diff --git a/packages/browser/src/client/tester/runner.ts b/packages/browser/src/client/tester/runner.ts
index faddbcb9f090..48dfe4dfe593 100644
--- a/packages/browser/src/client/tester/runner.ts
+++ b/packages/browser/src/client/tester/runner.ts
@@ -156,7 +156,8 @@ export function createBrowserRunner(
     }
 
     onTaskFinished = async (task: Task) => {
-      const lastErrorContext = task.result?.errors?.at(-1)?.context
+      // check custom matcher metadata in JestExtendError
+      const lastErrorContext = task.result?.errors?.at(-1)?.__vitest_error_context__
       if (
         this.config.browser.screenshotFailures
         && document.body.clientHeight > 0
diff --git a/packages/expect/src/jest-extend.ts b/packages/expect/src/jest-extend.ts
index cc5d313177e6..8857f4357a70 100644
--- a/packages/expect/src/jest-extend.ts
+++ b/packages/expect/src/jest-extend.ts
@@ -64,12 +64,18 @@ function getMatcherState(
   }
 }
 
+interface VitestErrorContext {
+  assertionName: string
+  meta?: object
+}
+
 class JestExtendError extends Error {
   constructor(
     message: string,
     public actual?: any,
     public expected?: any,
-    public context?: { assertionName: string; meta?: object },
+    /** @internal */
+    public __vitest_error_context__?: VitestErrorContext,
   ) {
     super(message)
   }
diff --git a/packages/vitest/src/node/printError.ts b/packages/vitest/src/node/printError.ts
index 300d132acb09..bea106916d85 100644
--- a/packages/vitest/src/node/printError.ts
+++ b/packages/vitest/src/node/printError.ts
@@ -283,6 +283,7 @@ const skipErrorProperties = new Set([
   'VITEST_TEST_NAME',
   'VITEST_TEST_PATH',
   '__vitest_rollup_error__',
+  '__vitest_error_context__',
   ...Object.getOwnPropertyNames(Error.prototype),
   ...Object.getOwnPropertyNames(Object.prototype),
 ])
diff --git a/test/cli/test/expect-extend.test.ts b/test/cli/test/expect-extend.test.ts
new file mode 100644
index 000000000000..c5acb35bfe1a
--- /dev/null
+++ b/test/cli/test/expect-extend.test.ts
@@ -0,0 +1,56 @@
+import { expect, test } from 'vitest'
+import { runInlineTests } from '../../test-utils'
+
+// JestExtendError's internal context property shouldn't show up as "Serialized Error"
+test('expect.extend error message', async () => {
+  const result = await runInlineTests({
+    './basic.test.js': `
+import { expect, test } from 'vitest';
+
+expect.extend({
+  toMyEqual(actual, expected) {
+    const pass = actual === expected;
+    return { pass, message: () => 'my matcher failed', actual, expected };
+  },
+});
+
+test('fail', () => {
+  expect(123).toMyEqual(456);
+});
+`,
+  }, {
+    reporters: 'verbose',
+  })
+  expect(result.stderr).toMatchInlineSnapshot(`
+    "
+    ⎯⎯⎯⎯⎯⎯⎯ Failed Tests 1 ⎯⎯⎯⎯⎯⎯⎯
+
+     FAIL  basic.test.js > fail
+    Error: my matcher failed
+
+    - Expected
+    + Received
+
+    - 456
+    + 123
+
+     ❯ basic.test.js:12:15
+         10|
+         11| test('fail', () => {
+         12|   expect(123).toMyEqual(456);
+           |               ^
+         13| });
+         14|
+
+    ⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯⎯[1/1]⎯
+
+    "
+  `)
+  expect(result.testTree()).toMatchInlineSnapshot(`
+    {
+      "basic.test.js": {
+        "fail": "failed",
+      },
+    }
+  `)
+})