diff --git a/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/database.md b/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/database.md
index ccf14c8e5c..72ff425b50 100644
--- a/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/database.md
+++ b/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/database.md
@@ -7,3 +7,6 @@ sidebar_position: 2
 # Database
 
 Configure database connections.
+
+![Database screenshot](img/db-config.png)
+![Shared logo](../img/test.png)
diff --git a/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/img/db-config.png b/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/img/db-config.png
new file mode 100644
index 0000000000..613754cfaf
Binary files /dev/null and b/packages/plugin-docs-cli/src/__fixtures__/test-docs/config/img/db-config.png differ
diff --git a/packages/plugin-docs-cli/src/server/server.test.ts b/packages/plugin-docs-cli/src/server/server.test.ts
index a10fd7c242..cece5f4bb2 100644
--- a/packages/plugin-docs-cli/src/server/server.test.ts
+++ b/packages/plugin-docs-cli/src/server/server.test.ts
@@ -91,6 +91,20 @@ describe('startServer', () => {
     expect(response.body).toBeDefined();
   });
 
+  it('should rewrite relative image srcs to root-relative URLs based on the page directory', async () => {
+    const result = await startServer({ docsPath: testDocsPath, port: 0 });
+    server = result;
+    app = result.app;
+
+    const response = await request(app).get('/config/database');
+
+    expect(response.status).toBe(200);
+    // page lives at config/database.md, so `img/db-config.png` resolves under /config/img/...
+    expect(response.text).toContain('src="/config/img/db-config.png"');
+    // `../img/test.png` resolves up to the docs root
+    expect(response.text).toContain('src="/img/test.png"');
+  });
+
   it('should not include live reload script by default', async () => {
     const result = await startServer({ docsPath: testDocsPath, port: 0, liveReload: false });
     server = result;
diff --git a/packages/plugin-docs-cli/src/server/server.ts b/packages/plugin-docs-cli/src/server/server.ts
index f5274b0aed..0f9bf0ab49 100644
--- a/packages/plugin-docs-cli/src/server/server.ts
+++ b/packages/plugin-docs-cli/src/server/server.ts
@@ -160,7 +160,13 @@ export async function startServer(options: ServerOptions): Promise<Server> {
         return;
       }
 
-      const parsed = parseMarkdown(fileContent);
+      // route through the parser's asset rewriting so local preview exercises the same
+      // code path as production. assetBaseUrl '/' produces root-relative srcs which the
+      // express.static handler at the docs root serves unchanged.
+      const parsed = parseMarkdown(fileContent, {
+        assetBaseUrl: '/',
+        file: page.file,
+      });
       const title = page.title || slug;
 
       res.render('docs-layout', {
diff --git a/packages/plugin-docs-parser/src/parser.ts b/packages/plugin-docs-parser/src/parser.ts
index 32aa09f130..9a39d1ddfb 100644
--- a/packages/plugin-docs-parser/src/parser.ts
+++ b/packages/plugin-docs-parser/src/parser.ts
@@ -21,10 +21,19 @@ export type { Heading } from './types.js';
 export interface ParseOptions {
   /**
    * Base URL for resolving relative image/asset paths.
-   * When set, relative image src attributes are rewritten to absolute CDN URLs.
+   * When set, relative image src attributes are rewritten.
+   * Must be an absolute URL or a root-relative path.
    * Example: "https://plugins-cdn.grafana-dev.net/my-plugin/1.0.0/public/plugins/my-plugin/docs"
    */
   assetBaseUrl?: string;
+
+  /**
+   * Path to the doc file relative to the docs root, forward-slash separated, no leading slash
+   * (e.g. "examples/azure.md"). Pass `Page.file` from the manifest. When set, relative image
+   * srcs resolve from the doc file's directory rather than from `assetBaseUrl`. Has no effect
+   * when `assetBaseUrl` is omitted.
+   */
+  file?: string;
 }
 
 /**
@@ -90,7 +99,10 @@ export function parseMarkdown(content: string, options?: ParseOptions): ParsedMa
 
   // rewrite asset paths before sanitization so URLs are final
   if (options?.assetBaseUrl) {
-    processor.use(rehypeRewriteAssetPaths, { assetBaseUrl: options.assetBaseUrl });
+    processor.use(rehypeRewriteAssetPaths, {
+      assetBaseUrl: options.assetBaseUrl,
+      file: options.file,
+    });
   }
 
   // rewrite relative .md links to clean URLs
diff --git a/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.test.ts b/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.test.ts
index 0b23319885..fa32f12032 100644
--- a/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.test.ts
+++ b/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.test.ts
@@ -94,4 +94,157 @@ describe('rehypeRewriteAssetPaths', () => {
 
     expect(node.properties.src).toBeUndefined();
   });
+
+  describe('with file option (per-page resolution)', () => {
+    const baseWithFile = 'https://cdn.example.com/foo/docs';
+
+    it('should resolve relative src from the doc file directory, not the docs root', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'examples/azure.md' });
+      const node = img('img/screenshot.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/examples/img/screenshot.png`);
+    });
+
+    it('should normalize ./ in relative srcs', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'examples/azure.md' });
+      const node = img('./img/screenshot.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/examples/img/screenshot.png`);
+    });
+
+    it('should resolve ../ relative srcs against the parent directory', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'examples/azure.md' });
+      const node = img('../shared/logo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/shared/logo.png`);
+    });
+
+    it('should resolve from assetBaseUrl when file is at the root', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'index.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/img/foo.png`);
+    });
+
+    it('should resolve from assetBaseUrl when file is empty', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: '' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/img/foo.png`);
+    });
+
+    it('should leave absolute and special srcs untouched even with file set', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'examples/azure.md' });
+      const inputs = [
+        'https://example.com/logo.png',
+        'http://example.com/logo.png',
+        '//example.com/logo.png',
+        '/absolute.png',
+        'data:image/png;base64,iVBORw0KGgo=',
+        'blob:http://localhost:3000/abc',
+      ];
+
+      for (const src of inputs) {
+        const node = img(src);
+        t(tree(node));
+        expect(node.properties.src).toBe(src);
+      }
+    });
+
+    it('should handle a deeply nested file path', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'a/b/c/page.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/a/b/c/img/foo.png`);
+    });
+
+    it('should handle assetBaseUrl with a trailing slash', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile + '/', file: 'examples/azure.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/examples/img/foo.png`);
+    });
+
+    it('should tolerate a leading-slash file (normalized away)', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: '/examples/azure.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/examples/img/foo.png`);
+    });
+
+    it('should tolerate Windows-style backslash separators in file', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'examples\\azure.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/examples/img/foo.png`);
+    });
+
+    it('should tolerate mixed slashes in file', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: baseWithFile, file: 'a\\b/c/page.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe(`${baseWithFile}/a/b/c/img/foo.png`);
+    });
+  });
+
+  describe('skip behavior for non-relative srcs', () => {
+    const t = rehypeRewriteAssetPaths({ assetBaseUrl: 'https://cdn.example.com/docs', file: 'examples/azure.md' });
+
+    it.each([
+      'mailto:hello@example.com',
+      'ftp://files.example.com/x.png',
+      'irc://example.com',
+      'tel:+1234567890',
+      'javascript:alert(1)',
+    ])('should leave %s untouched', (src) => {
+      const node = img(src);
+      t(tree(node));
+      expect(node.properties.src).toBe(src);
+    });
+  });
+
+  describe('protocol-relative assetBaseUrl', () => {
+    it('should throw when assetBaseUrl is protocol-relative', () => {
+      expect(() => rehypeRewriteAssetPaths({ assetBaseUrl: '//cdn.example.com/docs' })).toThrow(/protocol-relative/);
+    });
+  });
+
+  describe('with root-relative assetBaseUrl (CLI use case)', () => {
+    it('should resolve relative srcs against the doc file directory and produce a root-relative URL', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: '/', file: 'examples/azure.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe('/examples/img/foo.png');
+    });
+
+    it('should resolve from a root-relative subpath', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: '/static/docs', file: 'examples/azure.md' });
+      const node = img('img/foo.png');
+      t(tree(node));
+
+      expect(node.properties.src).toBe('/static/docs/examples/img/foo.png');
+    });
+
+    it('should leave non-relative srcs untouched', () => {
+      const t = rehypeRewriteAssetPaths({ assetBaseUrl: '/', file: 'examples/azure.md' });
+      const inputs = ['https://example.com/x.png', 'data:image/png;base64,iVBORw0KGgo=', '/already/absolute.png'];
+
+      for (const src of inputs) {
+        const node = img(src);
+        t(tree(node));
+        expect(node.properties.src).toBe(src);
+      }
+    });
+  });
 });
diff --git a/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.ts b/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.ts
index 8eebd71da9..55e23a2ce4 100644
--- a/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.ts
+++ b/packages/plugin-docs-parser/src/plugins/rehype-rewrite-asset-paths.ts
@@ -2,15 +2,88 @@ import type { Root, Element } from 'hast';
 import { visit } from 'unist-util-visit';
 
 export interface RewriteAssetPathsOptions {
-  /** Base URL for resolving relative image/asset paths to absolute CDN URLs. */
+  /**
+   * Base URL for resolving relative image/asset paths.
+   * Must be an absolute URL (e.g. `"https://cdn.example.com/foo/docs"`) or a root-relative path
+   * (e.g. `"/"` or `"/static/docs"`). Protocol-relative bases (`//host/...`) are not supported
+   * and will throw.
+   */
   assetBaseUrl: string;
+
+  /**
+   * Path to the doc file relative to the docs root (e.g. `"examples/azure.md"`). Pass
+   * `Page.file` from the manifest. When set, relative srcs are resolved from the doc file's
+   * directory rather than from the docs root. When omitted, relative srcs are resolved from
+   * `assetBaseUrl` (legacy behavior).
+   *
+   * Forward-slash separation is the documented format, but OS-specific separators (`\\`) and
+   * a leading `/` are tolerated and normalized away so callers can forward `node:path` output
+   * without a manual cleanup step.
+   */
+  file?: string;
+}
+
+// synthetic origin used to coerce root-relative bases into a fully-qualified URL the URL
+// constructor can resolve against. stripped from the result before returning.
+const SYNTHETIC_ORIGIN = 'https://_resolver_.local';
+
+// matches any RFC 3986 scheme-prefixed URL (http:, https:, data:, blob:, mailto:, ftp:, ...).
+// used to skip srcs that are already absolute regardless of scheme.
+const SCHEME_RE = /^[a-z][a-z0-9+.-]*:/i;
+
+function isAbsoluteHttpUrl(value: string): boolean {
+  return /^https?:\/\//i.test(value);
+}
+
+function ensureTrailingSlash(value: string): string {
+  return value.endsWith('/') ? value : value + '/';
+}
+
+function normalizeFile(file: string): string {
+  // tolerate node:path output on Windows (`examples\azure.md`) and a stray leading slash
+  return file.replace(/\\/g, '/').replace(/^\/+/, '');
+}
+
+function resolveSrc(src: string, assetBaseUrl: string, file: string | undefined): string {
+  const baseWithSlash = ensureTrailingSlash(assetBaseUrl);
+  const isAbs = isAbsoluteHttpUrl(assetBaseUrl);
+  const fullBase = isAbs ? new URL(baseWithSlash) : new URL(baseWithSlash, SYNTHETIC_ORIGIN);
+
+  // resolve relative to the doc file's directory if `file` was provided
+  let dirBase = fullBase;
+  if (file) {
+    const normalized = normalizeFile(file);
+    const lastSlash = normalized.lastIndexOf('/');
+    if (lastSlash >= 0) {
+      dirBase = new URL(normalized.slice(0, lastSlash + 1), fullBase);
+    }
+  }
+
+  const resolved = new URL(src, dirBase);
+
+  if (isAbs) {
+    return resolved.toString();
+  }
+  // root-relative input: strip the synthetic origin
+  return resolved.pathname + resolved.search + resolved.hash;
 }
 
 /**
- * Rehype plugin that rewrites relative image `src` attributes to absolute CDN URLs.
+ * Rehype plugin that rewrites relative image `src` attributes to absolute (or root-relative)
+ * URLs, using URL-style resolution semantics.
+ *
+ * - `./foo` and `../foo` are normalized
+ * - any `scheme:` URL (`http:`, `https:`, `data:`, `blob:`, `mailto:`, `ftp:`, ...),
+ *   protocol-relative (`//`) and root-relative (`/`) srcs are left untouched
+ * - When `file` is provided, relative srcs resolve from the doc file's directory; otherwise
+ *   they resolve from `assetBaseUrl`
  */
 export function rehypeRewriteAssetPaths(options: RewriteAssetPathsOptions) {
-  const base = options.assetBaseUrl.replace(/\/$/, '');
+  if (options.assetBaseUrl.startsWith('//')) {
+    throw new TypeError(
+      `assetBaseUrl must be an absolute URL or a root-relative path; protocol-relative URLs are not supported (got: ${options.assetBaseUrl})`
+    );
+  }
 
   return (tree: Root) => {
     visit(tree, 'element', (node: Element) => {
@@ -23,19 +96,12 @@ export function rehypeRewriteAssetPaths(options: RewriteAssetPathsOptions) {
         return;
       }
 
-      // skip absolute, protocol-relative, data, blob and root-relative URLs
-      if (
-        src.startsWith('http://') ||
-        src.startsWith('https://') ||
-        src.startsWith('//') ||
-        src.startsWith('data:') ||
-        src.startsWith('blob:') ||
-        src.startsWith('/')
-      ) {
+      // skip any already-absolute src: schemed (http:, data:, mailto:, ...), protocol-relative, root-relative
+      if (SCHEME_RE.test(src) || src.startsWith('//') || src.startsWith('/')) {
         return;
       }
 
-      node.properties.src = `${base}/${src}`;
+      node.properties.src = resolveSrc(src, options.assetBaseUrl, options.file);
     });
   };
 }