Find Vacation Rentals in South Portland

Highlights South Portland

  • Vacation rentals South Portland
  • Places of tour and visit
  • Sports and outdoor activities
  • Historical sites and cultural heritage

Best Vacation Rentals in South Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.
South Portland, Cumberland County (maine)
Vacation Rental • 1593 ft² • 3 Bedrooms
(10 reviews)
Please inquire about our Monthly summer and fall vacation discounts and ask about the 30-night minimum lease terms on this property. Please ask about our 4 larger properties:Downtown Portland Condo w/ 3 Bedrooms and 2.5 Baths (not advertised on this site).VRBO #1112052 with 4 Bedrooms and 2.5 Baths (sleeps 11)VRBO #1660664 with 4-5 Bedrooms and 3.5 Baths (sleeps up to 8)VRBO #903832 with 4-5 Bedrooms (sleeps up to 16) and 2 Baths VRBO #1885186 with 7 Bedrooms and 4.5 Baths (sleeps up to 27)**And for warm weather getaways, please see our homes in Scottsdale, ArizonaVRBO #1958654 , #2926813 a...
from $551 / night
South Portland, Cumberland County (maine)
Vacation Rental • 1195 ft² • 3 Bedrooms
(29 reviews)
This is the Extremely rare. "On the Beach" Beach house. Over 100 years old. This charming Old Ocean Front Inn was converted in the 80's to a 2 family home. I live in 1 unit. It is rich in character and history and has been modernized with everything you could need. Steps off the deck onto the sandy beach. Breath taking views from your 40' deck overlooking Willard Beach and the islands. Watch the ships, from cruise ships over 1000' and tankers as big to the local lobster men as they all pass right in front of you. Located on a neighborhood beach, this home is only 10 minutes from Portland's ...
from $355 / night
South Portland, Cumberland County (maine)
Vacation Rental • 2196 ft² • 3 Bedrooms
(11 reviews)
***We DO NOT list this house on Craigslist. The Angell House, located in the Willard Square area of South Portland, sits just a quarter of a mile from Willard Beach, a sandy beach cove buffeted by the trademark rocky crags and cliffs of the North Atlantic coastline, and three miles from Portland and the historic Old Port District. Willard Square, a quaint residential neighborhood of hip-roofed houses and eclectic bungalows, boasts beautifully restored homes predominately built in the early twentieth century, along with much older historic landmark homes, and cozy beach cottages dotted along...
from $502 / night

Prices and availability

Current Vacation rental prices South Portland

$182for 1 Apr - 8 Apr
$306 annual average
Average price per week

Current vacation rental availability South Portland

15%for 1 Apr - 8 Apr
18% annual average
Percentage of available rentals

Vacation rentals in South Portland

Vacation rentals location

Make a trip to South Portland and have a vacation of a lifetime in the gorgeous serene surroundings. Our rental vacations provide you with various designs to suit your accommodation desires. Located in Maine at the heart of South Portland City, we offer you a chance to explore the City to the fullest. With a complex transport network and numerous amenities, South Portland is a haven for nature lovers and entertainment enthusiasts. Visit the captivating shore way along the beach, get entertained at the clubs, and lastly, enjoy with your family at the parks. To book accommodation with us to enjoy all the fantasies at your disposal.

Comfy homes for everyone

Our palatial vacation rentals allow guests to stay in a good environment as they explore South Portland.The kitchen package fits both outside and inside grill requirements providing vacationers with a home-like experience. Balconies are spacious and safe for kids to play around. The creative architectural designs allow fresh air to circulate in all the rooms. We have a variety of spaces, including joining rooms, unique queens’ rooms, single rooms, and double rooms. Meet with other vacationers at the terraces, standard rooms, and gym facility. Tiled bathrooms and toilets with sanitation equipment and constant water flow ensure a high standard of cleanliness. Enjoy watching favorite channels and unlimited free internet at the comfort of your rooms.

Vacations in South Portland

The area and getting around

Sites to visit

There are numerous places to walk, jog, run, race and bike as you observe the spectacular tourist attractions. Jog and bike at the green belt walkway as you glimpse the ocean view. The walkway is well maintained; hence, comfortable to walk for people of all fitness levels. Sunbathe, swim, walk and beach comb at the famous Willard beach. Make a trip to the spring point shore way with a family and enjoy many outdoor activities as you watch the beautiful sceneries around the ocean. Wander through the Parks, playgrounds, campgrounds, and picnic areas with kids and have fun as a family. Our vacation homes provide you with an opportunity to adventure and explore at your pleasure.

Attractive neighborhood

Seize this opportunity and treat your loved ones with endless entertainment episodes. Relishing dishes prepared at various hotels and restaurants will make you drool and bite your fingers. Spoil your kids with Pizzas, traditional food, white and red meat, as well as tasty juices. For beer lovers, enjoy crafted beers at the Island Dog Brewing point. Meet strangers at various bars, including cool bars, loud music bars, live band bars, and expensive members clubs. Mingle with community members at social halls, library, dance halls, cinema halls, and theater. Finally, spare a moment to shop with your kids at the terrific Maine shopping mall. The mall has everything for your kids, be it a toy or a good piece of clothing. The secure, welcoming, and loving neighborhood enables you to make trips anywhere, even at the wee hours of the night. Feel safe at our rentals and book yourself countless enticing activities.

Travelers and activities

Sporting activities

There are myriad outdoor activities available at various sites around our vacation homes. Go biking, jogging, running, and walking along the spring point Shore way near the ocean. The spring Shore way walkway is suitable for people of all ages. Hence, participate in sports of your choice with the kids and the aged. Do boat riding and fishing at the beach and ocean shoreline of South Portland? The shore walkway is friendly for pets for those who prefer strolling with their dogs. Take your kids to sunbathe and play with sand residuals at Willard Beach.Hold picnics, camps, rope skipping, and other children playing at various parks. Enjoy back horse riding with your colleagues and family at multiple tour guides and parks. There are numerous pitches for mainstream sports such as football, hockey, volleyball, baseball, and tennis around South Portland. Therefore, sports lovers have a chance to engage in their favorite events.

Historic sites

Access magnificent historical, heritage, and art sites as you enjoy our fantastic accommodation services.Visit the Liberty Ship Memorial and learn about the significance of Portland during the Second World War. Observe old military clothing, paintings, guns, photos, and other items seized during wars at the Maine Military Museum. At the military Museum, there are replicas of prisoners’ cells, giving an insight into what veterans went through during the tough times of war.The South Portland Historical Society Museum is littered with artifacts and images depicting the historical developments of South Portland.

South Portland is home to 25548 inhabitants according to the 2019 census report. It is a commercial hub with a complex infrastructure network

Top 5 travel tips in South Portland

1. Mad Horse Theater

Watch captivating live episodes at the Mad Horse Theater and interact with the creative artisans of South Portland. There are numerous food and drinks spots around the theater and hence an excellent place to have a day out. The spaces are all people-friendly, including the physically challenged.

2. Willard Beach

Willard Beach is a suitable place for an afternoon out with kids and family. Swim, boat, ride and rest on the terraces as you observe beautiful ocean views. Let kids play around with sands and sunbathe.

3. Mill Creek Park

Mill Creek Park is an excellent place to hold picnics, biking, walking and jogging. Watch and feed on ducks and geese in the park.Walk around and enjoy fresh air from swirling trees and the wailing of birds.

4. Bug Light Park

At the center of Bug Light Park sits a bug lighthouse where you can have a nice view of South Portland City. So bring the kids and have a nice picnic. Enjoy the views of the ocean and take photos and splash on social media.

5. Spring Point Shoreway

Go to the Portland beach and walk along with the spring point and access the scenic features of the ocean. Go swimming, fishing, and boat riding and enjoy the oceanic waters. You are also allowed to stroll with your dogs.

FAQs: Vacation Rentals in South Portland

How much do you pay, on average, for vacation rentals in South Portland?

South Portland is one of the cheapest cities in the USA. For a stay here you pay around $312 per night.

Is South Portland a good location for a last-minute getaway?

If you decide to put South Portland on your bucket list, we suggest planning your visit long before you go because it is usually very high in demand, with an annual average of 91% of rentals booked the previous year.

What are the best months for a last-minute getaway?

January, December and October are, in order of highest to lowest, the months that have the largest number of properties free, with an average availability of 18%, 18%, and 16%. However, even during these periods of time, when rental availability is the highest, the average is just 17%. So we highly recommend you always book a little in advance to make sure you get the rental of your dreams.

How many rentals are there in South Portland?

Holidu has around 90 properties in South Portland, provided by 2 different partners.

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