Photo by Marina Timo

Westport holiday rentals

We found 485 holiday rentals — enter your dates for availability

Discover a selection of 53 homes and other holiday rentals in Westport that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include parking and a washer and dryer. You'll be sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

The waterfront setting of Westport is ready to explore

Take a holiday to Westport and enjoy the area's opera, entertainment and theatre scene. This city is well-known for its football games and restaurants. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Westport

Are you looking for top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that makes Westport a one-of-a-kind holiday spot. Here are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Norwalk Maritime Aquarium (4.2 mi / 6.7 km)
  • Fairchild Wheeler Golf Course (7.7 mi / 12.4 km)
  • Chelsea Piers (10.2 mi / 16.4 km)
  • Beardsley Zoo (10.4 mi / 16.7 km)
  • Del Vino Vineyards (15.9 mi / 25.6 km)
  • Great River Golf Club (17.1 mi / 27.5 km)

Exploring the natural features in Westport

Whether you're looking for adventure or just want to spend some time taking in the scenery, Westport is a great place to get outside. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Old Mill Beach (1.5 mi / 2.5 km)
  • Compo Beach (2.6 mi / 4.2 km)
  • Southport Beach (3.3 mi / 5.4 km)
  • Calf Pasture Beach (4.2 mi / 6.7 km)
  • Fairfield Beach (5.5 mi / 8.9 km)
  • Penfield Beach (6.1 mi / 9.8 km)

Transport options to and around Westport

The nearest airport is in Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), located 11.9 mi (19.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Danbury, CT (DXR-Danbury Municipal), which is 17.3 mi (27.8 km) away.

If you're travelling by train, make your way to Westport Station or Green's Farms Station to see more of the city.

Frequently asked questions

What is the most popular type of holiday home accommodation in Westport?
The most desirable types of holiday homes in Westport are houses. After something a little different? Stayz has a variety of options to match our guests’ needs, so you’ll see holiday homes in lots of shapes and sizes. The ideal home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Westport?
Property type, length of stay and time of year are some factors that can influence the price of a holiday home. Simply add your travel dates to find your perfect match. From cosy chalets to sprawling villas, all Stayz holiday homes provide incredible value.
How much does it cost to rent a beach house in Westport?
Prices for beach houses in Westport differ depending on the style and size of the property and time of year you’re travelling. Simply enter your travel dates into Stayz and the number of guests to view your options and prices. From there you can use our filters to refine your search by ratings, amenities and more.
Are there pet-friendly holiday homes in Westport?
Pack a suitcase for your pooch because Westport has 48 holiday homes that put out the welcome mat to pets. Let your furriest pal enjoy fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your travel dates then check our “Pets allowed” filter box.
Can I rent a house with a pool in Westport?
Mark the “pool” box in our filter tool and you can choose from 20 houses with private pools in Westport on Stayz. Lazy soak or ball games and races? How you spend your leisure time is up to you when your holiday home comes with its own swimming pool.
What are popular home amenities in Westport?
When it comes to home amenities that guests prefer in Westport, an electric car charging station, a nearby waterfront and a sauna rank the highest. With Stayz holiday homes, there are choices to suit your taste and style, whether you’re planning to get away with family members, friends or even pets.
Are there large group holiday homes in Westport?
Westport has 11 holiday homes that can fit 10 or more people. These stays come with plenty of space to share good times with loved ones.
Are there holiday homes in Westport that welcome kids?
Westport has 47 family-friendly holiday homes to choose from. And booking a stay that welcomes kiddos is a breeze with Stayz’s “Properties good for families” filter. As well as having the whole place to yourselves, you’ll enjoy access to amenities and perks such as living rooms, kitchens and pools.
What are the top attractions for families in Westport?
There are plenty of awesome things to do and see with the family in Westport, such as:

  • Compo Beach
  • Norwalk Maritime Aquarium
  • Jennings Beach

Are there one-bedroom holiday homes in Westport?
Yes, you can take your pick from five one-bedroom homes in Westport. Whether you’re looking for a cosy cottage or a fancy condo, Stayz’s one-bedroom properties are perfect if you don’t require a huge amount of space. One of the major perks of having your own digs? You won’t ever have to share your adventure with strangers.
Can I find two-bedroom holiday homes in Westport?
Take off with your loved ones and relax in total privacy and comfort in one of the three two-bedroom holiday properties Westport has to offer.
Are there holiday homes with WiFi in Westport?
Westport has 15 holiday homes with WiFi, so you can stay connected while you’re on holiday. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with your family to catching up on social media, these Stayz homes will keep you online.
How can I find holiday homes with air conditioning in Westport?
Pick your travel dates and then use our filters to view holiday homes with air conditioning in Westport on Stayz. With 46 air-conditioned properties on offer here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday home in Westport?
The minimum age is typically 16, 18 or 21. It can differ between properties on Stayz, so check the rules of your chosen Westport stay before booking your escape.
How long can I rent a holiday home in Westport for?
The length of time you can book a holiday home in Westport is up to the property. Just enter your selected travel dates to look at a list of options offering extended stays. With many creature comforts such as kitchens and air conditioning, as well as some offering discounted weekly or monthly prices, you’re sure to get someplace just right to call your home away from home in Westport.

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