Find 102 two-bedroom apartments for rent in Winchester, MA. A two-bedroom apartment has two distinct bedrooms that share a common living space and kitchen. Depending on the floor plan, each room may share or have its own bathroom. Renters can benefit from a two-bedroom apartment by converting the second bedroom into a home gym, setting up an office, or hosting overnight guests. Financially conscious renters can split rent with a roommate to enjoy the extra storage space and square footage without paying full price.