config: make confcutdir check a bit more clear & correct

I think this named function makes the code a bit easier to understand.

Also change the check to explicitly check for "is a sub-path of" instead
of the previous check which only worked assuming that path is within
confcutdir or a direct parent of it.

src/_pytest/config/__init__.py

@@ -521,6 +521,19 @@ def _set_initial_conftests(
         if not foundanchor:
             self._try_load_conftest(current, namespace.importmode, rootpath)
 
+    def _is_in_confcutdir(self, path: Path) -> bool:
+        """Whether a path is within the confcutdir.
+
+        When false, should not load conftest.
+        """
+        if self._confcutdir is None:
+            return True
+        try:
+            path.relative_to(self._confcutdir)
+        except ValueError:
+            return False
+        return True
+
     def _try_load_conftest(
         self, anchor: Path, importmode: Union[str, ImportMode], rootpath: Path
     ) -> None:
@@ -552,14 +565,12 @@ def _getconftestmodules(
         # and allow users to opt into looking into the rootdir parent
         # directories instead of requiring to specify confcutdir.
         clist = []
-        confcutdir_parents = self._confcutdir.parents if self._confcutdir else []
         for parent in reversed((directory, *directory.parents)):
-            if parent in confcutdir_parents:
-                continue
-            conftestpath = parent / "conftest.py"
-            if conftestpath.is_file():
-                mod = self._importconftest(conftestpath, importmode, rootpath)
-                clist.append(mod)
+            if self._is_in_confcutdir(parent):
+                conftestpath = parent / "conftest.py"
+                if conftestpath.is_file():
+                    mod = self._importconftest(conftestpath, importmode, rootpath)
+                    clist.append(mod)
         self._dirpath2confmods[directory] = clist
         return clist
 

src/_pytest/main.py

@@ -689,9 +689,8 @@ def collect(self) -> Iterator[Union[nodes.Item, nodes.Collector]]:
             # No point in finding packages when collecting doctests.
             if not self.config.getoption("doctestmodules", False):
                 pm = self.config.pluginmanager
-                confcutdir = pm._confcutdir
                 for parent in (argpath, *argpath.parents):
-                    if confcutdir and parent in confcutdir.parents:
+                    if not pm._is_in_confcutdir(argpath):
                         break
 
                     if parent.is_dir():