I will second the Cowboy Junkies "Thunder Road" and add:
Shonen Knife: "Top of the World" (Carpenters)
Bob Dylan/Tiny Tim: "I've Got You Babe" (Sonny and Cher)
Be Good Tanyas: "Waiting Around to Die" (Townes Van Zandt)
William Shatner: "Mr. Tambourine Man" (Dylan, Byrds)
Nazareth: "Love Hurts" (Roy Orbison)
Persuations: "The Wanderer" (U2)
Ike and Tina Turner: "Proud Mary" (John Fogerty/Credence)
Tom Waits: "Hi Ho, Hi Ho" (from Seven Dwarfs)
Aretha Franklin: "Jumpin Jack Flash" (Rolling Stones)
Sebastian Cabot: "It Aint Me Babe" (Dylan)
Shonen Knife: "Top of the World" (Carpenters)
Bob Dylan/Tiny Tim: "I've Got You Babe" (Sonny and Cher)
Be Good Tanyas: "Waiting Around to Die" (Townes Van Zandt)
William Shatner: "Mr. Tambourine Man" (Dylan, Byrds)
Nazareth: "Love Hurts" (Roy Orbison)
Persuations: "The Wanderer" (U2)
Ike and Tina Turner: "Proud Mary" (John Fogerty/Credence)
Tom Waits: "Hi Ho, Hi Ho" (from Seven Dwarfs)
Aretha Franklin: "Jumpin Jack Flash" (Rolling Stones)
Sebastian Cabot: "It Aint Me Babe" (Dylan)