She also returned to Disney Channel to portray Judy Reynolds in the comedy series Sydney to the Max, which aired from 2019 to 2021.

[3] After finding success in New York as a comedian, Caroline moved to Los Angeles to pursue an acting career in Hollywood, debuting on NBC's television series Pride & Joy, where she co-starred with Jeremy Piven.

In 2005, Rhea appeared in The Perfect Man, playing a co-worker of Jean (Heather Locklear) and had a recurring role on the Disney Channel Original Series, The Suite Life of Zack & Cody as Ilsa Shickelgubermeiger-Von Helsing der Keppelugerhofer, an inspector turned manager of the rival hotel.

In 2007, she starred in the original Lifetime Television movie To Be Fat Like Me opposite Kaley Cuoco and in the Fox animated series Two Dreadful Children.

In 2008, Rhea starred alongside Justin Guarini and Mircea Monroe in the MarVista Entertainment production of Fast Girl.

[5] Rhea has competed on Bravo's Celebrity Poker Showdown and GSN's World Series of Blackjack, and has also done a live webcast with author Meg Cabot.

In 2019, Rhea began appearing as Judy, the grandmother, in the Disney Channel sitcom Sydney to the Max,[7] which premiered January 25, 2019 and ran for three seasons until November 2021.