Southport holiday lettings

We found 689 holiday rentals — enter your dates for availability

Select from 24 homes, 27 cottages and other holiday rentals in Southport to find one that's perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll have the best amenities for spending time at your home away from home, such as air conditioning and a TV. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Southport

Showing deals for:27 Feb - 6 Mar

Image gallery for Waterfront. Private. Perfect.

Wake up to this!
10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Waterfront. Private. Perfect.

East Boothbay, ME

5% off
Price is £6,271
for 7 nights, 1 room
£896 per night
includes taxes & fees
Waterfront. Private. Perfect.

Find spaces that suit your style

Why visit Southport

  • Stunning coastal scenery: Southport boasts breathtaking sea views and picturesque beaches, perfect for relaxation.
  • Outdoor adventures: Explore captivating islands and enjoy various recreational activities in the area's natural beauty.
  • Charming marina: Discover the delightful marina, ideal for boating and waterfront activities.
  • Cultural experiences: Immerse yourself in the local heritage and community spirit through various events and attractions.
  • Diverse accommodation options: Choose from charming cottages to modern apartments, catering to all tastes and budgets.

Popular types of accommodation in Southport

Planning a getaway to Southport? The excitement begins with selecting your perfect accommodation! Discover a variety of holiday rentals, from charming cottages to modern apartments, and spacious houses. Whether you're seeking a cosy retreat or a family-friendly house rental, Southport offers an array of holiday lettings to suit every taste and budget. Enjoy your stay with confidence, knowing you have the best options at your fingertips!

  • Houses: The top choice for visitors to Southport, offering a spacious and comfortable environment for families and groups.
  • Cottages: A delightful option for a quaint and cosy escape, perfect for couples and small families.
  • Apartments: Ideal for those seeking a convenient and modern base, providing all the amenities you need.
  • Cabins: A charming retreat for nature enthusiasts, set in serene surroundings.
  • Condos: A popular choice for those wanting a blend of comfort and community amenities.**

Top attractions near Southport

Southport, Maine, is ideal for those seeking outdoor adventures and stunning scenery. Visitors can explore captivating islands, a charming marina, and a delightful botanical garden. The area offers a blend of cultural experiences and beach activities, making it perfect for travellers looking to immerse themselves in nature and local heritage. Whether you're after adventure or relaxation, Southport has something to delight every holidaymaker.

  • Boothbay Harbor Marina: A charming marina perfect for adventure seekers, offering opportunities for boating and exploring the stunning coastal scenery. Enjoy beachside vibes and the vibrant local atmosphere, just 1.2km from Southport.
  • Coastal Maine Botanical Gardens: A romantic and picturesque botanical garden, ideal for families. Stroll through beautifully landscaped grounds filled with native plants, located 1.2km from Southport.
  • Cabbage Island: A delightful island retreat, known for its beautiful beaches and outdoor activities. Spend a serene day soaking up the sun and enjoying nature, just 1.9km from Southport.

Things to do recommended for couples

For a charming couple's getaway in Southport, enjoy a round of mini-golf at Dolphin Mini Golf, just 3.1km away, or embark on an adventure with Paddleworks, located 10.6km away, where you can indulge in thrilling water sports amidst stunning outdoor scenery.

Things to do recommended for families

Families can explore the serene Pemaquid Point Lighthouse Park, located 5.0km from Southport, or unwind at the beautiful Pemaquid Beach Park, 4.3km away. Fort Point, 3.1km from Southport, also offers delightful outdoor experiences, perfect for relaxation and family fun.

Things to do recommended for groups

Experience the charm of Southport with a visit to the Carousel Music Theater for delightful performances, tee off at the scenic Boothbay Golf Course, or explore the local produce at the Boothbay Farmers' Market for a taste of community life.

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

If you're travelling with a group, family, pets, or planning an extended stay, it's important to filter your options according to your key priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Southport with a group: Think about how many bedrooms you'll require, as well as any amenities like a fully equipped kitchen or outdoor area suitable for group gatherings. Thankfully, you can easily refine your search for all these features and more on Vrbo.
  • Traveling to Southport with young kids: Travelling with young children can indeed be quite demanding. It's important to prioritise their comfort and safety, alongside ensuring that suitable amenities, like a private swimming pool, are available. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Southport: For many families, a getaway wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations come equipped with 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 offering 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 preferences such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Southport

Southport, Maine, offers a delightful blend of outdoor adventures and stunning scenery, making it an ideal holiday destination for families. With its friendly atmosphere and relaxing vibe, visitors can explore the gorgeous Southport Beach and enjoy breathtaking sea views. The surrounding areas are perfect for excursions and recreation, ensuring a memorable experience filled with natural beauty and warmth from the local community. Discover the charm of Southport and its inviting neighbourhoods on your next getaway.

  • Boothbay Harbor: Located a mere 1.2km from Southport, Boothbay Harbor is a charming coastal city that beckons visitors with its stunning outdoor scenery and adventurous spirit. Known for its picturesque waterfront, it offers a range of activities including hiking trails, recreational parks, and golf courses. Nature enthusiasts will delight in exploring the nearby beaches and national parks, where the breathtaking views and serene landscapes provide the perfect backdrop for relaxation and exploration.
  • Georgetown: Situated 3.1km from Southport, Georgetown is a hidden gem that offers a delightful blend of outdoor experiences and scenic beauty. Visitors can enjoy its beautiful beaches and tranquil lakes, making it an excellent destination for family outings or a peaceful day by the water. With various recreational areas and educational opportunities, Georgetown caters to both adventure seekers and those looking to unwind in nature's embrace.
  • Boothbay: Just 1.9km from Southport, Boothbay is another captivating city that attracts those in search of outdoor adventures and stunning landscapes. The area is rich in hiking trails and recreational spaces, perfect for those wanting to immerse themselves in nature. With its proximity to national parks and serene lakes, Boothbay offers an array of activities that highlight the region's natural beauty, making it an ideal stop for any nature lover visiting 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 from June to August, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January25.5°F (-3.6°C)Light RainMostly SunnyAverageSlightly Low
February26.2°F (-3.2°C)Light RainMostly CloudyAverageSlightly Low
March32.9°F (0.5°C)Light RainMostly SunnyAverageSlightly Low
April43.0°F (6.1°C)Light RainMostly CloudyAverageAverage
May52.9°F (11.6°C)Light RainMostly SunnyAverageAverage
June60.8°F (16.0°C)Light RainMostly SunnyModerately HighSlightly High
July67.8°F (19.9°C)Light RainMostly SunnyModerately HighSlightly High
August67.5°F (19.7°C)Light RainMostly SunnyModerately HighSlightly High
September61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
October51.4°F (10.8°C)Light RainMostly SunnyModerately LowAverage
November40.5°F (4.7°C)Light RainMostly SunnyModerately LowAverage
December32.2°F (0.1°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming getaway? It may be worth considering some flexibility with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial 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 as easy as it gets

Vrbo’s Trip Board offers a handy platform for you to plan new trips, continue from where you last stopped, or keep track of your arrangements. You can easily find the properties you’ve saved or booked, organised into sections for Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

The friendly area of Southport awaits your stay

The ocean views and gardens provide a pleasant backdrop to your holiday home in Southport. This city's boating, canoeing and golfing attract many visitors, as does its welcoming and relaxing location. Many of our holiday rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Activities and attractions in and around Southport

Do you want to find attractions to visit while you're in town? Travellers enjoy Southport for its boating, canoeing and golfing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Southport has to offer. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Boothbay Golf Course (2.9 mi / 4.7 km)
  • Paddleworks (16.9 mi / 27.2 km)
  • Maine State Aquarium (0.9 mi / 1.4 km)
  • Pemaquid Craft Co-op (8.2 mi / 13.3 km)

Exploring the natural features in Southport

Whether you're an adventurous traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Southport. Here are a few of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Juniper Point (0.6 mi / 1 km)
  • Barrett Park (2.1 mi / 3.4 km)
  • Coastal Maine Botanical Gardens (2.2 mi / 3.5 km)
  • Cabbage Island (2.6 mi / 4.2 km)
  • Pemaquid Point Lighthouse Park (7.6 mi / 12.2 km)
  • Popham Beach (8.7 mi / 14.1 km)

How to get to and around Southport

The nearest airport is in Wiscasset, ME (ISS), located 8.9 mi (14.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Portland, ME (PWM-Portland Intl. Jetport), which is 35.2 mi (56.6 km) away.

Frequently asked questions

What is the best area to stay in Southport when booking a holiday rental?
When considering a holiday rental in Southport, Maine, a popular area to stay is around the charming coastal village of Southport itself. This picturesque neighbourhood offers a serene atmosphere, with stunning views of the Atlantic Ocean and easy access to several delightful attractions. A highlight is the Southport General Store, where you can find local produce and unique gifts, while the nearby Southport Island Lighthouse provides a great backdrop for scenic walks and photography.

Another excellent option is the area near the Boothbay Harbor, which is just a short drive away and features a vibrant waterfront filled with shops, restaurants, and galleries. Here, visitors can enjoy a leisurely stroll along the harbour, catch a glimpse of the local fishing boats, or embark on a whale-watching tour.
How much does it cost to rent a holiday home in Southport?
Prices for holiday rentals in Southport 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 Southport 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 Southport holiday house rentals?
You can find great discounts on house rentals in Southport 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 Southport?
For renting a beach house in Southport, Maine, the area around Ocean Point is particularly appealing. This picturesque coastal community offers a selection of charming cottages and seaside homes, many of which feature stunning views of the Atlantic Ocean. Properties in this vicinity often come equipped with essential amenities such as fully stocked kitchens, outdoor decks for al fresco dining, and easy access to the beach, making it a great choice for families or groups looking to enjoy a seaside getaway.

Additionally, the Southport Island area boasts lovely waterfront homes that provide a tranquil setting for relaxation. Many of these rentals include features like private docks, kayaks, or bicycles for exploring the local surroundings. The quaint village atmosphere is complemented by nearby attractions such as the Southport General Store and the local art galleries, offering a taste of the region's quaint charm.
What is the most popular type of holiday rental accomodation in Southport?
In Southport, holiday houses are the most popular rental option, with about 24 available throughout the area. These houses often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them superb for families or groups. Many properties also include outdoor spaces, such as decks or gardens, allowing guests to enjoy the picturesque coastal surroundings. Cottages are another common choice, with around 20 options that typically offer a quaint and cosy atmosphere, often with charming interiors and proximity to the beach. Additionally, there are several cabins and apartments available, providing more compact and convenient alternatives for those looking for a simpler stay.
Are there any family house rentals in Southport?
In Southport, Maine, families will find a variety of holiday rentals—approximately 35 options are available throughout the area. This charming locale is known for its picturesque coastal views and proximity to attractions like the Southport Island Lighthouse and Boothbay Harbor, making it a great choice for family holidays.

Many of these homes offer spacious living areas, fully equipped kitchens ideal for preparing family meals, and outdoor spaces for children to play. Additional amenities often include Wi-Fi, laundry facilities, and comfortable furnishings that create a friendly setting for guests.
Can I rent a holiday home with a pool or hot tub in Southport?
In Southport, Maine, travellers can find several holiday homes available for rent that feature pools and hot tubs. This picturesque coastal area is superb for those seeking a relaxing getaway while enjoying the beauty of the Maine coastline. Many of the rentals come equipped with amenities such as private pools, hot tubs, and expansive outdoor spaces where guests can unwind and take in the stunning views of the surrounding landscape.
Can I find long-stay holiday rentals in Southport?
A long-stay holiday rental in Southport 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 Southport?
In Southport, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these rentals are situated near the beautiful coastline, offering stunning views and easy access to local beaches and parks where pets can enjoy the outdoors.

The area features charming cottages and spacious homes equipped with amenities such as fully furnished kitchens, outdoor decks, and sometimes even private gardens, ensuring a comfortable stay for both guests and their pets. The proximity to Southport Island, with its picturesque scenery and coastal trails, allows for delightful walks and exploration with pets.
Are there any remote work holiday rentals in Southport?
In Southport, Maine, there are numerous holiday rentals suitable for remote work, with around 43 properties available. This picturesque area, known for its stunning coastal scenery and tranquil atmosphere, offers a range of amenities that cater specifically to those working remotely. Travellers can expect properties that come equipped with reliable Wi-Fi, dedicated desk spaces, and comfortable desk chairs, ensuring a productive work environment even while on holiday. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southport holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Southport 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 Southport?
In Southport, popular holiday rental amenities include fully equipped kitchens, which feature essential appliances such as ovens, refrigerators, and stovetops, allowing guests to prepare their own meals. Many properties also provide coffee makers, superb for brewing a fresh cup to enjoy while taking in the tranquil coastal views.
When is the best time to visit Southport for a holiday rental?
The best time to visit Southport for a holiday rental is during the peak summer season, from June to August, with July being particularly popular among travellers. This vibrant period draws visitors to the picturesque coastline, where they can bask in warm temperatures, typically around the mid-20s Celsius, and enjoy a wide range of outdoor activities, from sailing to hiking along scenic trails.

During these months, the charming town comes alive with events and activities, making it an ideal backdrop for family holidays or romantic getaways. Take advantage of the long days to explore local attractions, indulge in fresh seafood, or simply relax on the beautiful beaches that Southport has to offer.

For those seeking a more budget-friendly option, consider planning your visit in November. This quieter month presents a unique opportunity to experience the tranquillity of Southport as the fall colours paint the landscape and crowds thin out. While some attractions may have reduced hours, the serene environment allows for peaceful walks along the coast and opportunities for wildlife watching.
How early should I book a Southport holiday rental?
Book your Southport 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.
What are the top attractions in Southport?
In Southport, Maine, visitors can explore a range of charming attractions that highlight the area's natural beauty and maritime heritage. The Southport Island Lighthouse, located on Cape Newagen, offers picturesque views and a glimpse into the region's history. Nearby, the Southport Historical Society provides insights into local culture and heritage, making it a worthwhile stop for those interested in the island's past.

For outdoor enthusiasts, the scenic trails at the Southport Island Nature Trail offer opportunities for walking and birdwatching, allowing visitors to immerse themselves in the stunning coastal landscapes. The area is also known for its quaint harbours, where one can watch local fishermen at work or enjoy a leisurely stroll along the waterfront.
Can I change or cancel my Southport home rental booking on Vrbo?
To find Southport 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 cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Southport 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.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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