences. Visitors can explore historic houses, relax at the beach, and enjoy the tranquility of urban parks. This charming coastal town is ideal for travelers seeking a mix of history and nature, making it a great destination for a memorable getaway.

  • Horseneck State Beach: Experience the beautiful sandy shores and relaxing beach vibes at Horseneck State Beach. This local gem offers stunning ocean views, perfect for sunbathing, swimming, and beachcombing.
  • Newport Mansions: Explore the grandeur of Newport Mansions, a collection of historic buildings showcasing opulent architecture and rich cultural history. Discover the lavish lifestyles of America's elite from the Gilded Age.
  • Thames Street: Stroll along Thames Street, a bustling thoroughfare filled with shops, restaurants, and vibrant city vibes. Enjoy a lively atmosphere with scenic waterfront views and local attractions.

Things to do recommended for couples

For a romantic getaway in Westport, indulge in the luxury vibes at the Rhode Island Country Club, located 17 miles away. Enjoy a relaxing day on the greens or savor a fine dining experience while soaking in the beautiful surroundings with your special someone.

Things to do recommended for families

Families visiting Westport can enjoy a day at Horseneck Beach, where kids can build sandcastles and splash in the waves. Explore the scenic Westport River by kayak or take a nature walk at the Westport River State Reservation for a fun and educational outing.

Things to do recommended for groups

Groups visiting Westport can enjoy a delightful day at Horseneck Beach, take a scenic bike ride along the Westport River, and explore the charming local shops and eateries in the village. Don’t miss the chance to sample fresh seafood at one of the waterfront restaurants.

*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

When planning your trip—whether you're traveling with a group, enjoying a family vacation, bringing your pets along, or looking for extended stays—it's essential to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Westport with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. 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 challenges. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Westport: For many families, a getaway isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly homes offer feeding bowls and beds, ensuring that your whole family feels comfortable and at home.
  • Planning for a long term stay visiting Westport: If you're in search of vacation rentals with special offers for month-long stays, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay in and around Westport

Westport, Massachusetts, is a coastal haven perfect for outdoor enthusiasts and beach lovers. Explore scenic state parks and enjoy delightful outdoor seating options while soaking in the friendly atmosphere. Nearby areas offer rich historical experiences and romantic getaways, making it ideal for families and couples alike. Whether you're wandering the charming neighborhoods or relaxing by the shore, Westport promises a memorable vacation filled with warmth and beauty.

  • Newport: Newport is a charming coastal city located 14 miles away from Westport, offering visitors a delightful mix of outdoor activities, urban excitement, and beach relaxation. Known for its stunning waterfront views and historic mansions, Newport is a haven for shopping enthusiasts and music lovers alike. Explore the vibrant shopping areas and local boutiques, and enjoy live concerts at various venues. Don’t miss the picturesque beaches, including family-friendly options perfect for a day of sun and sand. Newport’s event and conference venues also make it a great spot for gatherings and celebrations, ensuring a memorable travel experience.
  • Westport Point: Just 3 miles away from Westport, Westport Point is a tranquil seaside city that beckons travelers with its beautiful beaches and scenic landscapes. Perfect for outdoor enthusiasts, this area features a variety of recreational activities, including golf at local courses and leisurely strolls along the shore. Families can enjoy quality time at the beach or explore the nearby nature reserve, which showcases the region’s stunning flora and fauna. The picturesque scenery makes Westport Point an ideal destination for relaxation and appreciation of nature, ensuring a peaceful getaway.
  • North Westport: Nestled within the Westport area, North Westport is a quaint village known for its serene outdoor spaces and romantic ambiance. Visitors can engage in recreational activities like skiing at local fields during the winter months or enjoy the peaceful surroundings by the lake and beach throughout the year. The combination of scenic beauty and family-friendly beaches makes North Westport a wonderful spot for a romantic getaway or a fun family outing. Experience the charm of this village as you explore its natural attractions and create lasting memories.

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 a breeze

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often results in significant savings. To discover the perfect Vrbo rental that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers an easy-to-use platform for planning your trips. You can start new itineraries, resume your previous plans, or organize your travel details all in one place. You'll see your saved or booked properties neatly organized into categories: Potential, Upcoming, and Current Trips. To begin exploring 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, Massachusetts, United States of America when booking a vacation rental?
When considering a vacation rental in Westport, Massachusetts, the area around the Westport Harbor is an excellent choice. This picturesque neighborhood offers a charming coastal vibe and stunning views of the harbor, making it an ideal spot for those looking to relax by the water. You can explore the nearby Horseneck Beach State Reservation, which is superb for sunbathing, swimming, and birdwatching. Additionally, the Westport Rivers Vineyard & Winery is a delightful attraction where visitors can sample local wines and enjoy the scenic landscape.

Another appealing area is the central Westport region, which provides easy access to local shops and restaurants. This area features quaint boutiques and eateries that highlight the region's culinary offerings. The nearby Westport Town Farm is a lovely spot for a leisurely stroll, with its beautiful gardens and farm activities.
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, travelers should explore the area near Westport Town Beach, which offers a picturesque setting with sandy shores and scenic views of the coastline. Many beach houses in this vicinity come equipped with desirable amenities such as spacious decks for outdoor dining, private beach access, and modern kitchens for preparing meals after a day of sun and surf. This area is particularly family-friendly, with ample space for children to play and enjoy beach activities.

Additionally, the nearby Horseneck Beach State Reservation is a fantastic option for those seeking a more natural beach experience. Rentals in this area often feature cozy interiors, outdoor showers for rinsing off after a day at the beach, and proximity to walking trails that lead to beautiful coastal scenery. Here, guests can relish the peaceful ambiance while being close to nature's splendor.

For those interested in local dining and shops, the central part of Westport offers a charming atmosphere with easy access to quaint cafes and seafood restaurants, enhancing the overall beach experience. 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 16 options available throughout the area. These houses typically feature spacious interiors, multiple bedrooms, and amenities like fully equipped kitchens and outdoor decks, making them ideal for families or groups. Additionally, there are several cottages, apartments, and condos, providing a variety of options for travelers. Many of these properties are situated near the scenic coastline, offering easy access to local beaches and the charming town center, allowing guests to enjoy both relaxation and exploration during their stay.
Are there any family house rentals in Westport?
In Westport, Massachusetts, there are some family-friendly house rentals available, with approximately 11 options for travelers. This charming coastal town offers a variety of accommodations suitable for families. Many of these homes feature spacious living areas, fully equipped kitchens superb for preparing meals, and outdoor spaces where children can play and explore.

Visitors can enjoy the nearby scenic beaches, such as Westport Town Beach, which is ideal for family outings and picnics. Additionally, the local area is known for its beautiful landscapes and opportunities for outdoor activities, including hiking and biking along picturesque trails.
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 for travelers looking to enjoy a coastal getaway. Many of these homes are situated near scenic spots, providing easy access to the beautiful beaches and waterfront areas that Westport is known for. Amenities in these vacation rentals often include spacious living areas, fully equipped kitchens, and outdoor spaces such as decks or patios, superb for relaxing after a day of exploration.

The Westport area boasts nearby parks and nature reserves, offering ample opportunities for outdoor activities with pets. The picturesque Westport Town Beach is a great destination for beach strolls, and the surrounding areas feature walking trails and scenic views that are pet-friendly.
Are there any remote work vacation rentals in Westport?
In Westport, Massachusetts, there are several vacation rentals suitable for remote work, with around 23 options available. Travelers can expect properties equipped with essential amenities such as free Wi-Fi in rooms, allowing for seamless connectivity while working remotely. Many of these rentals also have spacious living areas that can double as home offices, providing a comfortable environment for productivity.

The charming coastal town of Westport offers a serene atmosphere, with beautiful beaches and scenic views, making it a great backdrop for a work-from-home getaway. Additionally, the area is near various points of interest, including local parks and nature reserves, which provide opportunities for relaxation and outdoor activities during breaks from work. 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 kitchens, allowing travelers to prepare their own meals and enjoy the comfort of home. Many rentals also feature decks or patios, providing outdoor spaces to relax and take in the coastal scenery. Onsite parking is commonly available, making it convenient for guests with vehicles. Additionally, rentals often include coffee and tea makers, superb for those who enjoy a warm beverage while starting their day.
When is the best time to visit Westport for a vacation rental?
The best time to visit Westport for a vacation rental is during the peak summer months, particularly in July. This bustling period draws families and beachgoers seeking the ultimate coastal getaway. With warm temperatures typically ranging from the mid-60s to mid-80s Fahrenheit, visitors can fully enjoy sun-soaked days at the beach, swimming, and a variety of outdoor activities.

The peak season, spanning from June to August, offers an array of summer events, including local festivals and farmers' markets, making it an ideal time for those who enjoy vibrant community experiences and social gatherings. The picturesque beaches and scenic waterfront also provide ample opportunities for relaxation and leisure.

For travelers looking for a more budget-friendly option, consider visiting in November. While it's a quieter time, the beauty of Westport in the fall can still be captivating with serene coastal walks and stunning sunsets. This off-peak season allows for a more laid-back experience, superb for those wanting to explore the area without the crowds.
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, Massachusetts, United States of America?
In Westport, Massachusetts, visitors can explore several attractions that highlight the area's natural beauty and cultural heritage. The Westport River, popular for kayaking and paddleboarding, is a must-see for outdoor enthusiasts. Nearby, the Westport Town Farm offers picturesque views and walking trails, ideal for leisurely strolls. The local beaches, particularly Horseneck Beach State Reservation, provide opportunities for sunbathing and swimming, with stunning ocean vistas.

For those interested in history, the Westport Historical Society showcases the town's rich past with exhibits and events. The area is also known for its charming farms and vineyards, where visitors can enjoy farm-to-table experiences and local wine tastings. Additionally, the scenic landscapes of the coastal region make for great photography spots, especially around the iconic Westport Lighthouse.
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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