Woody Allen's "Love and Death" and "Deconstructing Harry" as well as his play "Death Knocks." Woody Allen has written a short story in which Death loses a game of gin rummy after clumsily entering a man's apartment and trying to cow him into going quietly.

Death Takes a Holiday was a 1934 film directed by Mitchell Leisen, and written by Maxwell Anderson. Death (Fredric March as Prince Sirki) decides to take a holiday from his usual business to see how the mortals live. Complications ensue as those who should have died do not.

Death Takes a Holiday was remade in the 1998 film Meet Joe Black, directed by Martin Brest and starring Brad Pitt and Anthony Hopkins. While Meet Joe Black touches briefly on the consequences of a world where Death is not doing his job, its focus is on Death's experience as a human, and on the personal relationships within the family he chooses to stay with.

In 1957, Swedish director Ingmar Bergman made The Seventh Seal, an influential (and heavily symbolic) movie depicting one of the most famous moments in the fictional portrayal of Death. In the movie, a medieval knight plays a game of chess with Death, with the knight's life depending upon the outcome of the game. The concept of playing games with Death has been used (and spoofed) many times since Bergman's movie.

A 1968 short film called The Dove deliberately spoofed this famous movie scene, a young couple challenge Death to a game of badminton. Bob Burden's surrealist comic book, "The Flaming Carrot", features a cover in which the title character rejects Death's offer of playing chess and suggests instead Jarts. In Bill & Ted's Bogus Journey, the brainless protagonists challenge Death to a series of inane games including Battleship (game), electric football, Cluedo (Clue) and Twister - all of which Death loses (each time gruffly demanding a rematch). In the Arnold Schwarzenegger movie Last Action Hero, the character of Death from Bergman's Seventh Seal is brought into the real world temporarily, played by Ian McKellen. In the short-lived TV series Big Wolf on Campus the main character goes on a frantic gaming spree in which he loses several games to Death, a reverse-spoof of Bill and Ted, as well as Ingmar Bergman. Flash cartoon Weebl & Bob parodied this concept in their episode "Art". Death is portrayed by Monkey, and the characters are sitting on a chessboard, while Weebl & Bob bemoan (naturally) their lack of pie.

In Oliver Stone's 1991 film The Doors, Jim Morrison is haunted by Death, appearing in several scenes portrayed by Richard Rutowski. Death can be seen dancing behind him in orgiastic concert scenes or appearing in the background watching Morrison at bars, parties or on the street. In a scene deleted from the theatrical release, Death bumps into Morrison at an airport bar, heavily intoxicated and on his way to the ill-fated Miami show in 1969, inquiring, "how's it going?" and closing with a cryptic, "See you around, Jim." 

In a number of comedy roles, the character of Death has had a Swedish foreign accent, paying homage (sometimes unintentionally) to his role in The Seventh Seal.

 In Monty Python's The Meaning of Life, in which he is designed by Terry Gilliam and voiced by John Cleese, he breaks up a dinner party - along with its annoying hosts and guests - prematurely. 

Death makes a few cameos in Tim Burton's The Nightmare Before Christmas, most notably, sitting right behind the Behemoth in the town meeting. Death is also present in “Corpse’s Bride” 

Death Takes a Holiday movie (1934)

Der müde Tod silent movie (1921)

The Frighteners

In the film Bill & Ted's Bogus Journey, Death is the bassist for Wyld Stallyns.

In the cartoon Futurama, Death is represented by the "Sunset Squad", a group of robots who take people away to an unknown destination when they reach the age of 160.

In the cartoon The Grim Adventures of Billy and Mandy, death is The Grim Reaper, usually called Grim. In this cartoon, the grim reaper has a Jamaican accent and is the forced best friend of Billy and Mandy.

The Grim Reaper has also made several appearances on The Simpsons, Animaniacs, South Park, Family Guy, and even an early Mickey Mouse cartoon.