решение 2 этапа

src/main/java/com/example/nto/controller/dto/EmployeeDto.java

@@ -0,0 +1,32 @@
+package com.example.nto.controller.dto;
+
+
+import com.example.nto.entity.Booking;
+import com.example.nto.entity.Employee;
+import lombok.AllArgsConstructor;
+import lombok.Builder;
+import lombok.Data;
+import lombok.NoArgsConstructor;
+
+import java.time.LocalDate;
+import java.util.Map;
+import java.util.TreeMap;
+
+@Data
+@Builder
+@NoArgsConstructor
+@AllArgsConstructor
+public class EmployeeDto {
+    private String name;
+    private String photoUrl;
+    private Map<LocalDate, PlaceDto> booking;
+
+    public static EmployeeDto toDto(Employee employee) {
+        Map<LocalDate, PlaceDto> dtoTreeMap = new TreeMap<>();
+        for (Booking booking : employee.getBookingList()) {
+            dtoTreeMap.put(booking.getDate(), PlaceDto.toDto(booking.getPlace()));
+        }
+
+        return new EmployeeDto(employee.getName(), employee.getPhotoUrl(), dtoTreeMap);
+    }
+}