Natalie Morgan is an author and host of a popular podcast, Holiday Love, which shares true stories of holiday romance with its listeners. While to the outside world and her listeners everywhere see Natalie is an expert on romance, she's never truly experienced a romance of her own. As Natalie prepares to embark on a promotional tour for her new book, she stops back home to spend Christmas with her family and to celebrate her parent's 50th anniversary where she unexpectedly begins to experience her own holiday romance as sparks ignite with local firefighter, Jack.

It’s Jolie’s first time going back home to Louisiana since her devastating break-up with Foster Burke. Seeing him is inevitable as their parents run the town’s annual Christmas Market together, but when she discovers Foster is bringing home a new girlfriend, Jolie cannot bear the thought of going home alone and seeing them together. Her best friend Naomi suggests that Jolie bring her flaky brother, Jack, home for Christmas as he has no plans this year. Jolie, a professional web designer, is hesitant; so, Naomi, a lawyer, creates a Christmas contract to give them both something they want—a buffer for those awkward moments around Jolie’s ex and a website to help sell Jack’s upcoming novel. Unbeknownst to them, the Christmas contract proves to be so much more than what they signed up for.

In 1979, an Indian family moves to America with hopes of living the American Dream. While their 10-year-old boy Smith falls head-over-heels for the girl next door, his desire to become a "good old boy" propels him further away from his family's ideals than ever before.