I really dug the video of Toby Keith singing "Should Have Been a Cowboy" in reggae style.
I saw this a few years ago and thought Ruth Anne might like it. It's Ziggy Marley and The Chieftains.
And this one, I've not been able to forget. It's Ladysmith Black mambazo and Dolly Parton singing "Knocking on Heaven's Door".
And even more improbably, Dolly Parton singing, no, killing, Stairway to Heaven. She owned it, as did her bluegrass band in the background.