diff --git a/astro.config.ts b/astro.config.ts
index 24d082ee04f3c63..9972119136db60a 100644
--- a/astro.config.ts
+++ b/astro.config.ts
@@ -11,6 +11,8 @@ import react from "@astrojs/react";
 import { readdir } from "fs/promises";
 import { fileURLToPath } from "url";
 
+import remarkValidateImages from "./src/plugins/remark/validate-images";
+
 import rehypeTitleFigure from "rehype-title-figure";
 import rehypeMermaid from "./src/plugins/rehype/mermaid.ts";
 import rehypeAutolinkHeadings from "./src/plugins/rehype/autolink-headings.ts";
@@ -61,6 +63,7 @@ export default defineConfig({
 	site: "https://developers.cloudflare.com",
 	markdown: {
 		smartypants: false,
+		remarkPlugins: [remarkValidateImages],
 		rehypePlugins: [
 			rehypeMermaid,
 			rehypeExternalLinks,
diff --git a/src/plugins/remark/validate-images.ts b/src/plugins/remark/validate-images.ts
new file mode 100644
index 000000000000000..07b434f937a480c
--- /dev/null
+++ b/src/plugins/remark/validate-images.ts
@@ -0,0 +1,52 @@
+import { existsSync } from "node:fs";
+import { join } from "node:path";
+import { visit } from "unist-util-visit";
+
+import type { Node } from "unist";
+import type { VFile } from "vfile";
+
+interface ImageNode extends Node {
+	type: "image";
+	url: string;
+	position?: {
+		start: { line: number; column: number };
+		end: { line: number; column: number };
+	};
+}
+
+export default function validateImages() {
+	const rootDir = process.cwd();
+
+	const assetsDir = join(rootDir, "src", "assets");
+	const publicDir = join(rootDir, "public");
+
+	return (tree: Node, file: VFile) => {
+		visit(tree, "image", (node: ImageNode) => {
+			const { url } = node;
+			let fullPath: string;
+
+			if (url.startsWith("~/assets/")) {
+				fullPath = join(assetsDir, url.slice(9));
+			} else if (url.startsWith("/")) {
+				fullPath = join(publicDir, url);
+			} else {
+				// Remote image or unrecognised URL
+				return;
+			}
+
+			if (!existsSync(fullPath)) {
+				const position = node.position
+					? ` at line ${node.position.start.line}, column ${node.position.start.column}`
+					: "";
+
+				const error = new Error(
+					`Image not found: "${url}"${position} in ${file.path}\n` +
+						`Expected to find at: ${fullPath}`,
+				) as Error & { file?: string };
+
+				error.file = file.path;
+				throw error;
+			}
+		});
+	};
+}