diff --git a/compat/mingw.c b/compat/mingw.c
index aa647b367b..9e0cd1e097 100644
--- a/compat/mingw.c
+++ b/compat/mingw.c
@@ -341,6 +341,27 @@ int mingw_rmdir(const char *pathname)
 {
 	int ret, tries = 0;
 	wchar_t wpathname[MAX_PATH];
+	struct stat st;
+
+	/*
+	 * Contrary to Linux' `rmdir()`, Windows' _wrmdir() and _rmdir()
+	 * (and `RemoveDirectoryW()`) will attempt to remove the target of a
+	 * symbolic link (if it points to a directory).
+	 *
+	 * This behavior breaks the assumption of e.g. `remove_path()` which
+	 * upon successful deletion of a file will attempt to remove its parent
+	 * directories recursively until failure (which usually happens when
+	 * the directory is not empty).
+	 *
+	 * Therefore, before calling `_wrmdir()`, we first check if the path is
+	 * a symbolic link. If it is, we exit and return the same error as
+	 * Linux' `rmdir()` would, i.e. `ENOTDIR`.
+	 */
+	if (!mingw_lstat(pathname, &st) && S_ISLNK(st.st_mode)) {
+		errno = ENOTDIR;
+		return -1;
+	}
+
 	if (xutftowcs_path(wpathname, pathname) < 0)
 		return -1;
 
diff --git a/t/t3400-rebase.sh b/t/t3400-rebase.sh
index 0bb88aa982..23dbd3c82e 100755
--- a/t/t3400-rebase.sh
+++ b/t/t3400-rebase.sh
@@ -406,4 +406,14 @@ test_expect_success 'refuse to switch to branch checked out elsewhere' '
 	test_i18ngrep "already checked out" err
 '
 
+test_expect_success MINGW,SYMLINKS_WINDOWS 'rebase when .git/logs is a symlink' '
+	git checkout main &&
+	mv .git/logs actual_logs &&
+	cmd //c "mklink /D .git\logs ..\actual_logs" &&
+	git rebase -f HEAD^ &&
+	test -L .git/logs &&
+	rm .git/logs &&
+	mv actual_logs .git/logs
+'
+
 test_done
diff --git a/t/test-lib.sh b/t/test-lib.sh
index da13190970..db61081d6b 100644
--- a/t/test-lib.sh
+++ b/t/test-lib.sh
@@ -1545,6 +1545,12 @@ test_lazy_prereq SYMLINKS '
 	ln -s x y && test -h y
 '
 
+test_lazy_prereq SYMLINKS_WINDOWS '
+	# test whether symbolic links are enabled on Windows
+	test_have_prereq MINGW &&
+	cmd //c "mklink y x" &> /dev/null && test -h y
+'
+
 test_lazy_prereq FILEMODE '
 	test "$(git config --bool core.filemode)" = true
 '