diff --git a/server/controllers/guacamoleProxy.js b/server/controllers/guacamoleProxy.js
index 69fc32f..4071629 100644
--- a/server/controllers/guacamoleProxy.js
+++ b/server/controllers/guacamoleProxy.js
@@ -1,7 +1,9 @@
 const WebSocket = require("ws");
+const { getGuacamolePort } = require("../utils/guacamoleStarter");
+
 module.exports = async (ws, token) => {
     try {
-        const guacdUrl = `ws://localhost:58391/?token=${token}`;
+        const guacdUrl = `ws://localhost:${getGuacamolePort()}/?token=${token}`;
         const guacdSocket = new WebSocket(guacdUrl);
 
         ws.on("message", (message) => {
diff --git a/server/index.js b/server/index.js
index 73e2ac2..956f57c 100644
--- a/server/index.js
+++ b/server/index.js
@@ -5,9 +5,9 @@ const express = require("express");
 const path = require("path");
 const db = require("./utils/database");
 const { authenticate } = require("./middlewares/auth");
-const GuacamoleLite = require("guacamole-lite");
 const expressWs = require("express-ws");
 const { startPVEUpdater } = require("./utils/pveUpdater");
+const { startGuacamole } = require("./utils/guacamoleStarter");
 
 require("./utils/folder");  // Create needed data folders
 
@@ -36,11 +36,6 @@ app.use("/api/servers", authenticate, require("./routes/server"));
 app.use("/api/pve-servers", authenticate, require("./routes/pveServer"));
 app.use("/api/identities", authenticate, require("./routes/identity"));
 
-new GuacamoleLite({ port: 58391 }, { port: 4822 }, {
-    crypt: { cypher: "AES-256-CBC", key: module.exports.GUACD_TOKEN },
-    log: { level: 0 },
-});
-
 if (process.env.NODE_ENV === "production") {
     app.use(express.static(path.join(__dirname, "../dist")));
 
@@ -55,6 +50,8 @@ db.authenticate().catch(err => {
 }).then(async () => {
     console.log("Successfully connected to the database " + (process.env.DB_TYPE === "mysql" ? "server" : "file"));
 
+    await startGuacamole();
+
     await db.sync({ alter: true, force: false });
 
     startPVEUpdater();
diff --git a/server/utils/guacamoleStarter.js b/server/utils/guacamoleStarter.js
new file mode 100644
index 0000000..180dc81
--- /dev/null
+++ b/server/utils/guacamoleStarter.js
@@ -0,0 +1,42 @@
+const GuacamoleLite = require("guacamole-lite");
+const net = require("net");
+const { GUACD_TOKEN } = require("../index");
+
+let GUACAMOLE_LITE_PORT = 58390;
+
+const checkFreePort = async (port) => {
+    return new Promise((resolve) => {
+        const server = net.createServer();
+        server.once("error", () => resolve(false));
+        server.once("listening", () => {
+            server.close();
+            resolve(true);
+        });
+        server.listen(port, "::");
+    });
+};
+
+const getFreePort = async () => {
+    for (let i = 0; i < 10; i++) {
+        const port = Math.floor(Math.random() * 10000) + 50000;
+        if (await checkFreePort(port)) {
+            return port;
+        }
+    }
+    throw new Error("Could not find a free port for Guacamole");
+};
+
+module.exports.startGuacamole = async () => {
+    GUACAMOLE_LITE_PORT = await getFreePort();
+
+    console.log("Starting Guacamole on port " + GUACAMOLE_LITE_PORT);
+
+    new GuacamoleLite({ port: GUACAMOLE_LITE_PORT, host: "::" }, { port: 4822 }, {
+        crypt: { cypher: "AES-256-CBC", key: GUACD_TOKEN },
+        log: { level: 0 },
+    }).on("error", () => {
+        console.error("Could not connect to guacd. Is it running?");
+    });
+};
+
+module.exports.getGuacamolePort = () => GUACAMOLE_LITE_PORT;
\ No newline at end of file