Southport holiday homes

We found 316 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Southport to find one that's perfect for your trip. Whether you're staying in a holiday rental with a group or just with your pet, you'll have the amenities that you expect and more, such as Wi-Fi and cable TV. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind

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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Southport

  • Picturesque beaches: Southport boasts stunning coastal scenery, perfect for relaxing and enjoying the outdoors.
  • Cultural heritage: Explore local museums and historic sites that showcase the town's rich history and artistic spirit.
  • Charming village atmosphere: Stroll through the quaint streets of Southport, filled with unique shops and delightful eateries.
  • Outdoor activities: Engage in various leisure activities, from walking trails to water sports, catering to all ages.
  • Family-friendly experiences: Southport offers numerous attractions that create lasting memories for visitors of all ages.

Top attractions near Southport

Southport, Connecticut offers a blend of outdoor adventures, urban parks, and cultural hotspots. Enjoy scenic beaches, explore local museums, and embrace the city’s vibrant cultural scene. Ideal for family outings and city escapades, Southport provides a perfect setting for a diverse and engaging holiday experience. Discover the charm of this coastal town and create lasting memories with its rich attractions and leisurely outdoor activities.

  • The Glass House: Experience a unique museum showcasing local culture, set a short drive from Southport, where art and history merge beautifully.
  • Walnut Beach: Enjoy the coastal charm at Walnut Beach, offering pristine sands and refreshing sea breezes, a wonderful spot for a seaside stroll near Southport.
  • Milford Green: Discover the vibrant urban park with city, family, and outdoor vibes, perfect for a leisurely day out near Southport.

Things to do recommended for couples

Experience Southport's charm with a romantic harbour walk, scenic seaside dining, and a sunset sail. Enjoy local delights and intimate moments in this picturesque coastal town.

Things to do recommended for families

Families visiting Southport, Connecticut can enjoy a fun-filled day exploring local parks and engaging in interactive exhibits at nearby museums, perfect for kids and parents alike.

Things to do recommended for groups

In Southport, your group can enjoy the adrenaline of ziplining and rope challenges at The Adventure Park at Discovery Museum, located 10km away, embracing an outdoor adventure and local charm in true Kiwi style.

*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 Southport

If you're travelling with a group, family, pets, or seeking extended stays, it's important to use the right filters to match your priorities. Here are some helpful booking tips from Vrbo for you.

  • Traveling to Southport with a group: Consider how many bedrooms you'll require, along with features like a complete kitchen or an outdoor area for a group gathering. Luckily, you can use filters on Vrbo to search for all these options and more.
  • Traveling to Southport with young kids: Travelling with young children can present its 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 family-friendly attractions.
  • Taking your pets with you to Southport: For many, a family holiday wouldn’t be the same without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southport: If you're in search of holiday rentals that offer special deals 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 options like a parking space, a well-equipped kitchen, or even a private pool in your search.

Where to stay near Southport

Discover Southport, Connecticut’s charming blend of outdoor adventures, cultural experiences and family-friendly vibes. Wander the vibrant Southport centre, explore the quaint neighbourhood, and savour the sunny, business-friendly atmosphere. Local landmarks and scenic settings reflect a unique blend of heritage and modernity, making Southport a must-visit destination for a memorable holiday in the USA.

  • Fairfield: Located a mere mile from Southport, Fairfield is a vibrant city that offers a delightful mix of city life and outdoor adventures. Visitors flock to Fairfield for its rich cultural experiences, including educational institutions and recreational areas. The city is home to scenic beaches, perfect for family outings, and a modern university that adds to its youthful energy. Golf enthusiasts will also appreciate the local golf courses, making Fairfield a well-rounded destination for both relaxation and activity.
  • Stamford: Situated 23km away from Southport, Stamford is a bustling city known for its family-friendly atmosphere and vibrant urban scene. With an array of shopping areas and theatres, visitors can indulge in a leisurely day of retail therapy or catch a captivating performance. Stamford's tourist precinct and modern squares are perfect for exploring local culture and dining experiences, providing a taste of the city’s diverse offerings. The combination of outdoor spaces and city charm makes Stamford an attractive stop on your journey.
  • Norwalk: Just 11km from Southport, Norwalk is another fantastic city that caters to families seeking both fun and culture. With its charming beaches and shopping areas, Norwalk offers plenty of options for leisurely days out. The presence of educational institutions adds to its appeal, while the local golf courses invite visitors to enjoy a round in a picturesque setting. Norwalk’s family beaches are particularly inviting, making it an ideal destination for those looking to relax and explore.

Best time to go to Southport

If you're planning a trip to Southport, it's a good idea to check both the weather and property rates. The warmest month is July.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January31.6°F (-0.2°C)Light RainMostly SunnySlightly Low
February32.9°F (0.5°C)Light RainMostly SunnyAverage
March39.2°F (4.0°C)Light RainMostly SunnyAverage
April49.3°F (9.6°C)Light RainMostly SunnyAverage
May59.2°F (15.1°C)Light RainMostly SunnyAverage
June68.2°F (20.1°C)Light RainMostly SunnySlightly High
July75.4°F (24.1°C)Light RainMostly SunnySlightly High
August74.1°F (23.4°C)Light RainMostly SunnyAverage
September67.6°F (19.8°C)Light RainMostly SunnySlightly High
October57.6°F (14.2°C)Light RainMostly SunnySlightly Low
November46.2°F (7.9°C)Light RainMostly SunnyAverage
December38.3°F (3.5°C)Light RainMostly SunnySlightly Low

Booking with Vrbo is simple

Are you keen to save on your next adventure? Being flexible with your travel dates can help, as prices often vary. Additionally, opting for a longer stay typically results in significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo’s new Trip Board offers a convenient way for you to plan your journeys, allowing you to start fresh, pick up right where you left off, or easily view and organise your travel plans. You can find properties that you’ve previously saved or booked under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

The lively city of Southport awaits you

The area's temples and opera are just some of the reasons to come on holiday to Southport. Renowned for its hockey games, beaches and restaurants, this city welcomes all visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway 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

Do you want to discover top things to see and do in the area? Venture out of your holiday home and experience everything that makes Southport a fun spot to go on holiday. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Country Club of Fairfield (0.8 mi / 1.3 km)
  • 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)
  • 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 an active traveller or just want to spend some time taking in the scenery, Southport is a great place to get out in nature. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • 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 centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Danbury, CT (DXR-Danbury Municipal), which is 19.4 mi (31.2 km) away.

If you're travelling by train, you can make your way to Southport Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Southport?
The most sought-after types of holiday homes in Southport are houses. Hoping for something different? Bookabach offers a variety of options to match our guests' requirements, so you'll see holiday 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 holiday home in Southport?
Property type, length of stay and season are some of the things that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect fit. From cosy chalets to sprawling villas, all Bookabach holiday homes 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 holiday home. Put in your Southport travel dates to view your available options on Bookabach. Did someone just say "private pool"? Use our filters to select the features and amenities you need.
Are there pet-friendly holiday homes in Southport?
Yes, there are. You'll have a choice of three holiday homes that allow pets in Southport. Some of our pet-friendly holiday homes 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 Bookabach.
What are popular home amenities in Southport?
The most popular home 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, Bookabach holiday homes come with the best amenities for making new memories with the people closest to you.
Are there large group holiday homes in Southport?
With two Southport holiday 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 holiday homes in Southport that welcome kids?
With three family-friendly holiday homes 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 travelling 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 holiday homes with WiFi in Southport?
Southport has two holiday homes 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 Bookabach homes make it a cinch to go online.
How can I find holiday homes with air conditioning in Southport?
Southport has three holiday homes where you can kick back in air-conditioned comfort. To locate a property on Bookabach 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 holiday home in Southport?
The minimum age is typically 16, 18 or 21. It can differ between properties on Bookabach, so look at the rules of your preferred Southport stay before booking your escape.
How long can I rent a holiday home 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 Bookabach'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.