After fast-paced New York City high end real estate broker Fiona Rangely (Lacey Chabert) gets dumped by her boyfriend, she flows to her family's quaint Vermont Inn for a few days to decrease and evaluate her lifetime. When her ex boyfriend Nate turns up at the Inn with a brand-new girlfriend, Fiona quickly devises a strategy to win him back: pretend the handsome and very laid- back head fighter Derek (Carlo Marks) is her new boyfriend! Much to Fiona herself in pretending to be in love, she understands that she's been thrown a curveball the best things in life -- to the surprise of Derek are worth the wait.