diff --git a/nixos/tests/all-tests.nix b/nixos/tests/all-tests.nix
index 933eaab3b0a9..c03ed4767c77 100644
--- a/nixos/tests/all-tests.nix
+++ b/nixos/tests/all-tests.nix
@@ -1125,7 +1125,7 @@ in
   prosody = handleTest ./xmpp/prosody.nix { };
   prosody-mysql = handleTest ./xmpp/prosody-mysql.nix { };
   proxy = handleTest ./proxy.nix { };
-  prowlarr = handleTest ./prowlarr.nix { };
+  prowlarr = runTest ./prowlarr.nix;
   pt2-clone = handleTest ./pt2-clone.nix { };
   pykms = handleTest ./pykms.nix { };
   public-inbox = handleTest ./public-inbox.nix { };
diff --git a/nixos/tests/prowlarr.nix b/nixos/tests/prowlarr.nix
index 859ce58b3b1b..c03475df0423 100644
--- a/nixos/tests/prowlarr.nix
+++ b/nixos/tests/prowlarr.nix
@@ -1,22 +1,40 @@
-import ./make-test-python.nix (
-  { lib, ... }:
+{ lib, config, ... }:
 
-  {
-    name = "prowlarr";
-    meta.maintainers = with lib.maintainers; [ ];
+{
+  name = "prowlarr";
+  meta.maintainers = with lib.maintainers; [ ];
 
-    nodes.machine =
-      { pkgs, ... }:
-      {
-        services.prowlarr.enable = true;
+  nodes.machine =
+    { pkgs, ... }:
+    {
+      services.prowlarr.enable = true;
+      specialisation.customDataDir = {
+        inheritParentConfig = true;
+        configuration.services.prowlarr.dataDir = "/srv/prowlarr";
       };
+    };
 
-    testScript = ''
+  testScript = ''
+    def verify_prowlarr_works():
       machine.wait_for_unit("prowlarr.service")
       machine.wait_for_open_port(9696)
       response = machine.succeed("curl --fail http://localhost:9696/")
       assert '<title>Prowlarr</title>' in response, "Login page didn't load successfully"
       machine.succeed("[ -d /var/lib/prowlarr ]")
-    '';
-  }
-)
+
+    with subtest("Prowlarr starts and responds to requests"):
+      verify_prowlarr_works()
+
+    with subtest("Prowlarr data directory migration works"):
+      machine.systemctl("stop prowlarr.service")
+      machine.succeed("mkdir -p /tmp/prowlarr-migration")
+      machine.succeed("mv /var/lib/prowlarr/* /tmp/prowlarr-migration")
+      machine.succeed("${config.nodes.machine.system.build.toplevel}/specialisation/customDataDir/bin/switch-to-configuration test")
+      machine.wait_for_unit("var-lib-private-prowlarr.mount")
+      machine.succeed("mv /tmp/prowlarr-migration/* /var/lib/prowlarr")
+      machine.systemctl("restart prowlarr.service")
+      # Check that we're using a bind mount when using a non-default dataDir
+      machine.succeed("findmnt /var/lib/private/prowlarr | grep /srv/prowlarr")
+      verify_prowlarr_works()
+  '';
+}