Adam, a sweet guy who suffers from OCD, is nervous to ask out his office crush Gillian, so he devises a plan that will get her up to the cabin for their first date.

Adam has cured himself of his counting compulsion and rents the beach house for a getaway with his family to show them how much he's improved. When his family cancels and he's left to his own devices, he tries to befriend another family on vacation.