South Portland vacation rentals

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Discover a selection of 57 homes, 16 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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  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
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Find out more about South Portland

Find out more about South Portland

Why visit South Portland

  1. Beautiful Beaches: South Portland boasts stunning beaches ideal for relaxation and family fun.
  2. Cultural Attractions: Explore historic houses and local art, enriching your cultural experience.
  3. Scenic Waterfront: Enjoy picturesque views and waterfront activities that highlight Southern Maine's charm.
  4. Vibrant Local Events: Experience live entertainment and community events that bring the city to life.
  5. Diverse Accommodations: Choose from charming cottages, modern condos, or private vacation homes for your stay.

Popular types of accommodation in South Portland

If you're exploring South Portland for your next getaway, you'll find a variety of appealing accommodations to suit your needs. The most sought-after options include houses, charming cottages, and modern condos. Whether you're searching for an apartment in South Portland or a spacious bedroom apartment, our selection of South Portland ME rental listings ensures you can enjoy your stay with transparency and reassurance.

  • Houses: The top choice for visitors seeking comfort and space, ideal for families or groups wanting a home-like experience in South Portland.
  • Cottages: Charming and quaint, these cozy retreats provide a perfect blend of rustic charm and modern amenities.
  • Condos: Offering convenience and often stunning views, condos are a popular option for those who enjoy a bit of luxury.
  • Apartments: A practical choice for solo travellers or couples, apartments provide all the essentials for a comfortable stay.
  • Cabins: Perfect for a rustic getaway, cabins in the area offer a peaceful escape amidst nature.**

Top attractions in South Portland

South Portland is an ideal destination for families and business travellers alike, offering a blend of cultural attractions and leisure activities. Visitors can explore historic houses, relax at beautiful beaches, and enjoy events at local entertainment arenas. With a variety of points of interest that cater to both cultural enthusiasts and those seeking a family-friendly beach experience, South Portland promises a memorable getaway for everyone.

  1. Portland Head Light: A historic lighthouse located 3.2km from South Portland, offering stunning coastal views and a glimpse into maritime history, surrounded by picturesque parks.
  2. Cross Insurance Arena: Situated 1.6km away, this entertainment facility hosts a variety of family-friendly events, including concerts and sports, providing a lively atmosphere for visitors.
  3. Portland Museum of Art: Located 1.6km from South Portland, this art museum showcases an impressive collection of American and European art, enriching your cultural experience.

Things to do recommended for couples

Ready for a romantic getaway in South Portland? Enjoy live music at Thompson's Point, indulge in luxury at the Portland Club, and seek adventure with water sports at Capt Lyman Stuart. Each experience offers a unique vibe perfect for couples to connect and create lasting memories.

Things to do recommended for families

During your family vacation in South Portland, enjoy a game at Hadlock Field, relax at Fort Williams Park, and explore the Portland Observatory for a fun and educational experience. Each destination is only 3.2km away, offering a perfect blend of sports, relaxation, and entertainment vibes.

Things to do recommended for groups

Groups visiting South Portland can enjoy shopping at the Maine Mall, take in a show at the nearby State Theatre, and unwind with a round of golf at Sable Oaks Golf Course, all while soaking in the local culture and outdoor vibes.

What do I need to keep in mind when booking a vacation in South Portland

If you're travelling with a group, with family, bringing your pets, or seeking longer stays, be sure to apply the appropriate filters based on your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to South Portland with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to South Portland with young kids: Travelling with young children can be a bit daunting. It's important to prioritise 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 South Portland: For many families, a vacation isn’t truly finished without their furry companion by their side. If this resonates with you, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels comfortable and at home.
  • Planning for a long term stay visiting South Portland: If you're in search of vacation rentals that offer great deals for month-long stays, 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 in South Portland

South Portland, Maine, offers a delightful blend of family-friendly attractions and vibrant city life. Explore the scenic waterfront, charming neighbourhoods, and nearby Portland, where urban culture meets romantic escapes. Enjoy friendly locals and a welcoming atmosphere as you navigate through Southern Maine's stunning views and unique experiences. Whether it's a business trip or a family vacation, South Portland promises a memorable getaway.

  • Portland: Portland is a vibrant city located 3.2km from South Portland, known for its stunning outdoor scenery and family-friendly activities. Visitors can enjoy a variety of attractions such as the local beaches and picturesque lakes. The city's cultural scene is thriving, featuring a range of venues for theatre, arena entertainment, and shopping. Whether you're looking to indulge in fresh seafood or explore the scenic waterfront, Portland offers an enriching travel experience brimming with adventure.
  • Downtown Portland: Just 1.6km away from South Portland, Downtown Portland is a bustling neighbourhood perfect for families and couples seeking romance. This area is alive with activity, hosting popular music concerts and theatrical performances. The downtown landscape is complemented by beautiful beaches and family-friendly lakes, providing ample opportunities for outdoor enjoyment. Visitors can stroll through the charming streets, explore local shops, and savour delicious dining options, making it an ideal destination for those looking to experience the heart of the city.
  • Old Port: Old Port is a charming neighbourhood located 1.6km from South Portland and is renowned for its lively atmosphere and entertainment options. This waterfront area is filled with historic buildings housing an array of shops, theatres, and arena venues. Families can enjoy the nearby beaches and lakes, which are perfect for a day of fun and relaxation. With its rich maritime heritage and vibrant culture, Old Port is a must-visit for anyone looking to experience the unique charm of the region.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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 simple

Are you aiming to save on your upcoming journey? It’s a great idea to remain flexible with your travel dates, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for planning your travels, allowing you to create new itineraries, continue from where you last stopped, or easily access and manage your existing plans. You’ll discover your saved or booked properties neatly organized under Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, please visit: https://www.vrbo.com/en-ca/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:

  • Aquaboggan Water Park (10.4 mi / 16.8 km)
  • 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)

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)
  • Higgins Beach (5.8 mi / 9.3 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 when booking a vacation rental?
Willard is one of the more in-demand neighborhoods to book a vacation home in South Portland. Spend your getaway here to delight in the privacy and comfort that comes with having a whole place to yourself.
What is the most popular type of vacation rental accommodation in South Portland?
According to our research, houses are the most popular property type in South Portland. But as you’d expect, everyone’s idea of an awesome trip is bound to be different. Vrbo has vacation homes of all shapes and sizes, so you’re sure to find the perfect match.
How much does it cost to rent a vacation rental in South Portland?
The average price for a vacation home in South Portland is determined by several factors, like season, property type and length of stay. Whether you’re searching for a sprawling villa with space for extended family or a quaint cottage for you and your other half, just enter your travel dates to view stays with unbeatable value.
How much does it cost to rent a beach house in South Portland?
Prices for beach houses in South Portland can vary depending on the size and type of the property and time of year you’re traveling. Simply enter your dates of travel into Vrbo and the number of guests to view your vacation rental options and prices. From there you can use the filters to narrow your search by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in South Portland?
With 41 vacation rentals that welcome pets, your furry friend can join in on your South Portland break. Use our filter tool to search our pet-friendly vacation rentals and find a stay that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in South Portland?
Add another level of fun to your adventure by staying in one of the 16 houses with a private pool in South Portland. Use our search filter to find properties with pools on Vrbo, then spend lazy days splish-splashing around in a swimming pool that’s exclusively for you.
What are popular rental amenities in South Portland?
When it comes to rental amenities that guests are on the lookout for in South Portland, a swimming pool, a nearby waterfront and tennis rank highest. With Vrbo vacation rentals, you’ll enjoy options to fit your taste and style, whether you’re traveling with family, friends or even pets.
Are there large group vacation rentals in South Portland?
Choose from six vacation homes in South Portland that can accommodate 10 or more people. Whether you’re planning a get-together with extended family or a special event, there’s enough room to get your loved ones together under one roof.
Are there vacation rentals in South Portland that welcome kids?
South Portland has 41 family-friendly vacation homes. And securing a stay that welcomes children is a cinch with our “Properties good for families” filter. On top of having the whole place to yourselves, you’ll get conveniences and perks such as bunk beds, yards and private pools.
What are the top attractions for families in South Portland?
Keeping the kiddos entertained during your stay in South Portland is simple with these fabulous family-friendly attractions:

  • Higgins Beach
  • East End Beach
  • Pine Point Beach

Are there one-bedroom vacation rentals in South Portland?
You can pick from 15 one-bedroom rentals in South Portland. Whether you’re searching for a comfy cottage or a cabin, Vrbo’s one-bedroom properties are perfect if you don’t need a lot of space. One of the perks of having your own pad? You won’t need to share your getaway with strangers.
Can I find two-bedroom vacation rentals in South Portland?
Select from nine two-bedroom homes in South Portland. Give your little ones the second room or fill it with a couple of your besties. There’s a comfy spot for whoever’s fortunate enough to be joining your journey.
Are there vacation rentals with WiFi in South Portland?
There are 11 vacation rentals with WiFi in South Portland. If you’d like to disconnect from the world while on vacation, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in South Portland?
Decide on your travel dates and then make use of our filters to see vacation rentals with air conditioning in South Portland on Vrbo. With 36 air-conditioned properties available, you can look forward to a cool and comfy break.
How old do you have to be to rent a vacation rental in South Portland?
The minimum age is typically 16, 18 or 21. It can vary from property to property on Vrbo, so look at the rules of your preferred South Portland stay before making a booking.
How long can I rent a vacation rental in South Portland for?
The amount of time you can rent a South Portland vacation home for is down to each property. Just tap in your dates of travel to find available options offering extended stays. They have all you need to make your extended vacation more comfortable like laundries and air conditioning. Some vacation homes might also offer discounted weekly or monthly prices, so you can stay longer for less money.

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