Guest Stars Rachel Skarsten as Natalie Braddock Rob Stewart as Stephen Cunningham Holly Deveaux as Dana Mayweather Brett Dier as Darcy James Dunleavy (Jamie Dee) Co Starring Tattiawna Jones as Winnie Camden Fiona Byrne as Maria Alverez Costa Tovarnisky as Kohl Paul Miller as Abbot Owen Roth as Kyle