When a local waitress is found dead on the beach and a mysterious deposit appears in Zee's bank account, Martha's Vineyard proves to be all but the simple, scenic life Jeff Jackson was after.

Fired from her job as a reality TV host, Natalie (Lenz) returns home for Valentine's Day only to find herself running the town festival's auction with her ex-fiancé (Macfarlane) thanks to two scheming mothers.

While planning an annual Christmas party, Peyton is forced together with Ben to care for a friend's daughter. While finding their Christmas spirit, will there be some romance along the way.