The Caleb Cushing House and Farm is a historic farm property at 186 Pine Street in Rehoboth, Massachusetts. The 2-1/2 story wood frame main house was built sometime between the 1740s and 1770s, and is one of the best-preserved and least-altered pre-Revolutionary houses in the town. The property also includes one the town's finest transitional Federal-Greek Revival cottages, built in the 1830s, supposedly as a result of conflict within the Cushing family. The property remained in that family into the mid-20th century. The property was listed on the National Register of Historic Places in 1893.