Anna Chlumsky (Jennifer Mills)Warren Christie (Will Johnson)Chelah Horsdal (Mandy Norton)Tiera Skovbye (Alice Norton)Sydney Stamler (Flo Norton)Jakob Davies (Miles Norton)William deVry (Brian Norton)Susan Hogan (Kathryn Mills)Kevin McNulty (Russell Mills)Garry Chalk (Charlie Marshall)Jesse Hutch (Quinn Richards)Ecstasia Sanders (Sarah Christie)P.J. Prinsloo (Peter Longden)Hazel Atkins (Erika)Edward Ruttle (Sean)Darien Provost (Toby)
25-year-old Jennifer Mills (Anna Chlumsky) lives her life without commitment, relieved that her boyfriend isn't even close to putting a ring on her finger. Nothing like her older sister Mandy (Chelah Horsdal), who married young and settled into family life, Jennifer loves being carefree. But her mother Kathryn (Susan Hogan) sees Jennifer's wild ways as a fear of settling down, and hatches a secret plan to take her from playful to parent in just three weeks. When Mandy and her husband plan a three-week European vacation without their three kids, Kathryn convinces Jennifer to help watch them until she can get into town. Jennifer quickly finds out that playing house isn't for kids, and realizes that she must go from cool aunt to strict parent to keep her sister's trust. But with a little help from Will (Warren Christie), the handsome new neighbor across the street, she manages to pull it together to prove to everyone, even herself, that taking responsibility can be rewarding.