Lay landscaping fabric around the wall from which you plan to remove the paint. Use the fabric to catch the paint as it falls.
Wash the side of the house with a pressure washer using a wide spray. Work from a ladder so you can angle the spray downward.
Remove any remaining paint with a wire brush or paint scraper.
Allow the siding to dry completely before proceeding.
Apply an exterior-grade, oil-based primer to the siding using a sponge roller. Choose a roller that is slightly wider than each siding panel for easy application. Allow the primer to cure according to package instructions.
Paint the siding using an exterior-grade, water-based paint that has an acrylic binder. Acrylic paint is more flexible than latex paint, making it preferable outdoors, where it is subjected to constant temperature fluctuations. Apply the paint in the same manner as the primer. Allow it to cure according to the package instructions, then apply a second coat.