South Portland vacation rentals

We found 475 vacation rentals — enter your dates for availability

Discover a selection of 26 homes, 17 apartments, and other vacation rentals in South Portland that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, including air conditioning and WiFi. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including accessible or non-smoking choices.

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Find out more about South Portland

Why visit South Portland

  • Beautiful Beaches: South Portland boasts stunning beaches where visitors can relax and soak up the sun.
  • Historic Lighthouses: Explore iconic lighthouses that highlight the region's maritime heritage and picturesque views.
  • Vibrant Downtown: Enjoy the lively atmosphere of downtown Portland, filled with shops, restaurants, and cultural experiences.
  • Scenic Waterfront: Stroll along the scenic waterfront for breathtaking views and outdoor activities.
  • Diverse Accommodations: Choose from charming cottages, spacious homes, and cozy condos to suit your travel needs.

Popular types of accommodation in South Portland

If you're looking for the perfect getaway in South Portland, you've come to the right place. Our most popular types of vacation rentals include houses, charming cottages, and cozy condos. Whether you're interested in apartment rentals or seeking a spacious home for your family, South Portland has a variety of options to suit your needs. Discover the ideal South Portland vacation rental for your next adventure.

  • Houses: The top choice for travelers in South Portland, offering spacious and comfortable lodging for families or groups.
  • Cottages: A delightful option that captures the essence of coastal living, perfect for a cozy getaway.
  • Condos: Ideal for those seeking modern amenities and convenient locations, often with stunning views.
  • Apartments: A versatile option for solo travelers or couples, providing a home-like atmosphere.
  • Cabins: A great choice for those wanting a peaceful retreat surrounded by nature.**

Top attractions in and around South Portland

South Portland, Maine, is an ideal destination for family getaways, business trips, and city explorations. Visitors can enjoy beautiful beaches, historic houses, and iconic lighthouses while immersing themselves in local culture and outdoor experiences. Don't miss the vibrant downtown Portland and consider exploring rental options by neighborhood to enhance your stay. South Portland offers a perfect blend of relaxation and adventure for all types of travelers.

  • Willard Beach: A charming beach offering a relaxing atmosphere with soft sand and gentle waves, perfect for sunbathing and beach activities. Families and friends can enjoy picnics while soaking in stunning views of the surrounding coastline.
  • Maine Medical Center: A prominent medical facility providing comprehensive healthcare services. Its welcoming environment fosters a strong sense of community, making it a hub for families and local residents.
  • Portland Head Light: An iconic historic lighthouse that stands as a symbol of Maine’s maritime heritage. Visitors can explore the picturesque grounds and enjoy breathtaking views of the Atlantic Ocean.

Things to do recommended for couples

For a romantic getaway in South Portland, indulge in the luxury of the Portland Club, just a mile away, or enjoy a round at the Biddeford-Saco Country Club, located 13 miles from town. Both offer a serene atmosphere perfect for couples seeking a special experience.

Things to do recommended for families

Your family will love visiting the beautiful Bug Light Park, where kids can explore the playground and enjoy picnics by the lighthouse. Don’t miss the scenic views of the Portland skyline and the chance to stroll along the waterfront trails for a memorable day out.

Things to do recommended for groups

Explore the scenic beauty of the Greenbelt Walkway with your group, or take a fun-filled day at Fort Williams Park, home to the iconic Portland Head Light. Don’t miss the local seafood scene at nearby restaurants for a true taste of Maine.

*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 South Portland

When traveling with a group, family, pets, or planning an extended stay, it's important to prioritize your filters accordingly. Here are some helpful Vrbo booking tips to guide you.

  • Traveling to South Portland with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many others on Vrbo.
  • Traveling to South Portland with young kids: Traveling with young kids can be a bit of a challenge. It's important to prioritize their comfort and safety, including having access to suitable amenities like a private swimming pool. Additionally, think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to South Portland: For many families, a getaway isn’t truly complete without their furry companions. If you can relate, take a look at Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and cozy beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting South Portland: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near South Portland

South Portland, Maine, offers a delightful blend of urban charm and natural beauty, making it perfect for family and business vacations. Visitors can explore the scenic waterfront, relax on nearby beaches, and enjoy pleasant weather year-round. The city's friendly atmosphere and vibrant neighborhoods provide a rich cultural experience, while the surrounding areas of Southern Maine showcase stunning vistas and a romantic vibe. Whether you're here for leisure or work, South Portland promises an unforgettable stay.

  • Portland: Portland is a vibrant city located 2 miles from South Portland, offering a delightful blend of outdoor experiences and scenic beauty. Visitors flock to Portland for its stunning waterfront views, parks, and family-friendly activities. Explore popular venues like the arena entertainment facility, catch a theater performance, or enjoy a music concert. Local landmarks such as the nearby beach, family beach, and picturesque lake make for perfect spots to relax and unwind, making Portland an ideal destination for both adventure seekers and families.
  • Downtown Portland: Just 1 mile away from South Portland, Downtown Portland is a bustling neighborhood that caters to outdoor enthusiasts and families alike. Known for its scenic surroundings, this area is perfect for exploring unique shops and dining options at the shopping mall center and nearby shopping centers. The proximity to local attractions, including the beach, family beach, and lake, allows visitors to easily enjoy the great outdoors while indulging in urban experiences. Downtown Portland is a must-visit for those looking to blend city life with nature.
  • Old Port: Located 1 mile from South Portland, Old Port is a charming neighborhood characterized by its historic architecture and lively waterfront. Travelers visit Old Port for its outdoor activities, family-friendly atmosphere, and stunning scenery. Enjoy captivating theater performances, live music at the arena entertainment facility, or simply stroll along the scenic streets. With easy access to local landmarks like the beach, family beach, and lake, Old Port offers a delightful mix of culture and natural beauty, making it an unforgettable stop on your vacation.

Best time to go to South Portland

If you're planning a trip to South Portland, 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 November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January26.6°F (-3.0°C)Light RainMostly SunnySlightly LowSlightly Low
February27.5°F (-2.5°C)Light RainMostly SunnyAverageSlightly Low
March33.8°F (1.0°C)Light RainMostly SunnyAverageSlightly Low
April43.7°F (6.5°C)Light RainMostly SunnyAverageAverage
May53.4°F (11.9°C)Light RainMostly SunnyAverageAverage
June61.3°F (16.3°C)Light RainMostly SunnySlightly HighSlightly High
July68.2°F (20.1°C)Light RainMostly SunnySlightly HighSlightly High
August67.8°F (19.9°C)Light RainMostly SunnySlightly HighSlightly High
September61.9°F (16.6°C)Light RainMostly SunnyAverageAverage
October52.3°F (11.3°C)Light RainMostly SunnyAverageAverage
November41.7°F (5.4°C)Light RainMostly SunnySlightly LowAverage
December33.4°F (0.8°C)Light RainMostly SunnySlightly LowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can lead to significant price differences. Plus, booking a longer stay frequently results in even greater savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to narrow your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travels, allowing you to start new trips, pick up right where you left off, and easily organize all your travel plans. You can find the properties you've saved and booked in sections labeled Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The friendly area of South Portland awaits your stay

The ocean views and surrounding scenery provide a peaceful ambiance to your vacation home in South Portland. This welcoming city is known for its shopping, restaurants and sporting events. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.

Sightseeing in and around South Portland

Are you hoping to find top things to see and do in the city? Venture out of your vacation home and check out everything that makes South Portland a fun place to get away. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Dunegrass Golf Club (11.2 mi / 18 km)
  • Pirate's Cove (11.3 mi / 18.1 km)
  • Funtown Splashtown USA (12.3 mi / 19.8 km)
  • Old Orchard Beach Parasail (14.2 mi / 22.8 km)
  • Happy Wheels Skate Center (5.4 mi / 8.8 km)
  • Aquaboggan Water Park (10.4 mi / 16.8 km)

Exploring the natural landscape of South Portland

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in South Portland. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Willard Beach (0.7 mi / 1.1 km)
  • East End Beach (1.9 mi / 3 km)
  • Eastern Promenade (1.9 mi / 3.1 km)
  • Sand Beach (2.1 mi / 3.4 km)
  • Thompson's Point (2.6 mi / 4.2 km)
  • Crescent Beach (5.5 mi / 8.8 km)

Transportation to and around South Portland

The nearest airport is in Portland Intl. Jetport Airport (PWM), located 3.5 mi (5.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 28.3 mi (45.5 km) away.

Frequently asked questions

What is the best area to stay in South Portland, Maine, United States of America when booking a vacation rental?
When considering a vacation rental in South Portland, Maine, the area around Knightville is an excellent choice. This charming neighborhood is known for its vibrant local culture and offers a delightful mix of restaurants, cafes, and shops. One of the standout attractions nearby is the picturesque Bug Light Park, which features the iconic Portland Breakwater Lighthouse and stunning views of the waterfront, making it a superb spot for leisurely strolls and picnics. Additionally, the nearby Willard Beach is a favorite for both locals and visitors, providing a lovely sandy shore and opportunities for swimming and sunbathing.

Another appealing area is the waterfront near the South Portland Marina. This area boasts a variety of properties with waterfront views and easy access to outdoor activities. Visitors can enjoy the scenic beauty of the harbor while also taking advantage of the nearby shops and eateries. The proximity to both the marina and the lively option of the local dining scene makes this area a fantastic option for vacationers looking to immerse themselves in the community.

In terms of vacation rentals, South Portland offers a diverse range of properties, from cozy cottages to modern apartments, suiting different preferences and group sizes.
How much does it cost to rent a vacation home in South Portland?
Prices for vacation rentals in South Portland 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 South Portland 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 South Portland vacation house rentals?
You can find great discounts on house rentals in South Portland 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 South Portland?
For renting a beach house in South Portland, the area around Willard Beach is a prime choice. This charming neighborhood features beautiful sandy shores and scenic views of the Portland skyline across the water. Properties in this vicinity often come with amenities such as outdoor decks for soaking in the sun, barbecue grills for summer cookouts, and spacious living areas that are superb for families or groups. Many of the beach houses here provide direct access to the beach, allowing for easy strolls along the shore or morning runs with stunning ocean backdrops.

Another appealing area is the Cape Elizabeth section, particularly near Fort Williams Park, where travelers can find rentals that not only offer proximity to the beach but also views of the iconic Portland Head Light. These properties often include features like private patios, fire pits for evening gatherings, and large windows that let in plenty of natural light. The park itself is a highlight, providing walking trails, picnic spots, and historical sites, making it an attractive destination for those looking to combine beach relaxation with outdoor activities.

Additionally, the nearby Spring Point Ledge Lighthouse adds a picturesque element to your beach experience, and there are often rentals that allow for easy access to both the beach and nearby parks.
Where are the best South Portland ski resort rentals?
For ski resort rentals near South Portland, travelers should focus on the nearby areas of Western Maine, particularly around the towns of Bridgton and Naples, which provide convenient access to the Shawnee Peak ski area. In Bridgton, visitors can find cozy cabins and lodges that are superb for families or groups, often featuring amenities like wood-burning stoves, spacious living areas, and fully equipped kitchens for home-cooked meals after a day on the slopes.

The area around Naples, situated near the picturesque Long Lake, offers additional options with charming vacation homes that may include features such as hot tubs, outdoor decks, and scenic views of the surrounding mountains. Many of these properties are conveniently located within a short drive to the ski resort and also provide access to local dining and shopping options in both Bridgton and Naples.

Moreover, the scenic beauty of the surrounding region enhances the experience, with opportunities for winter activities beyond skiing, such as snowshoeing and ice fishing.
What is the most popular type of vacation rental accomodation in South Portland?
In South Portland, vacation houses are the most popular rental option, with about 16 available throughout the area. These houses typically provide ample space, featuring multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxing and entertaining. Many are located in residential neighborhoods close to the waterfront, offering easy access to local parks and beaches.

Apartments are also a common choice, with around 10 listings that cater to travelers seeking a more compact living space. These units often include essential amenities like kitchens, comfortable living areas, and sometimes balconies to enjoy the fresh sea air. Additionally, there are several condos and cottages, which offer unique stays with their own charm, often featuring cozy interiors and proximity to recreational activities.
Are there any family house rentals in South Portland?
In South Portland, Maine, there are 17 family-friendly house rentals available, making it easy for families to find a great spot for their stay. Neighborhoods like Knightville and Willard Beach are particularly appealing, offering not only spacious rooms but also easy access to local attractions. Many of these homes come with ample living space, fully equipped kitchens for family meals, and outdoor areas where children can enjoy some fresh air.

Visitors can explore nearby points of interest such as the scenic waterfront parks and the vibrant dining scene in the area. Willard Beach is a great destination for those looking to spend time by the ocean, while the nearby Cape Elizabeth offers beautiful trails and opportunities for outdoor activities.
Can I find long-stay vacation rentals in South Portland?
A long-stay vacation rental in South Portland 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 South Portland?
In South Portland, travelers can find a variety of pet-friendly house rentals, with around 16 options available. Many of these vacation homes feature amenities such as spacious backyards, fully equipped kitchens, and comfortable living areas, superb for families or groups traveling with pets.

The Willard Beach area is particularly appealing, offering easy access to sandy shores and scenic walking paths. This neighborhood provides a relaxed atmosphere where guests can enjoy beach strolls with their pets while taking in beautiful ocean views. Additionally, there are pet-friendly parks nearby, such as the quaint Mill Creek Park, which features walking trails and open spaces for pets to play.

The Cape Elizabeth area, just a short drive away, also has some lovely rentals that are pet-friendly, often boasting scenic views and outdoor spaces where pets can roam freely. See all pet-friendly rentals in South Portland.
Are there any remote work vacation rentals in South Portland?
In South Portland, there are several remote work vacation rentals available—around 25 options for travelers seeking a productive environment. This charming coastal city offers a variety of properties that cater to remote workers. Many rentals come equipped with high-speed internet, dedicated workspaces, and comfortable amenities such as desks and computer monitors, ensuring a conducive atmosphere for work.

Travelers can expect homes with spacious living areas, well-equipped kitchens for preparing meals, and comfortable bedrooms to unwind after a long day. Some properties may also feature outdoor spaces, allowing for refreshing breaks in a scenic setting.

Located close to local attractions, such as the beautiful Willard Beach and the vibrant downtown area, these rentals provide both a pleasant work environment and opportunities to explore the area's rich culture and natural beauty. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any South Portland vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in South Portland 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 South Portland?
In South Portland, popular vacation rental amenities cater to a variety of traveler needs. Most rentals feature kitchens, allowing guests to prepare their own meals. Onsite parking is also commonly available, providing convenience for those traveling by car. Many properties include a coffee and tea maker for a cozy morning routine and have blenders, superb for making smoothies or other beverages. Additionally, a number of rentals permit pets, making it easier for travelers to bring their furry companions along.
When is the best time to visit South Portland for a vacation rental?
The best time to book a vacation rental in South Portland is during the peak summer months of June through August, with July standing out as the most popular time for visitors. This season draws travelers looking to enjoy the beautiful coastal scenery, vibrant local festivals, and a lot of outdoor activities. With temperatures typically ranging from the mid-60s to low 80s Fahrenheit, it's an ideal time for beach outings, kayaking, and exploring the picturesque waterfront.

During these months, you'll find South Portland buzzing with energy, as travelers flock to enjoy the region's stunning parks and the iconic Portland Head Light. The warm weather encourages a variety of activities, from whale watching to enjoying fresh seafood at local eateries, making it a great season for those who appreciate both adventure and comfort.

If you're looking for a more budget-friendly option, consider visiting in November. While this month is quieter, it offers great experiences, such as the chance to explore the area's charming shops and cozy cafes without the summer crowds. Plus, the fall landscape provides a beautiful backdrop for leisurely walks along the coast.

In summary, your choice of month will ultimately depend on your preferences for lively summer experiences or a more tranquil fall getaway.
How early should I book a South Portland vacation rental?
Book your South Portland 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 South Portland, Maine, United States of America?
In South Portland, visitors can enjoy several attractions that showcase the area's charm and natural beauty. The Portland Head Light, located in Fort Williams Park, is one of the most photographed lighthouses in the United States and offers stunning ocean views and picnic areas. Nearby, the park features walking trails and historical sites, making it a great spot for a day outdoors.

The Willard Beach area is a great destination for those looking to relax by the shore, with its sandy beach and picturesque views of the Casco Bay. This neighborhood is ideal for beachcombing and enjoying water activities, and it also provides access to local cafes and restaurants.

In the Mill Creek area, visitors can find a variety of shops, eateries, and local markets, great for exploring the community vibe. The South Portland Historical Society offers insights into the city's rich history, while the nearby Greenbelt Walkway provides scenic trails for walking and biking along the waterfront.

For a taste of local culture, the South Portland Arts & Cultural Alliance hosts various events and exhibitions throughout the year, showcasing the area's creative spirit.
Can I change or cancel my South Portland home rental booking on Vrbo?
To find South Portland 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 South Portland 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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