Casco Bay 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.

Casco Bay

Explore the many islands of Casco Bay by ferry and revel in the abundant marine life that make this area their home with seals, dolphins and migrating pilot whales. Great Diamond Island is home to the military buildings of Fort McKinley that are now stately homes. Long Island, only 3 miles long is best known for its sandy beach and many nature trails to explore. Enjoy a game of golf and the fresh salt air on Chebeague Island, the largest and most beautiful island of Casco Bay. Cliff Island is the smallest of the islands, with a rural atmosphere and dirt roads. Bailey Island has 216 miles of coastline with many activities for visitors, beaches, gift shops, walking trails and a Sea Life Learning Center. Halfway Rock Lighthouse sits in the middle of Casco Bay midway between Cape Elizabeth and Cape Small.