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It’s necessary for paint to completely dry before exposure to rain, and that drying time varies by the type of paint used. Oil-based paint takes 6 to 8 hours to dry on average, meaning that’s the minimum time needed between the last brush stroke and the first raindrop. Latex paint dries faster at around 1 hour, and acrylic paint is even quicker, usually drying in about 30 minutes. If rain is in the forecast, check the paint manufacturer's details before laying on a new coat. 

Yes, it is important to wash your deck before painting to ensure the paint applies well and adheres properly. While you don't have to use a pressure washer, it is one of the most efficient cleaning methods. Pressure washing can quickly remove dirt, wood fibers, and flaked paint, getting deeper into the wood than manual scrubbing. You can also clean the deck with a stiff broom and a cleaning solution. Regardless of the method, a clean surface is essential for good paint adhesion. Make sure the deck is completely dry before applying any paint.

Many decking oils can help slow down algae growth, but they don't completely stop it. These oils work by sealing the wood, which reduces moisture and, therefore, algae growth. Some decking oils also help protect against UV damage, but they need to be reapplied according to the manufacturer’s instructions to ensure the decking stays protected.

You can apply stain over peeling stain, but it’s not a good idea. Your old stain will get in the way of your new stain bonding to the wood, so you’re likely going to see the same issue again shortly after application. Your best option is to sand off the old stain and clean the surface thoroughly before applying new stain.