One of the things that I love most about Waldorf Education is how teachers are trained to not take things simply for their surface value. The person-house-tree drawing is a really good example of the Waldorf teacher’s impulse to see the deeper meaning behind all that we do.
Audrey McAllen’s Reading Children’s Drawings is a great resource for interpreting children’s drawings.
She goes through the best way to set up a drawing experience for the child so the end result will be a good picture of the child’s developmental stage. Following her explanation of setting up the environment she goes through different aspects of the drawing and how we might use them to understand the developmental stage of the child. I have always used my intuitive sense when it comes to understanding these drawings but McAllen’s book is a wonderful resource for deepening our understanding of our students drawings.