diff --git a/CHANGELOG.md b/CHANGELOG.md
index fc80fa3e7e..8271e2d8af 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -107,12 +107,14 @@ The format is based on [Keep a Changelog](https://keepachangelog.com/en/1.0.0/).
 - 🐞 Fix keys in data configs to fit AnomalibDataModule parameters by @abc-125 in https://github.com/openvinotoolkit/anomalib/pull/2032
 - 🐞 Fix Export docstring in CLI by @ashwinvaidya17 in https://github.com/openvinotoolkit/anomalib/pull/2058
 - 🐞 Fix UFlow links by @ashwinvaidya17 in https://github.com/openvinotoolkit/anomalib/pull/2059
+- 🐞 Fix custom callbacks dirpath to be the same as default root dir by @CarlosNacher in https://github.com/openvinotoolkit/anomalib/pull/2194
 
 ### New Contributors
 
 - @seyeon923 made their first contribution in https://github.com/openvinotoolkit/anomalib/pull/1966
 - @rglkt made their first contribution in https://github.com/openvinotoolkit/anomalib/pull/1956
 - @DoMaLi94 made their first contribution in https://github.com/openvinotoolkit/anomalib/pull/1847
+- @CarlosNacher made their first contribution in https://github.com/openvinotoolkit/anomalib/pull/2194
 
 **Full Changelog**: https://github.com/openvinotoolkit/anomalib/compare/v1.0.1...v1.1.0
 
diff --git a/src/anomalib/engine/engine.py b/src/anomalib/engine/engine.py
index 8648cf30ae..7d94de772c 100644
--- a/src/anomalib/engine/engine.py
+++ b/src/anomalib/engine/engine.py
@@ -4,6 +4,7 @@
 # SPDX-License-Identifier: Apache-2.0
 
 import logging
+import os
 from collections.abc import Iterable
 from pathlib import Path
 from typing import Any
@@ -409,6 +410,15 @@ def _setup_anomalib_callbacks(self) -> None:
         """Set up callbacks for the trainer."""
         _callbacks: list[Callback] = [RichProgressBar(), RichModelSummary()]
 
+        # Update dirpath of each cached callback preppending "default_root_dir" 
+        # (which was updated in _setup_workspace() method)
+        for cached_callback in self._cache.args["callbacks"]:
+            if hasattr(cached_callback, "dirpath"):
+                callback_dirpath = Path(cached_callback.dirpath)
+                common_prefix = Path(os.path.commonpath([str(self._cache.args["default_root_dir"]), str(callback_dirpath)]))
+                callback_dirpath = callback_dirpath.relative_to(common_prefix)
+                cached_callback.dirpath = self._cache.args["default_root_dir"] / callback_dirpath
+
         # Add ModelCheckpoint if it is not in the callbacks list.
         has_checkpoint_callback = any(isinstance(c, ModelCheckpoint) for c in self._cache.args["callbacks"])
         if has_checkpoint_callback is False: