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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 Nate shows up at the inn with a brand new girlfriend Haley (Elise Gatien), Fiona quickly devises a plan to win him back: pretend the handsome and laid-back head chef Derek (Carlo Marks) is her new boyfriend.