Southport vacation rentals

We found 274 vacation rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
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Scroll through and select from vacation rentals in Southport to find one that's perfect for your trip. Whether you're staying in a vacation rental with your kids and pets or just with friends, you'll have the amenities you expect and more, which might include parking and a pool. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.

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The lively city of Southport awaits you

The area's temples and opera are just a few of the reasons to vacation in Southport. Renowned for its hockey games, beaches and restaurants, this city welcomes all visitors. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Southport

Are you looking for attractions to see during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Southport a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Norwalk Maritime Aquarium (7.4 mi / 11.9 km)
  • Beardsley Zoo (7.4 mi / 11.9 km)
  • Chelsea Piers (13.4 mi / 21.5 km)
  • Country Club of Fairfield (0.8 mi / 1.3 km)
  • Great River Golf Club (14.2 mi / 22.8 km)
  • Hand & Stone Massage and Facial Spa (14.5 mi / 23.4 km)

Exploring the natural features in Southport

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Southport is a great spot to appreciate mother nature. These are a few of the area's noteworthy natural features, all within 30 miles (48.2 km) of the city center:

  • Fairfield Beach (1.8 mi / 2.8 km)
  • Penfield Beach (2.2 mi / 3.6 km)
  • Jennings Beach (2.4 mi / 3.9 km)
  • Compo Beach (4.3 mi / 6.9 km)
  • Seaside Beach (4.5 mi / 7.2 km)
  • Seaside Park (4.8 mi / 7.7 km)

How to get to and around Southport

Fly into Bridgeport, CT (BDR-Igor I. Sikorsky Memorial), the closest airport, located 8.1 mi (13 km) from the city center. If you're unable to find a flight that fits your schedule, you can also fly into Danbury, CT (DXR-Danbury Municipal), which is 19.4 mi (31.2 km) away.

If you'd rather travel by train, the main station is Southport Station.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Southport?

The most sought-after types of vacation rentals in Southport are houses. Hoping for something different? Vrbo offers a variety of options to match our guests' requirements, so you'll see vacation homes in all shapes and sizes, and for all budgets. The perfect home away from home is waiting for you — grab yours today.

How much does it cost to rent a vacation rental in Southport?

Property type, length of stay and season are some of the things that can affect the price of a vacation home. Simply enter your dates of travel to find your perfect fit. From cozy chalets to sprawling villas, all Vrbo vacation rentals offer incredible value.

How much does it cost to rent a beach house in Southport?

When you travel and the size and style of the property will help determine the cost of your beachside vacation rental. Put in your Southport travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use our filters to select the features and amenities you need.

Are there pet-friendly vacation rentals in Southport?

Yes, there are. You'll have a choice of three vacation rentals that allow pets in Southport. Some of our pet-friendly vacation rentals come with an outdoor area for your furry pal to play in, complimentary treats, special dog beds and proximity to parks and green space. Apply the "Pets allowed" filter to find your pawfect pad on Vrbo.

What are popular rental amenities in Southport?

The most popular rental amenities guests are looking for in Southport are a beach view, a fireplace and a nearby waterfront. Whether you're hitting the road with family, your besties or even pets, Vrbo vacation homes come with the best amenities for making new memories with the people closest to you.

Are there large group vacation rentals in Southport?

With two Southport vacation homes that can sleep five or more people, you can invite a few extra family members or buddies along. Whether you're planning a casual gathering or a birthday party, we'll help you find a comfortable space to match the occasion.

Are there vacation rentals in Southport that welcome kids?

With three family-friendly vacation rentals to pick from in Southport, now is a great time to introduce the kiddos to the excitement of travel. Click on our "Properties good for families" filter to browse stays packed with conveniences perfect for traveling families, like kitchens, swimming pools, entertainment units and bunk beds.

What are the top attractions for families in Southport?

There's a ton of awesome things to do and see with the family in Southport, such as:

  • Compo Beach
  • Norwalk Maritime Aquarium
  • Jennings Beach

Are there vacation rentals with WiFi in Southport?

Southport has two vacation rentals with WiFi, so you can stay connected during your trip. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to updating your social media, these Vrbo homes make it a cinch to go online.

How can I find vacation rentals with air conditioning in Southport?

Southport has three vacation rentals where you can kick back in air-conditioned comfort. To locate a property on Vrbo that offers this amenity, enter your desired travel dates and use the filter tool to select the "air conditioning" box.

How old do you have to be to rent a vacation rental in Southport?

The minimum age is typically 16, 18 or 21. It can differ between properties on Vrbo, so look at the rules of your preferred Southport stay before booking your escape.

How long can I rent a vacation rental in Southport for?

It's up to the Southport property. To look over a list of options offering extended stays, just enter your travel dates and number of people into Vrbo's search page. You can enjoy having the property to yourself, along with comforts such as air conditioning, a kitchen and an outdoor space to run around in. Keep an eye out for any long-term stays that offer discounted weekly or monthly prices.

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