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Southport vacation rentals

We found 684 vacation rentals — enter your dates for availability

Select from 24 homes, 25 cottages, and other vacation rentals in Southport to find one that's perfect for your trip. Whether you're staying in a vacation rental with your kids or with friends, you'll find the amenities you need and want, such as air conditioning and a TV. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Southport

Showing deals for:May 22 - May 29

Image gallery for Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.

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10 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)

Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.

Boothbay

6% off
Price is $918
$6,425 for 7 nights
All fees included
Waterfront. Private. Perfect. 3 bedrooms/3 bathrooms. Plus options for kids.

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Find out more about Southport

Why visit Southport

  • Scenic Coastal Views: Experience breathtaking vistas along the charming harbors and coastlines of Southport.
  • Outdoor Activities: Enjoy a range of recreational options like kayaking, hiking, and exploring pristine beaches.
  • Cultural Exploration: Discover local culture through nearby towns and community events that showcase the region's charm.
  • Botanical Gardens: Visit lush gardens that offer a serene environment for relaxation and exploration.
  • Welcoming Accommodations: Choose from cozy cottages and waterfront rentals that cater to every traveler's needs.

Popular types of accommodation in Southport

If you're seeking the perfect getaway in Southport, look no further. Our vacation rentals offer a variety of options, including houses, charming cottages, and cozy apartments. Whether you’re dreaming of a waterfront vacation rental or a quaint waterfront cottage, we have something to suit every traveler’s needs. Explore Southport’s inviting accommodations and enjoy your next adventure with ease and confidence.

  • Houses: The top choice for travelers, these spacious homes offer a perfect blend of comfort and privacy for families or groups visiting Southport.
  • Cottages: Charming and cozy, these quaint cottages provide a quintessential Maine experience, ideal for couples or small families.
  • Apartments: Conveniently located, these rentals are perfect for those seeking easy access to local attractions while enjoying a home-like setting.
  • Cabins: Nestled in nature, these rustic cabins are great for a peaceful retreat and outdoor adventures.
  • Condos: Offering modern amenities and often stunning views, condos are a popular choice for those wanting a more upscale experience.**

Top attractions near Southport

Southport, Maine, is perfect for outdoor enthusiasts and those seeking scenic adventures. Visitors can explore beautiful islands, pristine beaches, and lush botanical gardens. The area offers a variety of attractions that cater to travelers interested in culture, outdoor experiences, and relaxation by the coast. Whether you're traveling solo, with family, or in a group, Southport provides a delightful getaway for everyone.

  • Coastal Maine Botanical Gardens: Nestled 2 miles from Southport, this vibrant garden showcases stunning landscapes and diverse plant species. With its romantic ambiance and family-friendly environment, it's perfect for leisurely strolls and picturesque moments.
  • Boothbay Harbor Marina: Located 2 miles away, this bustling marina offers thrilling outdoor adventures and a lively beach atmosphere. Enjoy boating, fishing, and exploring the beautiful harbor views.
  • Cabbage Island: Just 3 miles from Southport, this charming island features beautiful beaches and outdoor activities, making it an ideal spot for a relaxing getaway with family and friends.

Things to do recommended for couples

Planning a romantic getaway in Southport? Enjoy a fun round at Dolphin Mini Golf, just 5 miles away, or embrace adventure with Paddleworks, located 17 miles from Southport. Both activities offer a perfect blend of excitement and togetherness for couples looking to create lasting memories.

Things to do recommended for families

Families visiting Southport, Maine can explore the stunning Pemaquid Point Lighthouse Park, relax at Pemaquid Beach Park, and enjoy the natural beauty of Fort Point. Each location offers wellness vibes and is a perfect spot for creating cherished memories together.

Things to do recommended for groups

Enjoy a night of entertainment at Carousel Music Theater, just 2 miles from Southport. Tee off at the scenic Boothbay Golf Course, 3 miles away, or explore local produce at the Boothbay Farmers' Market, also 3 miles from town, perfect for group fun and bonding.

*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 traveling with a group, with family, bringing your pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful booking tips for Vrbo.

  • Traveling to Southport with a group: Think about how many bedrooms you'll require and any additional features you might want, like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
  • Traveling to Southport with young kids: Traveling with young kids can be quite demanding. It's important to prioritize 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 families, a vacation just wouldn't be the same without their furry companions. If that resonates with you, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Southport: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider additional amenities like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Southport

Southport, Maine, is the perfect coastal getaway for outdoor enthusiasts and those seeking a relaxing retreat. Explore cozy harbors and scenic vistas that define this charming region. Enjoy friendly locals and a welcoming atmosphere as you embark on excursions through nearby towns. From picturesque vacation homes to recreational activities, Southport offers an adventure-filled experience that will leave you rejuvenated and inspired. Discover the beauty of this hidden gem on your next vacation.

  • Boothbay Harbor: Located a mere 2 miles from Southport, Boothbay Harbor is a charming coastal town that offers an abundance of outdoor activities and stunning scenery. Visitors are drawn to its picturesque harbor, where they can enjoy boating, fishing, and whale watching. The area features numerous hiking trails and recreational parks, perfect for exploring the natural beauty of Maine. Notable attractions include beautiful beaches and the nearby state and national parks, which provide opportunities for hiking and wildlife viewing. Boothbay Harbor’s vibrant local culture, with its shops and restaurants, adds to the allure, making it a must-visit destination.
  • Boothbay: Just 3 miles from Southport, Boothbay is another delightful city that captures the essence of Maine's coastal charm. Known for its outdoor adventures and scenic landscapes, Boothbay is ideal for those looking to immerse themselves in nature. Visitors can explore extensive hiking trails, enjoy recreational activities in local parks, or play a round of golf with stunning views. The proximity to national parks and serene lakes enhances the experience, inviting travelers to relax and unwind. Boothbay’s quaint atmosphere and community events make it a perfect spot for a leisurely vacation.
  • Georgetown: Situated 5 miles from Southport, Georgetown is a picturesque town that promises a blend of outdoor enjoyment and beach relaxation. Known for its beautiful beaches and lakes, it offers a serene environment for travelers seeking sun and sand. Georgetown is perfect for families and outdoor enthusiasts, with recreational areas and educational opportunities available. Visitors can enjoy beach activities or explore nearby scenic trails. The town's charming coastal vibe and welcoming community make it an inviting place for a memorable getaway.

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 trip? Being open to adjusting your travel dates can help, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental.

Save more with One Key

When you reserve an eligible Vrbo for your group getaway, you'll receive OneKeyCash on the whole booking. Being the organizer really has its perks. Become a member of our One Key rewards program to enjoy exclusive savings and earn OneKeyCash on qualifying stays. Sign up now and begin earning rewards for your travels.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan new adventures, pick up right where you left off, or easily view and organize your travel plans. You can find the properties you've saved and booked in the sections for Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Sleepy Southport sits on the edge of the sea

Whether you come to bounce over the Atlantic Ocean on lobster trawlers with hardy local fishing folk, to sample the legendary shellfish and chowder of New England, wonder at the glowing sunsets over the rocky Maine coast, or to simply unwind in quaint and timeless cottages with the fresh breezes of the sea, Southport vacation rentals are sure to have something to suit. Bucket lists can also be made smaller here _ whale watching is ubiquitous, and the lobster's supposed to be some of the best in America.

Lighthouses aplenty in Southport

Keep checking the coast as you crash over the rollers of the Atlantic Ocean around Southport town. Lighthouses pop up here and there along the shorelines, from the elegant Cuckolds Lighthouse on the currents leading from Boothbay Harbor, to the whitewashed Hendricks Head Lighthouse on the west coast. The Maine State Aquarium is also never too far from those Southport vacation rentals, forever wowing younger visitors with its giant lobsters with snapping claws, or clusters of spiny red sea anemones.

Salt-washed adventures galore in Southport

Prep your sea legs and shanty songs for that vacation to Southport, because this salt-washed island that fragments from the southern coast of Maine is packed with bustling harbors and boating outfitters. You can either charter your own vessel _ permits permitting, of course _ or engage an experienced local sailor to command the rudder for you. Then, it's out across the swells, catching lobsters, watching puffins scramble over the sea-washed rocks, or keeping your eyes peeled for the whales and dolphins that also skim through these Atlantic waters.

Southport is for the summer and fall

While Maine still draws many a visitor during the winter months with its inland ski resorts, Southport is firmly an oceanside destination. That means Southport vacation rentals are in demand throughout the summer and fall, when conditions for launching boating trips to the nearby archipelagos, chartering fishing excursions, or simply lounging on the wooded banks are at their best. Between June and September, you can expect average temperatures in the 60s and plenty of dry days for exploring the coast.

Exploring the natural features in Southport

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your vacation in Southport. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Reid State Park (5.2 mi / 8.4 km)
  • Pemaquid Beach Park (7.2 mi / 11.6 km)
  • Pemaquid Point Lighthouse Park (7.6 mi / 12.2 km)

How to get to and around Southport

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

Frequently asked questions

How much does it cost to rent a vacation home in Southport?
Prices for vacation 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 vacation 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 Southport Island offers a picturesque coastal setting superb for vacationers. The coastline along the eastern side of the island provides stunning views of the ocean and is dotted with charming beach houses that often feature amenities such as outdoor decks, private access to the beach, and spacious living areas ideal for family gatherings. Many properties also come equipped with modern kitchens and outdoor grills, allowing guests to enjoy al fresco dining while taking in the scenic surroundings.

In particular, neighborhoods near the Southport Yacht Club and the nearby Boothbay Harbor area are excellent choices for travelers looking to enjoy both beach access and local attractions. Here, vacation rentals may include features like kayaks or paddleboards available for guest use, as well as easy access to nearby boating activities and scenic trails.

Additionally, properties close to the Southport Bridge offer a unique blend of coastal charm and accessibility, often featuring amenities like fire pits for evening gatherings and proximity to local restaurants and shops, enhancing the overall experience.
What is the most popular type of vacation rental accomodation in Southport?
In Southport, vacation houses are the most popular rental option, with about 20 available throughout the area. These houses often feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many of these properties also include outdoor decks or patios where guests can enjoy the serene coastal views or gather for meals. Cottages are also a favored choice, with around 16 available, offering a charming and cozy atmosphere, typically with amenities such as fireplaces and quaint porches for relaxing. Additionally, there are several cabins and apartments scattered throughout Southport, providing a range of options for travelers looking to enjoy the natural beauty of the region.
Are there any family house rentals in Southport?
In Southport, Maine, there are some family-friendly house rentals available, with around 28 options throughout the area. This charming coastal community offers a wealth of opportunities for families to enjoy quality time together. Many of the homes feature spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.

Visitors can take advantage of amenities such as Wi-Fi and laundry facilities, ensuring a comfortable stay. The picturesque surroundings provide access to beautiful beaches, scenic parks, and local attractions like the Southport Island Lighthouse, great for family outings.
Can I rent a vacation home with a pool or hot tub in Southport?
In Southport, Maine, there are several vacation homes available for rent that come with pools or hot tubs, making it a great choice for travelers looking for relaxation and recreation. The area is known for its picturesque coastal scenery and charming neighborhoods, including the waterfront properties that provide stunning views of the surrounding landscape. Many of these rentals feature private pools, hot tubs, and outdoor spaces, allowing guests to enjoy the serene atmosphere while soaking up the sun.
Can I find long-stay vacation rentals in Southport?
A long-stay vacation rental in Southport is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Southport?
In Southport, Maine, travelers can find a variety of pet-friendly house rentals, with around 13 options available. Many of these homes feature amenities such as spacious yards, which are ideal for pets, as well as comfortable living areas and fully equipped kitchens for a home-like experience. Some properties may even offer outdoor decks or patios where guests can relax and enjoy the scenic coastal views.

The area is known for its picturesque landscapes and proximity to charming coastal attractions. Pet-friendly points of interest include the nearby Southport Island, which offers walking trails and beautiful beaches, great for leisurely strolls with pets. Additionally, the scenic Boothbay Harbor region, just a short drive away, provides opportunities for pet owners to explore waterfront parks and enjoy local shops and eateries that welcome furry companions.
Are there any remote work vacation rentals in Southport?
In Southport, Maine, there are numerous remote work vacation rentals available, with around 35 options to choose from. This charming coastal town offers a peaceful environment that is ideal for remote working. Many of these rentals come equipped with essential amenities such as desks, comfortable chairs, and reliable Wi-Fi, ensuring a productive workspace.

Travelers can also expect to find properties that provide stunning views of the surrounding nature, allowing for a refreshing break during work hours. The proximity to local attractions, such as the Southport Island Lighthouse and beautiful beaches, adds to the appeal, making it easy to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Southport vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Southport with parking available—perfect for families or travelers 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, which allow travelers to prepare their own meals. Onsite parking is also commonly available, providing convenience for those arriving by car. Many properties feature coffee and tea makers, ideal for enjoying a warm beverage at any time of day. Additionally, rentals often come with decks or patios, offering guests outdoor spaces to relax and take in the scenic views of the area's coastal beauty.
When is the best time to visit Southport for a vacation rental?
The best time to visit Southport for a vacation rental is during the peak summer months of June to August, with July being the most popular month. This vibrant season attracts visitors eager to bask in the sun, enjoy the scenic coastline, and partake in various outdoor activities. With temperatures ranging from the mid-60s to mid-80s Fahrenheit, you'll find the weather great for exploring the area's stunning beaches and picturesque harbors.

During July, Southport comes alive with families and travelers, offering a lively option that includes local festivals, boating, and fresh seafood dining along the waterfront. The warm days are ideal for kayaking, sailing, or simply relaxing by the shore, making it a great choice for those seeking both adventure and comfort.

If you're looking for a more budget-friendly time to visit, consider November. While this month is less crowded, it offers its own charm, with fewer tourists and a peaceful ambiance great for leisurely walks and enjoying the beautiful fall colors. This quieter time allows you to explore the natural scenery and local culture at a more relaxed pace.

Ultimately, your choice depends on whether you prefer the bustling energy of summer activities or the serene beauty of early autumn in Southport.
How early should I book a Southport vacation rental?
Book your Southport vacation 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 vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Southport, Maine, United States of America?
In Southport, Maine, visitors can enjoy a variety of attractions that highlight the area's natural beauty and maritime culture. The picturesque Southport Island is home to several lighthouses, including the famous Hendricks Head Light, which offers stunning views of the coastline. Vacation rentals in this area often provide easy access to scenic walking trails and charming beaches, superb for a day of relaxation or exploration.

The Boothbay Harbor region, just a short drive away, features attractions such as the Boothbay Railway Village, where guests can learn about the history of the area through vintage trains and exhibits. For those interested in marine life, the Maine State Aquarium offers an engaging experience with exhibits showcasing local marine species.

Additionally, the Southport area is known for its excellent boating opportunities, with rentals available for kayaking or sailing, allowing visitors to explore the nearby islands and coastal waters.
Can I change or cancel my Southport home rental booking on Vrbo?
To find Southport vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy cabin or a beach condo, 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 vacation 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 like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 organizing 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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