The synthesis of the two monomers M1 and M2 and a series of new side-chain cholesteric liquid crystalline elastomers P2-P8 is presented. The chemical structures of the monomers and elastomers obtained were confirmed by FTIR or 1H NMR spectroscopy. The cross-link density of the elastomers was determined by swelling experiments. The mesomorphic properties were investigated by differential scanning calorimetry (DSC), thermogravimetric analyses (TGA), polarizing optical microscopy (POM), and X-ray diffraction (XRD) measurements. Monomer M1 showed a cholesteric phase, and M2 revealed smectic and nematic phases. The effect of the cross-link density on the phase behavior of P2-P8 is discussed. Elastomers P2-P6 containing less than 12mol % of the cross-linking units displayed elasticity, reversible liquid crystalline phase transition, wide mesophase temperature ranges, and high thermal stability. Elastomer P7 displayed stress-induced birefringence, and P8 showed only elasticity with no other texture. Experimental results demonstrated that the glass transition temperatures increased, and the isotropization temperatures and the mesophase temperature ranges of P2-P6 decreased with increasing cross-link density.