After fast-paced New York City high-end real estate broker Fiona (Lacey Chabert) gets dumped by her boyfriend Nate (Jesse Moss), she escapes to her family’s quaint Vermont inn for a few days to slow down and re-evaluate her life. When her ex-boyfriend Nate shows up at the inn with a brand new girlfriend Haley (Elise Gatien), she quickly devises a plan to win him back: pretend the handsome and very laid-back head chef Derek (Carlo Marks) is her new boyfriend.