Photo by Beth Hughes

Southport holiday lettings

We found 666 holiday rentals — enter your dates for availability

Select from 25 homes, 25 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:19 Jun - 26 Jun

Image gallery for Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

Room
10 out of 10, Exceptional, (21 reviews)
Exceptional
(21 reviews)

Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

New Harbor

6% off
Price is £1,346
for 7 nights, 1 cottage
£192 per night
includes taxes & fees
Snowball Hill Cottage - Near Pemaquid Beach & New Harbor Village.

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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:

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

  • Coastal Maine Botanical Gardens (2.2 mi / 3.5 km)
  • Cabbage Island (2.6 mi / 4.2 km)
  • Grimes Cove Beach (3.6 mi / 5.8 km)
  • Pemaquid Beach Park (7.2 mi / 11.6 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 the best area to stay in Southport, Maine for a holiday rental, the neighbourhood of Boothbay is an excellent choice. This charming area is renowned for its stunning coastal views and vibrant maritime atmosphere. Visitors will find a delightful array of properties, ranging from quaint cottages to more luxurious homes, allowing for a variety of holiday experiences.

One of the top attractions in Boothbay is the Boothbay Railway Village, where you can step back in time and explore a collection of historic buildings and a working steam train. Additionally, the Coastal Maine Botanical Gardens offers a breathtaking display of flora and beautifully landscaped grounds, great for leisurely strolls and family outings.

Another noteworthy area is Southport Island itself, which features a more tranquil and picturesque setting. Here, you can enjoy the serene beauty of nature while being close to the Southport Yacht Club, a lovely spot for sailing enthusiasts. The island is dotted with charming rental properties that provide a peaceful retreat after a day of exploring.
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, the area around Southport Island offers some delightful options. Properties along the coastline, particularly near the Southport Yacht Club, provide scenic views of the water and easy access to boating activities. Many of these beach houses feature amenities such as spacious decks for outdoor dining, fire pits for evening gatherings, and fully equipped kitchens ideal for preparing fresh seafood caught from the nearby waters.

Additionally, the nearby coastal area of Boothbay Harbor is just a short drive away and presents further choices for beach rentals. Here, you can find charming cottages and larger family homes with private beach access, as well as amenities like kayaks and bicycles for exploring the shoreline. The local shops and restaurants in Boothbay Harbor enhance the experience, providing convenient dining options and local attractions.

Further along the coast, the scenic landscapes around the Ocean Point area are great for those seeking a quieter retreat. Rentals here often include features such as waterfront views, gardens, and community access to private beaches.
What is the most popular type of holiday rental accomodation in Southport?
In Southport, holiday houses are the most popular type of holiday rental, with about 60 available across the island. These properties often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many holiday houses also come with outdoor spaces, such as decks or patios, where guests can enjoy the beautiful coastal surroundings. Additionally, there are around 48 cottages that provide a charming, rustic feel, great for those seeking a peaceful retreat. Several cabins and apartments are also available, offering a range of options to suit different preferences.
Are there any family house rentals in Southport?
In Southport, Maine, there are plenty of family-friendly house rentals available, with around 28 options to choose from. This picturesque coastal area is great for families looking to enjoy quality time together. Many of these properties boast spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can find homes with amenities such as private decks or patios, offering lovely views of the surrounding scenery. Additionally, some accommodations may feature recreational facilities, like game rooms or access to nearby beaches, which provide endless opportunities for fun and relaxation.

The neighbourhood is close to various attractions, including the scenic Southport Island and the nearby Boothbay Harbor, where families can partake in activities like whale watching, kayaking, and exploring charming shops and restaurants.
Can I rent a holiday home with a pool or hot tub in Southport?
In Southport, Maine, there are several holiday homes available for rent that feature pools and hot tubs. This picturesque coastal town offers a serene atmosphere, ideal for those looking to relax by the water. Many of these properties are located near the shoreline, providing easy access to beautiful views and outdoor activities.

Travellers can expect a variety of amenities in these rentals, including private swimming pools, inviting hot tubs, outdoor seating areas, and fully equipped kitchens for convenient meal preparation. Some homes may also offer additional features such as large decks, gardens, and proximity to local attractions, enhancing the overall holiday experience.
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 several pet-friendly house rentals available, providing a welcoming environment for travellers with furry companions. Many of these properties come equipped with amenities such as spacious gardens, outdoor seating areas, and fully equipped kitchens, ideal for families or groups looking to enjoy a comfortable stay.

The neighbourhood offers a charming coastal atmosphere, with easy access to beautiful beaches and scenic walking trails. Pet owners will appreciate the nearby parks and waterfront areas where they can enjoy leisurely strolls with their pets, as well as local shops and eateries that are often pet-friendly.
Are there any remote work holiday rentals in Southport?
In Southport, Maine, there are numerous options for remote work holiday rentals, with around 105 available to choose from. This picturesque coastal area is great for those looking to blend work and leisure. Many properties boast amenities that cater to remote workers, including complimentary Wi-Fi, ensuring a seamless connection for meetings and online tasks.

Travellers can expect a variety of accommodations, from charming cottages to spacious homes, often featuring dedicated workspaces or comfortable desk areas. The serene surroundings provide a peaceful atmosphere for productivity, while also allowing for breaks by the water or exploring the beautiful coastline.

In addition to the work-friendly amenities, Southport offers a tranquil setting with nearby local attractions such as the Southport Island Lighthouse and the scenic Boothbay Harbor, which is just a short drive away. Here, you can find delightful dining options and shops to explore during your downtime. 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 rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many properties also offer onsite parking for convenience, making it easy for travellers to explore the area. A coffee and tea maker is a common feature, great for enjoying a warm beverage while taking in the serene surroundings. Additionally, rentals often come with a deck or patio, providing a lovely outdoor space to relax and unwind, often with beautiful views of the coastal scenery.
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 summer months, particularly in July, when the area is alive with activity and charm. This peak season, spanning from June to August, attracts travellers seeking a picturesque coastal experience, with opportunities for swimming, sailing, and exploring the stunning beaches that Southport is known for.

In July, visitors can relish warm temperatures averaging around 20 to 25 Celsius, great for outdoor adventures and leisurely strolls along the shoreline. The vibrant setting during this time is further enhanced by local events and festivals that showcase the region's rich maritime culture.

For those who prefer a quieter getaway, consider November, when the tourist crowds have thinned, offering a more peaceful retreat. This off-peak month allows for a serene exploration of Southport's natural beauty, making it an ideal time for scenic walks and enjoying the stunning autumnal landscape.
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, visitors can enjoy a variety of attractions that highlight the area's natural beauty and maritime heritage. The iconic Southport Island Lighthouse, also known as the Cape Newagen Lighthouse, offers picturesque views and a glimpse into the region's nautical history. Additionally, the nearby Boothbay Harbor provides a charming waterfront with shops, restaurants, and opportunities for whale watching and boat tours.

The Southport Historical Society is another point of interest, showcasing local history and artefacts that reflect the island's past. For those who appreciate the outdoors, the numerous walking trails and serene beaches, such as the picturesque Southport Beach, invite leisurely strolls and relaxing days by the sea. The area is also known for its seafood dining, with local eateries offering fresh catches and a taste of Maine's culinary delights.
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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