diff --git a/packages/website/plugins/generated-rule-docs.ts b/packages/website/plugins/generated-rule-docs.ts
index 90f0b3fa6f70..d29d240c91fc 100644
--- a/packages/website/plugins/generated-rule-docs.ts
+++ b/packages/website/plugins/generated-rule-docs.ts
@@ -4,6 +4,7 @@ import * as fs from 'fs';
 import type { JSONSchema7 } from 'json-schema';
 import type { JSONSchema } from 'json-schema-to-typescript';
 import { compile } from 'json-schema-to-typescript';
+import * as lz from 'lzstring.ts';
 import type * as mdast from 'mdast';
 import { EOL } from 'os';
 import * as path from 'path';
@@ -193,35 +194,62 @@ export const generatedRuleDocs: Plugin = () => {
         type: 'paragraph',
       } as mdast.Paragraph);
 
+      /**
+       * @param withComment Whether to include a full comment note.
+       * @remarks `withComment` can't be used inside a JSON object which is needed for eslintrc in the playground
+       */
+      const getEslintrcString = (withComment: boolean): string => {
+        return `{
+  "rules": {${
+    withComment
+      ? '\n    // Note: you must disable the base rule as it can report incorrect errors'
+      : ''
+  }
+    "${extendsBaseRuleName}": "off",
+    "@typescript-eslint/${file.stem}": "${optionLevel}"
+  }
+}`;
+      };
+
       root.children.splice(howToUseH2Index + 1, 0, {
         lang: 'js',
         type: 'code',
         meta: 'title=".eslintrc.cjs"',
-        value: `module.exports = {
-  "rules": {
-    // Note: you must disable the base rule as it can report incorrect errors
-    "${extendsBaseRuleName}": "off",
-    "@typescript-eslint/${file.stem}": "${optionLevel}"
-  }
-};`,
+        value: `module.exports = ${getEslintrcString(true)};`,
       } as mdast.Code);
+
+      root.children.splice(howToUseH2Index + 2, 0, {
+        value: `<try-in-playground eslintrcHash="${convertToPlaygroundHash(
+          getEslintrcString(false),
+        )}" />`,
+        type: 'jsx',
+      } as unist.Node);
     } else {
       // For non-extended rules, the code snippet is placed before the first h2
       // (i.e. at the end of the initial explanation)
       const firstH2Index = root.children.findIndex(
         child => nodeIsHeading(child) && child.depth === 2,
       );
+
+      const getEslintrcString = `{
+  "rules": {
+    "@typescript-eslint/${file.stem}": "${optionLevel}"
+  }
+}`;
       root.children.splice(firstH2Index, 0, {
         lang: 'js',
         type: 'code',
         meta: 'title=".eslintrc.cjs"',
-        value: `module.exports = {
-  "rules": {
-    "@typescript-eslint/${file.stem}": "${optionLevel}"
-  }
-};`,
+        value: `module.exports = ${getEslintrcString};`,
       } as mdast.Code);
 
+      root.children.splice(firstH2Index + 1, 0, {
+        value: `<try-in-playground eslintrcHash="${convertToPlaygroundHash(
+          getEslintrcString,
+        )}" />`,
+        type: 'jsx',
+      } as unist.Node);
+
       if (meta.schema.length === 0) {
         root.children.splice(optionsH2Index + 1, 0, {
           children: [
@@ -395,6 +423,10 @@ export const generatedRuleDocs: Plugin = () => {
   };
 };
 
+function convertToPlaygroundHash(eslintrc: string): string {
+  return lz.LZString.compressToEncodedURIComponent(eslintrc);
+}
+
 function nodeIsHeading(node: unist.Node): node is mdast.Heading {
   return node.type === 'heading';
 }
diff --git a/packages/website/src/theme/MDXComponents/TryInPlayground.module.css b/packages/website/src/theme/MDXComponents/TryInPlayground.module.css
new file mode 100644
index 000000000000..2830e4da6ec0
--- /dev/null
+++ b/packages/website/src/theme/MDXComponents/TryInPlayground.module.css
@@ -0,0 +1,3 @@
+.tryInPlaygroundLink {
+  float: right;
+}
diff --git a/packages/website/src/theme/MDXComponents/TryInPlayground.tsx b/packages/website/src/theme/MDXComponents/TryInPlayground.tsx
new file mode 100644
index 000000000000..d9b096f1d909
--- /dev/null
+++ b/packages/website/src/theme/MDXComponents/TryInPlayground.tsx
@@ -0,0 +1,19 @@
+import React from 'react';
+
+import styles from './TryInPlayground.module.css';
+
+export function TryInPlayground({
+  eslintrcHash,
+}: {
+  eslintrcHash: string;
+}): React.ReactNode {
+  return (
+    <a
+      className={styles.tryInPlaygroundLink}
+      href={`/play#eslintrc=${eslintrcHash}`}
+      target="_blank"
+    >
+      Try this rule in the playground ↗
+    </a>
+  );
+}
diff --git a/packages/website/src/theme/MDXComponents/index.tsx b/packages/website/src/theme/MDXComponents/index.tsx
index 70fa555536b5..c810e8b72833 100644
--- a/packages/website/src/theme/MDXComponents/index.tsx
+++ b/packages/website/src/theme/MDXComponents/index.tsx
@@ -1,9 +1,11 @@
 import MDXComponents from '@theme-original/MDXComponents';
 
 import { RuleAttributes } from './RuleAttributes';
+import { TryInPlayground } from './TryInPlayground';
 
 // eslint-disable-next-line import/no-default-export
 export default {
   ...MDXComponents,
   'rule-attributes': RuleAttributes,
+  'try-in-playground': TryInPlayground,
 };