Rosvell “Rose” Emerson Cummings and Edward Cummings Jr. purchased 110 Portland Street in 1917, and were Old Orchard Beach's first African-American residents. In 1923 they converted the house into a seasonal boarding house, catering to traveling African-Americans. The guest house was called The Homestead. It was a popular accommodation, with word at first spread by word of mouth, and later by tour guides specifically targeting African-American vacationers. It regularly played host to African-American performers who played at the Old Orchard Beach Casino, but were refused accommodation at area hotels despite a lack of segregation laws in the state. In 1971, Maine passed a civil rights law governing public accommodations. Performers who stayed there included
Duke Ellington,
Cab Calloway,
Count Basie,
Lionel Hampton, and
Harry Carney, who became a regular visitor. Harlem Renaissance poet
Countee Cullen stayed at the house and later dedicated a children's story to the cat of daughter Ann Cummings.
W.E.B. Du Bois stayed at the house one summer
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