Jessica Lew has been a loyal assistant to her employer, Charles Darlington, but after earning her law degree she’s ready to join his company in a legal position. Before doing so, Jessica offers to watch his orphaned nieces and nephew who are coming from Australia for a stay over the holidays before starting at their new school. When Charles’ younger, charming and very-single brother Max returns home for Christmas, Jessica teams up with him to create a fun, festive visit for the siblings. While doing so, they grow close to each other as well as to the kids. While Jessica and Max each thought they knew what they wanted from life, they find themselves reconsidering what will truly make them happy.