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If you paint a vinyl fence, it will likely stick to it for only a brief amount of time. This is because vinyl is not a porous material, so it's not an ideal surface for holding paint. Initially, paint will stick to your fence, but it will eventually peel off. Applying primer before painting your vinyl fence will help paint last longer. Certain primers are well-suited to vinyl, which means you can paint vinyl siding with the proper preparation.

Moisture and rot are the largest threat to wooden fences. Stain can help your wood fence last 15 to 20 years, but only if you choose a stain with waterproofing qualities or add a sealant. Oil-based stains create a thicker moisture barrier than water-based stains, though both are mold and mildew resistant. You’ll generally need to re-stain your fence every one to eight years to get full protection.

Your tool of choice ultimately comes down to personal preference. Many DIYers prefer applying stain with a lint-free rag, but others stick with a paint brush or a roller. Wipe the stain and work it into the wood, working with and against the grain. If you’re applying multiple coats, allow the stain to dry for around four hours between coats.

Stains penetrate wood best when it's cool and dry, so you want to avoid moisture. If the wood is wet upon application, or if it rains before the stain dries, the water will soak into the wood and displace the staining solution. This leads to a flaky and blotchy look, which is the opposite of a sumptuous even coat. Once the stain has fully cured, after about 3 days, rain shouldn’t cause you any problems.