A lighthouse, rocky coastline, and a sunset over the ocean.

South Portland cottages

We found 26 cottages — enter your dates for availability

Explore South Portland cottage rentals

Image of Private Contemporary Artist's Tree House on two acres with perennial gardens.

Premier Host

Private Contemporary Artist's Tree House on two acres with perennial gardens.

Sleeps 2 · 1 bedroom

Image of Updated Long Island Maine Cottage

Premier Host

Updated Long Island Maine Cottage

Sleeps 6 · 3 bedrooms · 1 bathroom

Image of Charming 3-bedroom cottage in tranquil South Portland with WiFi

Charming 3-bedroom cottage in tranquil South Portland with WiFi

Sleeps 6 · 3 bedrooms · 2 bathrooms

Image of Perfect Vacation Cottage, Filled with Sunshine and Laughter.

Perfect Vacation Cottage, Filled with Sunshine and Laughter.

Sleeps 6 · 3 bedrooms · 1+ bathroom

Image of Panoramic Sea Views • Oceanic Hot Tub • Epic Food Scene

Premier Host

Panoramic Sea Views • Oceanic Hot Tub • Epic Food Scene

Sleeps 12 · 3 bedrooms · 2+ bathrooms

Image of Charming Peaks Island Cottage

Charming Peaks Island Cottage

Sleeps 2 · 1 bedroom · 1 bathroom

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Enjoy full kitchens, laundry, pools, gardens and more
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More space, more privacy, more amenities — more value