This is one of my favorites because it's so cute, but it doesn't have your standard family Christmas scenes. Tends to catch my students by surprise since they don't expect the kids to be singing with adult voices.
"Baby It's Cold Outside" - Idina Menzel & Michael Bublé
https://www.youtube.com/watch?v=6bbuBubZ1yE&ab_channel=IdinaMenzelOthers:"That's Christmas to Me" - Pentatonix
"It's Beginning to Look a Lot Like Christmas" - Michael Bublé (a lot of Bublé's Christmas videos would actually fit)
"Mistletoe" - Justin Bieber
"Santa's Coming For Us" - Sia
"Let It Snow" - Boys II Men
"Time For Change" - Robbie Williams
"It's Christmas Time - Macklemore
"Jingle Bell Rock" - Daryl Hall & John Oates
"The Christmas Song" - Nat King Cole (animated)
"The Christmas Waltz" - Frank Sinatra (animated)
These probably don't fit what you're looking for, but I think they're cute, too:
"Somewhere Only We Know" - Lily Allen
"Ringing of the Bells" - The Muppets
"Christmas Eve / Sarajevo" (Timeless Version) - Trans-Siberian Orchestra
