Search Resorts in South Portland

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Compare 2 Resorts in South Portland with updated reviews, rates, and availability.

Once in a lifetime opportunity to rent the Chebeague Island Inn
Outdoor dining
Once in a lifetime opportunity to rent the Chebeague Island Inn
Once in a lifetime opportunity to rent the Chebeague Island Inn
Bates Island: Casco Bay Glamping Experience
Miscellaneous
Bates Island: Casco Bay Glamping Experience
Bates Island: Casco Bay Glamping Experience
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in South Portland

Charming 110-year former Inn 10' from the Ocean!
A cruise ship goes by at sunset
Charming 110-year former Inn 10' from the Ocean!
9.8 out of 10, Exceptional, (110)
"We loved the location of this property. It was far enough away from the hustle and bustle to truly relax and enjoy the ocean sounds and sunrises, but close enough that we could easily hop on over to shopping and restaurants. The property was well-maintained, we loved the deck, and being able to walk right out on the beach. Highly recommend!"
Charming 110-year former Inn 10' from the Ocean!
Quintessential Maine Beach Cottage
Sunset over the marsh from the adirondack chairs. So relaxing!
Quintessential Maine Beach Cottage
10.0 out of 10, Exceptional, (103)
"Our family took a quick weekend trip to do some birding and enjoy some nature walks. What a great house in an amazing location! We enjoyed sitting in the Adirondack chairs overlooking the marsh every evening as the sun set. The house was absolutely spotless and had everything we needed. It was cozy and comfortable, with plenty of games for entertaining ourselves after dark. It was close to nearby attractions for day trips. The owner was very responsive when we had questions about the heater. We...
Quintessential Maine Beach Cottage
Gorgeous ocean-front home with stunning beach views
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (95)
"This beach home was clean and beautiful, it had everything we needed and was in a great location. We loved that it was right on the ocean, which meant amazing sun rises and easy access to walks on the beach. We were there in October, so there wasn’t much going on in Old Orchard beach, but that was okay with us! It was a quiet cozy town when we were there. There were plenty of other places to visit in the surrounding area!"
Gorgeous ocean-front home with stunning beach views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

What is South Portland like for a resort vacation?
Longing for a relaxing getaway? You deserve the comforts and luxuries of a resort, where you can find everything you want for your trip from convenient food and drink options to activities and entertainment. Browse the resort options in the area and discover the one that’s best for you, whether you picture yourself kicking back in a suite with stunning views or heading to the spa for a deep-tissue massage.
What's the best resort for my stay in South Portland?
Here are our top-rated resorts around South Portland: Once in a lifetime opportunity to rent the Chebeague Island Inn - 10.3 mi (16.6 km) from South Portland. Bates Island: Casco Bay Glamping Experience - 9.6 mi (15.5 km) from South Portland.
What can I do in South Portland?
Travelers come to South Portland for shopping and other popular activities, and say that there are lots of great restaurants here. Grab your golf clubs for a game at Sable Oaks Golf Course, or get some time by the water at Willard Beach. Additional attractions in the area include Maine Mall and Casco Bay.
What's the seasonal weather like in South Portland?
The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 30°F. The snowiest months in South Portland are January, April, March, and February, with each month seeing an average of 9 inches of snowfall.
What's the best way to get to and around South Portland?
Fly into Portland Intl. Jetport Airport (PWM), which is located 3.5 mi (5.7 km) from the heart of the city. Otherwise, you can search for flights to Auburn, ME (LEW-Auburn - Lewiston Municipal), which is 28.3 mi (45.5 km) away. If you’d like to explore around the area, consider renting a car to take in more sights.