Portland Vacation Rentals

South Coast Maine

The Greater Portland and Casco Bay Region of South Coast Maine runs from Freeport down to Old Orchard Beach. From the big city life of Portland, lobster boats, cobblestone charm, historic forts and lighthouses, to the “Calendar Islands” of Casco Bay, there is so much to explore in this culturally and historically rich region. The islands of Casco Bay often known as “The Calendar Islands” offer a unique island to explore for each day of your stay. Scarborough to Old Orchard Beach offer miles of fine sandy beaches and the town of Portland is vibrant and abuzz with a mix of village charm and big city activities. From town to town, island to island, this is a region worth exploring with destinations to charm every adult and every child.


The bustling and vibrant town of Portland is located on Casco Bay on the South Coast of Maine. Portland offers the perfect combination of big city life and coastal village living. Enjoy the glamour of a city with a vibrant performing arts scene, world class arts district, museums and excellent shopping and dining, then step onto the cobblestone streets of Downtown Portland to explore the historic buildings, antique shops and galleries. Stroll through the streets of Old Port with its colourful boats and ferries and explore the eclectic mix of restaurants, pubs, shops, bookstores and cozy coffee shops. Experience the islands of Casco Bay on a ferry or explore the coastline by Kayak.

The historic sites of Portland include Admiral Peary's home on Eagle Island, the Tate House, the Wadsworth-Longfellow House, the Maine Historical Society, Victoria Mansion and the Portland Observatory. Art lovers exploring the Arts District will find the Portland Museum of Art in Congress Square and the Institute of Contemporary Art.

Nature and outdoor enthusiasts can visit the Botanical Gardens and the Maine Wildlife Park, East End Beach and the walking trails with great views of the city skyline. Or escape the buzz of the city and within minutes be exploring the great outdoors and the rocky coastline from South Portland to the cliffs of Cape Elizabeth.

Portland is the perfect getaway with small town charm.