Cindy

As the only child of a single mom, Jenny Collins wanted nothing more than to be part of a large, rambunctious family like the O’Briens. Ironically, though, when her mother married into that family, Jenny found herself feeling more like an outsider than ever. Now, after years in Nashville as an established songwriter, Jenny’s drawn back to Chesapeake Shores to collaborate on a Christmas production...and to make peace with the past. As if that’s not challenging enough, Caleb Green, the singer who broke her heart, has followed her to town, determined to win her back.

Jess O'Brien has overcome a lot - the challenges of attention deficit disorder, the near bankruptcy of her beloved Inn at Eagle Point, and her self-perception as a screwup in a family of overachievers. Now she's ready to share her future with a man. Her friends persuade her to join a dating service...but she gets no takers. That’s fine by psychologist Will Lincoln, her childhood friend. He's already chosen the perfect man for Jess: himself.