Kentucky - Significance region: Local
| Roberts, Thomas Zane, House and Workshop |
| Roberts, Wesley, House |
| Robinson, E.O., House |
| Robinson, James, House |
| Robinson Mill |
| Rock Cabin Camp |
| Rockdale |
| Rodgers House |
| Rogers, Boone Fowler, Barn |
| Rogers, James, House |
| Rogers, Joseph Hale, House |
| Rogers, Lon, House |
| Rolling Meadows |
| Rolsen, Henry and Agnes, House |
| Ronald-Brennan House |
| Roosevelt, Theodore, Elementary School |
| Rose-Daughtry Farmstead |
| Rose Hill |
| Rose Hill Historic District |
| Roselawn |
| Rosel Hotel |
| Rosine General Store and Barn |
| Ross-Hollenbach Farm |
| Ross, L.W., House |
| Rouse, Dr. Gladys, Office and House |
| Rowan County Courthouse |
| Rowlett House |
| Rowlett's Grocery |
| Royalty-Smith Farm |
| Ruby, Turner, House |
| Russell Court |
| Russell Historic District |
| Russell Lodge No. 284 |
| Russell Railroad YMCA |
| Russell School |
| Russell Theatre |
| Russellville Armory |
| Rust House |
| Ryle's Super Market and Oddfellows Building |
| Sacred Heart Church |
| Sacred Home |
| Sadieville Historic District |
| Saffell Funeral Home |
| Saint Camillus Academy |
| Saint Frances of Rome School |
| Saint Francis of Assisi Complex |
| Saint James' Episcopal Church |
| Saint Mary Academy Complex |
| Salem Baptist Church |
| Salem Methodist Episcopal Church and Parsonage |
| Sale, Reuben, House |
| Saline Island |
| Salmon, Richard, House |
| Salter, Tom, House |
| Salt River Road |
| Salyer, Addison, House |
| Salyer House |
| Salyersville Bank |
| Samuels, T. W., Distillery Historic District |
| Samuels, Wilson, House |
| Sanders, Durham, House |
| Sanders, Robert, House |
| Sandidge House |
| Sandy Bluff |
| Satterfield, Edward and Julia, House |
| Sauer, August, House |
| Saunders-Boyd House |
| Savageot, Jacob, House and Saloon |
| Savoy Historic District |
| Sayre Female Institute |
| Scearce House |
| Scearce-Roush House |
| Schneikert, Valentine, House |
| School No. 20 |
| School No. 24 |
| Schuster Building |
| Schwert, Drs. George W. & Margaret, House |
| Science Hill School |
| Scott and Wilson Houses District |
| Scott Avenue Historic District |
| Scott County Jail Complex |
| Scott, Dill, House |
| Scott, John Harvey, House |
| Scottsville Downtown Commercial Historic District |
| Scottsville Freight Depot |
| Scottsville Public Spring |
| Seaman Sisters' House |
| Sears, Roebuck and Company Store |
| Sebastian Log House |
| Second and Market Streets Historic District |
| Second Presbyterian Church |
| Second Street Christian Church |
| Seelbach Hotel |
| Seeley, Edward B., House |
| Seiter, Joseph, House |
| Selema Hall |
| Seminary Square Historic District |
| Settle, E. E., House |
| Settle, Franklin, House |
| Seventh Street Historic District |
Data from United States Park Service and Wikidata
