Westport holiday lettings

We found 1,651 holiday rentals — enter your dates for availability

Discover a selection of 23 homes and other holiday rentals in Westport that are perfect for your trip. Holiday homes provide the amenities that you need and want for your stay with friends, family or just your pet, such as air conditioning and a pool. No matter what you're looking for, you'll be able to choose a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Westport

Showing deals for:9 Jan - 16 Jan
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Why visit Westport

  • Stunning coastal views: Westport boasts picturesque beaches and scenic harbours, perfect for relaxation and exploration.
  • Outdoor adventures: Enjoy various activities like golfing at Westport Golf Club or hiking in the surrounding areas.
  • Charming local culture: Experience the warmth of friendly locals in the delightful Town Centre filled with unique shops and eateries.
  • Historic attractions: Visit the magnificent Westport House, a key highlight showcasing the area's rich history.
  • Variety of accommodations: Choose from charming cottages, private homes, and well-appointed apartments for your stay.

Popular types of accommodation in Westport

If you're exploring Westport for your next getaway, you'll find a delightful array of holiday rentals to suit your needs. Our most popular options include houses, charming cottages, and well-appointed apartments. Whether you're after a cosy retreat or a spacious family home, Westport accommodation offers something for everyone. Enjoy the ease of booking holiday rentals in this picturesque location, where catering options are also available to enhance your stay.

  • Houses: The top choice for visitors to Westport, these homes offer spacious and comfortable stays for families or groups.
  • Cottages: Ideal for a delightful getaway, these quaint retreats provide a charming and relaxing atmosphere.
  • Apartments: A convenient option for solo travellers or couples, offering all the essential amenities for a pleasant stay.
  • Condos: A popular choice for those seeking a modern and upscale living experience while on holiday.
  • House Boats: For a unique experience, these floating accommodations let you enjoy the beauty of the water right from your doorstep.**

Top attractions in and around Westport

Westport, Massachusetts, is ideal for those seeking outdoor adventures, scenic views, and beach relaxation. You can explore attractions such as the magnificent Westport House, enjoy golf at Westport Golf Club, or take in the beauty of Westport Harbour and Westport Quay. With its blend of culture and outdoor experiences, Westport offers something for every traveller looking to soak in the local charm.

  • Horseneck State Beach: Enjoy a stunning coastal escape with golden sands and refreshing ocean waves. Perfect for sunbathing, beachcombing, and picnicking, it offers a relaxed atmosphere ideal for unwinding.
  • Thames Street: Experience the vibrant city vibes along this bustling street, lined with boutique shops, restaurants, and lively cafés. It's a great spot for strolling and soaking in the local culture.
  • Newport Mansions: Explore the opulent historic mansions showcasing exquisite architecture and rich history. These grand estates provide a glimpse into the luxurious lifestyles of America's Gilded Age.

Things to do recommended for couples

For a romantic getaway in Westport, indulge in wine tasting at Coastal Vineyards, just 3.1km away, or enjoy live music at the Narrows Center for the Arts, 6.2km distant. For a touch of adventure, try sailing with Sail Newport, 13.1km away, amidst stunning coastal views.

Things to do recommended for families

Families visiting Westport, Massachusetts, can enjoy a day of relaxation at Fort Phoenix State Reservation, an adventure at Wonder Bowl arcade, and playtime at Pierce Beach & Playground. Each location offers a delightful blend of fun and wellness, perfect for creating cherished family memories.

Things to do recommended for groups

Embark on the scenic Cliff Walk for a delightful hike, challenge each other at the Acoaxet Club golf course, or unwind with a romantic evening at Buzzards Bay Brewing, where you can enjoy local brews and entertainment with your group.

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

Whether you're travelling with a group, as a family, bringing your pets along, or seeking longer stays, it's important to refine your search based on your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Westport with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Westport with young kids: Travelling with young children can present its own set of challenges. It's important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to think about how close you are to attractions that are suitable for families.
  • Taking your pets with you to Westport: For many families, a holiday isn’t truly fulfilling without their furry companion by their side. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Westport: If you're in search of holiday rentals offering discounts for 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 rentals. Don't forget to include features such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay in and around Westport

Westport, Massachusetts, offers a delightful blend of outdoor adventures and picturesque beach scenery, perfect for a family-friendly getaway. Explore the charming Westport Town Centre, soak in the scenic views, and enjoy the warmth of friendly locals. With easy access to nearby cities and neighbourhoods, you can experience a vibrant atmosphere rich in history and urban charm. Whether you're seeking relaxation or exploration, Westport is an ideal destination for your next holiday.

  • Newport: Newport is a vibrant city located 8.7km from Westport, renowned for its stunning coastal scenery and rich maritime history. Visitors flock to Newport for its outdoor activities, family-friendly experiences, and enticing shopping areas. Highlights include attending live music concerts, exploring the charming boutiques, and relaxing in one of the local resorts. Notable attractions in the vicinity encompass beautiful beaches and event venues that host a variety of conferences and gatherings, making Newport a delightful destination for all types of travellers.
  • Westport Point: Just 1.9km from Westport, Westport Point offers a picturesque setting perfect for those seeking outdoor adventures and scenic views. This delightful area is known for its tranquil beaches and family-friendly environments, making it an ideal spot for a relaxing getaway. Golf enthusiasts will appreciate the well-maintained golf courses, while recreational areas provide ample opportunities for leisurely strolls or picnics by the lake. The stunning coastal landscape and welcoming community make Westport Point a charming stop on your vacation.
  • North Westport: Nestled within the area of Westport, North Westport is a quaint village that appeals to families and city-themed explorers alike. With a variety of shopping centres and malls, it’s a fantastic destination for retail therapy. The local recreational areas invite you to enjoy outdoor activities with the family, while historical houses offer a glimpse into the region's rich past. North Westport's blend of commerce and community creates a unique atmosphere, perfect for those wanting to experience local life while enjoying the natural beauty that surrounds it.

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

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, simply use our filters to arrange options by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient hub for you to plan new adventures, keep track of your arrangements, or manage your existing bookings. Your saved or reserved properties are neatly organised into categories: Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly city of Westport awaits you

Enjoy the wineries and other features of Westport. Well known for its riverfront, shopping and kayaking, this welcoming city won't disappoint. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in and around Westport

Are you looking for things to do in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Westport a one-of-a-kind holiday spot. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Westport Rivers Vineyard & Winery (0.7 mi / 1.1 km)
  • Acoaxet Club (1.1 mi / 1.7 km)
  • Coastal Vineyards (4.8 mi / 7.8 km)
  • Buttonwood Park Zoo (7.5 mi / 12.1 km)
  • Greenvale Vineyards (8.9 mi / 14.3 km)
  • Newport International Polo (9.1 mi / 14.7 km)

Exploring the natural landscape of Westport

Whether you're looking for adventure or just want to appreciate the scenery, Westport is a great place to get out in nature. Here are some of the area’s noteworthy natural features, all within 30 miles (48.2 km) of the city centre:

  • Horseneck State Beach (4.5 mi / 7.2 km)
  • Gooseberry Island (6 mi / 9.7 km)
  • Goosewing Beach Preserve (6.1 mi / 9.8 km)
  • Fogland Beach Conservation Area (7.3 mi / 11.8 km)
  • Tappens Beach (9.2 mi / 14.9 km)
  • Lloyd's Beach (9.9 mi / 16 km)

Travelling to and around Westport

The nearest airport is in New Bedford, MA (EWB-New Bedford Regional), located 9.3 mi (15 km) from the city centre. If you can't find a flight that's convenient for your trip, you can also fly into Newport, RI (NPT-Newport State), which is 11.2 mi (18 km) away.

Frequently asked questions

What is the best area to stay in Westport when booking a holiday rental?
When considering a holiday rental in Westport, Massachusetts, one of the most appealing areas to stay is the beautiful coastal neighbourhood near Horseneck Beach. This area boasts a relaxed atmosphere, making it ideal for those looking to unwind by the sea. Horseneck Beach itself is a top attraction, offering stunning views, sandy shores, and opportunities for swimming, sunbathing, and picnicking. You'll also find the nearby Westport River, which is great for kayaking and fishing, providing a lovely backdrop for outdoor activities.

Another excellent option is the area surrounding Westport Point. This charming neighbourhood features picturesque homes and a quaint, historic feel. Visitors can enjoy exploring the local shops and eateries, and the nearby Westport Town Farm offers a chance to experience local agriculture and seasonal events. The scenic views of the river and the nearby salt marshes are particularly captivating, making this area a delight for nature lovers.
How much does it cost to rent a holiday home in Westport?
Prices for holiday 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 holiday 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 idyllic area along the Westport River and the nearby Horseneck Beach State Reservation is highly recommended. This scenic stretch offers an array of holiday rentals, from charming cottages to spacious beachfront homes. Many properties in this vicinity feature amenities such as private decks with breathtaking views, outdoor grills, and easy beach access, making them great for families or groups seeking a relaxed coastal getaway.

Horseneck Beach itself is a highlight, known for its expansive sandy shores and gentle waves, ideal for swimming and sunbathing. Properties near this beach often come equipped with outdoor showers, beach gear, and well-appointed kitchens for easy meal preparation. Additionally, the proximity to local seafood restaurants and shops enhances the convenience for travellers looking to enjoy fresh catches or unique local treats.
What is the most popular type of holiday rental accomodation in Westport?
In Westport, holiday houses are the most popular type of rental, with around 16 available. These properties are often located in charming neighbourhoods close to the scenic waterfront and local parks, providing a serene atmosphere for visitors. Most holiday houses come equipped with fully stocked kitchens, spacious living areas, and outdoor spaces like decks or patios, ideal for enjoying the coastal breeze.
Are there any family house rentals in Westport?
In Westport, Massachusetts, there are numerous family-friendly house rentals available, with around twelve options to choose from. This charming coastal town offers a variety of properties that cater to families, often featuring spacious living areas, fully equipped kitchens, and outdoor spaces for children to enjoy. Many homes come with amenities such as Wi-Fi and air conditioning, ensuring a comfortable stay for all.
Can I find long-stay holiday rentals in Westport?
A long-stay holiday rental in Westport is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Westport?
In Westport, there are several pet-friendly house rentals available, providing a charming escape for travellers with furry companions. Many of these holiday homes are located near the coastline, offering easy access to stunning beaches and scenic waterfront areas. Expect amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, making them ideal for families or groups seeking both comfort and convenience.
Are there any remote work holiday rentals in Westport?
In Westport, Massachusetts, there are numerous remote work-friendly holiday rentals available, with around 21 options to choose from. This charming coastal town offers a peaceful environment that is conducive to productivity. Many of these properties come equipped with essential amenities for remote workers, including dedicated workspace areas with desk chairs, desks, and computer monitors, alongside reliable Wi-Fi to ensure seamless connectivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Westport holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Westport with parking available—perfect for families or travellers 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 rental amenities include essential kitchen facilities, as most holiday rentals feature a microwave, refrigerator, and toaster, allowing guests to prepare their own meals. Additionally, cookware and dishware are commonly provided, ensuring that travellers can fully utilise the kitchen space.
When is the best time to visit Westport for a holiday rental?
The most popular time to visit Westport for a holiday rental is during the summer months, particularly July. This peak season, spanning from June to August, attracts families and beach enthusiasts eager to enjoy the sun-soaked shores and vibrant local culture. Visitors can indulge in a variety of outdoor activities such as swimming, kayaking, and exploring the picturesque coastline, all while soaking in the warm temperatures that typically hover around the mid-20s Celsius.

July is especially lively, with many events and activities happening throughout the area, making it an ideal time for those looking to connect with fellow travellers and experience the community spirit. The charming beaches, coupled with the friendly space, create a superb backdrop for a memorable holiday.

For those seeking a more budget-friendly option, consider visiting in November. This month, while quieter, offers a unique charm as the summer crowds dissipate. You can enjoy the stunning autumn scenery and take leisurely walks along the beach without the hustle and bustle of peak season.
How early should I book a Westport holiday rental?
Book your Westport holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Westport home rental booking on Vrbo?
To find Westport holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Westport holiday 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.

More holiday ideas

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