diff --git a/lib/util/logger.ts b/lib/util/logger.ts
index 5abe63603d..0e4b089807 100644
--- a/lib/util/logger.ts
+++ b/lib/util/logger.ts
@@ -240,7 +240,11 @@ class Logger {
 
             for (const dir of directories) {
                 this.debug(`Removing old log directory '${dir.path}'`);
-                rimrafSync(dir.path);
+                try {
+                    rimrafSync(dir.path);
+                } catch (e) {
+                    this.error(`Failed to remove old log directory '${dir.path}': ${e}`);
+                }
             }
         }
     }
diff --git a/test/logger.test.ts b/test/logger.test.ts
index 379d53dfef..2a55475973 100644
--- a/test/logger.test.ts
+++ b/test/logger.test.ts
@@ -12,6 +12,14 @@ import Transport from "winston-transport";
 import logger from "../lib/util/logger";
 import * as settings from "../lib/util/settings";
 
+vi.mock("rimraf", async (importOriginal) => {
+    const actual = await importOriginal<typeof import("rimraf")>();
+    return {
+        ...actual,
+        rimrafSync: vi.fn(actual.rimrafSync),
+    };
+});
+
 describe("Logger", () => {
     let consoleWriteSpy: MockInstance;
     const dir = tmp.dirSync();
@@ -59,6 +67,24 @@ describe("Logger", () => {
         expect(fs.readdirSync(dir.name).length).toBe(10);
     });
 
+    it("Should handle cleanup error", () => {
+        for (const d of fs.readdirSync(dir.name)) {
+            rimrafSync(path.join(dir.name, d));
+        }
+
+        for (let i = 0; i < 20; i++) {
+            fs.mkdirSync(path.join(dir.name, `log_${i}`));
+        }
+
+        vi.mocked(rimrafSync).mockImplementationOnce(() => {
+            throw new Error("EACCES: permission denied");
+        });
+
+        const errorSpy = vi.spyOn(logger, "error");
+        logger.init();
+        expect(errorSpy).toHaveBeenCalledWith(expect.stringMatching(/Failed to remove old log directory '.*': Error: EACCES: permission denied/));
+    });
+
     it("Should cleanup (15 folders setting)", () => {
         for (const d of fs.readdirSync(dir.name)) {
             rimrafSync(path.join(dir.name, d));