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Henderson's film roles include Gail in Trainspotting (1996) and its 2017 sequel, Jude in the Bridget Jones films (2001–2025), and Moaning Myrtle in Harry Potter and the Chamber of Secrets (2002) and Harry Potter and the Goblet of Fire (2005). Her other notable credits include Rob Roy (1995), Wonderland (1999), Topsy-Turvy (1999), 24 Hour Party People (2002), Wilbur Wants to Kill Himself (2002), Intermission (2003), American Cousins (2003), Frozen (2005), Marie Antoinette (2006), Miss Pettigrew Lives for a Day (2008), Life During Wartime (2009), Meek's Cutoff (2010), Anna Karenina (2012), Filth (2013), Okja (2017), Never Steady, Never Still (2017), and Stan & Ollie (2018).

Henderson starred as Isobel Sutherland in the BBC series Hamish Macbeth (1995–97) and played Frances Drummond in the BBC drama Happy Valley (2016). She was nominated for RTS Awards for the BBC miniseries The Way We Live Now (2001) and the ITV television film Dirty Filthy Love (2004), and received a BAFTA nomination for her portrayal of Claire Salter in the Channel 4 miniseries Southcliffe (2013). She won the 2018 Olivier Award for Best Actress in a Musical for her role as Elizabeth in the original Old Vic production of Girl from the North Country.