Children often have difficulty playing alone when they find the toy/game/task either boring, too difficult or not socially interactive when they crave being with others. Keep in mind that some children will not play alone as they are accustomed to playing with others at school or home.
Perhaps you can help your child discover solitary play through enhanced creativity. Such as making puppets out of assorted craft materials and then in time, putting on a puppet show. Making bead jewelry as presents for friends and family. And pop up books with interactive dolls (American Girl makes a very fun series of these which would be fine for a five year old.)
Check out the wonderful ideas on this fun website: Mommy On A Shoestring. Here you will find many creative ideas for your child and your family- on a shoestring budget.
Louise Sattler, Psychologist
Owner of Signing Families™