diff --git a/src/smbclient/shutil.py b/src/smbclient/shutil.py
index c9d7aefe..6bc23c35 100644
--- a/src/smbclient/shutil.py
+++ b/src/smbclient/shutil.py
@@ -293,6 +293,16 @@ def copytree(
     :param kwargs: Common arguments used to build the SMB Session for any UNC paths.
     :return: The dst path.
     """
+
+    class LocalDirEntry:
+        """Mimics the structure of os.DirEntry which is not exposed https://github.com/python/cpython/issues/71225"""
+
+        def __init__(self, path) -> None:
+            self.path = path
+
+        def is_dir(self):
+            return os.path.isdir(self.path)
+
     if is_remote_path(src):
         dir_entries = list(scandir(src, **kwargs))
     else:
@@ -315,20 +325,29 @@ def copytree(
         src_path = _join_local_or_remote_path(src, dir_entry.name)
         dst_path = _join_local_or_remote_path(dst, dir_entry.name)
 
+        is_smb_dir_entry = isinstance(dir_entry, SMBDirEntry)
+
         try:
             if dir_entry.is_symlink():
-                if not isinstance(dir_entry, SMBDirEntry):
-                    raise AssertionError("copytree doesn't yet support symlinks for local to remote operations")
-
-                link_target = readlink(src_path, **kwargs)
+                if is_smb_dir_entry:
+                    link_target = readlink(src_path, **kwargs)
+                else:
+                    link_target = os.path.realpath(src_path)
                 if symlinks:
+                    if not is_smb_dir_entry:
+                        raise AssertionError(
+                            "copytree doesn't yet support unresolved symlinks for local to remote operations"
+                        )
                     symlink(link_target, dst_path, **kwargs)
                     copystat(src_path, dst_path, follow_symlinks=False)
                     continue
                 else:
                     # Manually override the dir_entry with a new one that is the link target and copy that below.
                     try:
-                        dir_entry = SMBDirEntry.from_path(link_target, **kwargs)
+                        if not is_remote_path(link_target):
+                            dir_entry = LocalDirEntry(link_target)
+                        else:
+                            dir_entry = SMBDirEntry.from_path(link_target, **kwargs)
                     except OSError as err:
                         if err.errno == errno.ENOENT and ignore_dangling_symlinks:
                             continue
diff --git a/tests/test_smbclient_shutil.py b/tests/test_smbclient_shutil.py
index 5b8fd56a..dab940c2 100644
--- a/tests/test_smbclient_shutil.py
+++ b/tests/test_smbclient_shutil.py
@@ -1203,6 +1203,32 @@ def test_copytree_with_local_src(smb_share, tmp_path):
         assert fd.read() == "file3.txt"
 
 
+@pytest.mark.skipif(os.name != "nt", reason="Samba target doesn't support symlinks.")
+def test_copytree_with_local_src_and_symlinks(smb_share, tmp_path):
+    src_dirname = str(tmp_path / "source")
+    alt_src_dirname = str(tmp_path / "source2")
+    dst_dirname = "%s\\target" % smb_share
+    alt_dst_dirname = "%s\\target2" % smb_share
+
+    os.makedirs(os.path.join(src_dirname, "dir1", "subdir1"))
+    os.makedirs(alt_src_dirname)
+
+    path_to_symlink = os.path.join(src_dirname, "dir1", "subdir1", "symlink-to-resolve")
+    path_to_symlink_target = os.path.join(alt_src_dirname, "symlink-target.txt")
+
+    with open(path_to_symlink_target, mode="w") as fd:
+        fd.write("symlink-target.txt")
+    os.symlink(path_to_symlink_target, path_to_symlink)
+
+    actual = copytree(src_dirname, dst_dirname)
+    assert actual == dst_dirname
+
+    assert sorted(list(listdir(alt_dst_dirname))) == ["symlink-target.txt"]
+
+    with open_file("%s\\symlink-target.txt" % alt_dst_dirname) as fd:
+        assert fd.read() == "symlink-target.txt"
+
+
 @pytest.mark.skipif(
     os.name != "nt" and not os.environ.get("SMB_FORCE", False), reason="Samba does not update timestamps"
 )