A general approach to the synthesis of nucleoside conjugates between derivatives of thymidine (T), 2′‐O‐deoxycytidine (dC), 2′‐O‐deoxyadenosine (dA), and 2′‐O‐deoxyguanosine (dG), and metallacarborane complexes is described. Metallacarborane–nucleoside derivatives are prepared by reaction of the dioxane–metallacarborane adduct with a base‐activated 3′,5′‐protected nucleoside. In the case of T and dG a mixture of regioisomers, which is easily separable by chromatographic methods, is obtained, thus yielding a series of modifications containing metallacarborane groups at the 2‐O, 3‐N, 4‐O and 1‐N, 2‐N, 6‐O locations, respectively; dC and dA are alkylated at the exo‐amino function. The proposed methodology provides a route for the synthesis and study of nucleic acids modified with metallacarboranes at designated locations and a versatile approach to the incorporation of metals into DNA.