In how many films did Basil Rathbone play Sherlock Holmes? March 7, 2012 by Pamela Landy · Filed Under: Pop Culture Basil Rathbone played Sherlock Holmes in fourteen films. The first was The Hound of the Baskervilles in 1939. The last was Dressed to Kill in 1946. Related PostsIn how many swashbuckler movies did Errol Flynn and Basil Rathbone cross swords?Whatever became of Sherlock Holmes’s rival Moriarty?When did Oliver Wendell Holmes serve as chief justice of the Supreme Court?How many films did John Wayne direct?How many films did John Ford shoot in Monument Valley, on the Arizona-Utah line?