Southport holiday rentals

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.
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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

  • Charming Beaches: Southport Beach offers sunlit days and serene coastal views, perfect for relaxation and family outings.
  • Scenic Waterfront Walks: Explore picturesque waterfront paths that showcase the area's natural beauty and maritime heritage.
  • Cultural Attractions: Engage with local history and art at various museums and cultural sites throughout the town.
  • Gold Coast Allure: Discover the unique charm of Southport's affluent neighbourhoods and their stunning architecture.
  • Family-Friendly Atmosphere: Southport provides a welcoming environment for families, ensuring enjoyable experiences for all ages.

Popular types of accommodation in Southport

If you are unsure what type of accommodation you can expect in Southport, we have you covered. These are the most popular types of accommodation here, including Private Holiday Homes, Apartments and Cottages. Southport, Connecticut, offers a charming coastal experience with a rich maritime history, beautiful beaches, and scenic waterfront walks. Explore local attractions, landmarks and cultural experiences that make Southport a delightful destination for your next holiday rental adventure.

  • Private Holiday Homes: Enjoy the charm of secluded, self-catered retreats perfect for a peaceful stay in Southport.
  • Apartments: Experience city-style living in modern, fully-equipped urban flats ideal for short breaks.
  • Cottages: Delight in cosy, characterful dwellings offering a traditional escape in a quintessential setting.
  • Condos: Indulge in contemporary comfort with stylish, well-appointed units suited for relaxed getaways.
  • Villas: Revel in the spacious luxury of elegant, private residences perfect for a leisurely holiday in Southport.**

Top attractions near Southport

Southport, Connecticut, offers a delightful mix of outdoor and urban experiences. Visitors can explore its charming beaches, expansive urban parks, and engaging museums, all providing a taste of local culture and history. Ideal for families and culture enthusiasts alike, this picturesque city promises a blend of scenic beauty and cultural richness, ensuring a memorable holiday experience.

  • Fairfield Beach: Bask in the beach vibes of this relaxing shore, located 3km away, offering sandy stretches and refreshing sea air for a tranquil coastal experience.
  • Bridgeport Downtown South Historic District: Immerse yourself in the rich cultural tapestry of this historic village, located 10km away, where heritage and art blend to create a unique urban charm.
  • Silver Sands State Park: Enjoy outdoor adventures in this scenic national state park, located 19km away, offering picturesque landscapes and ample opportunities for active pursuits.

Things to do recommended for couples

Southport offers a charming seaside escape for couples. Enjoy a leisurely stroll along the picturesque beach or indulge in a romantic dinner at a waterfront restaurant. Don't miss the enchanting sunsets that paint the sky, creating the perfect backdrop for a memorable evening together.

Things to do recommended for families

Families will delight in exploring the scenic Southport Beach with its sandy shores and calm waters, perfect for swimming and picnicking. The charming Southport Village offers quaint shops and eateries, while the nearby Pequot Library hosts engaging children's programmes and events throughout the year.

Things to do recommended for groups

Experience thrills at The Adventure Park at Discovery Museum, a zipline and ropes course located 10km from Southport. Enjoy the fresh air and outdoor vibes as you tackle exciting challenges with your group, making unforgettable memories together.

*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 planning a trip with a group, family, pets, or are seeking extended stays, it's essential to refine your search based on your specific needs. Here are some helpful booking tips for using Stayz.

  • Traveling to Southport with a group: Consider how many bedrooms you require, along with features such as a fully equipped kitchen or an outdoor area for group gatherings. Luckily, you can refine your search for these, and many other specifications, on Stayz.
  • Traveling to Southport with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, alongside 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 isn't truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. The majority of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels completely at home.
  • Planning for a long term stay visiting Southport: If you're in search of holiday rentals that offer discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options such as a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Southport

Southport offers a delightful blend of outdoor and city charms. Enjoy sunlit days at Southport Beach, explore the Gold Coast’s allure, and savour the unique vibe of the Southport Campus. The region’s family-friendly and business atmospheres create a captivating backdrop for a memorable getaway, enriched by the unmistakable charm of Southport.

  • Fairfield: Fairfield is a vibrant city located 2km from Southport. It offers a dynamic mix of urban charm and outdoor leisure, where visitors enjoy a blend of city-themed and culture-themed experiences. The area boasts educational institutions, a well-maintained golf course, and expansive recreational areas. Notable attractions include a modern college university, a pristine beach and a family-friendly beach, making this locale an appealing destination for a well-rounded holiday.
  • Stamford: Stamford is a bustling city situated 23km from Southport. It is renowned for its family-friendly atmosphere and city-themed experiences, complemented by outdoor adventures. Travellers can explore a variety of shopping areas, enjoy theatrical performances and visit educational venues. Prominent local landmarks include a vibrant tourist precinct, a charming square and a modern square, ensuring that visitors have a diverse range of attractions to explore.
  • Norwalk: Norwalk, located 11km from Southport, is celebrated for its family-friendly and city-themed charm, paired with outdoor leisure options. The city offers access to educational facilities, shopping areas and a golf course, making it a versatile destination. Among its local highlights are a delightful beach, a modern college university and another family beach, providing a rich array of experiences for those keen to explore the area.

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. Peak season runs in June to July and September, while off-peak times, like October and December to January tend to have fewer bookings and better deals.

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

Booking with Stayz is a breeze

Searching for ways to cut costs on your upcoming journey? Embracing flexibility with your travel dates might prove beneficial, as fares often fluctuate. Additionally, you can achieve considerable savings by opting for an extended stay. To find a Stayz property that meets your budget, simply utilise our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides a dedicated space to initiate new journeys, continue your travel plans, or review and organise your bookings. Properties you have saved or reserved are now categorised into Potential, Upcoming, or Current Trips. To explore Trip Boards, please visit: https://www.stayz.com.au/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)
  • Del Vino Vineyards (15.6 mi / 25.2 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? Stayz 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 Stayz 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 Stayz. 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 Stayz.
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, Stayz 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 Stayz 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 Stayz 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 Stayz, 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 Stayz'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.