- 6 Railroad yards
- 131 Railroads
- 49 Rain
- 1 Rainbow Knitting Mills (Thurman, Joseph Jr.)
- 10 Rainbows
- 4 Raincoats
- 3 Rainier III, Prince of Monaco, 1923-2005
- 1 Raised (form attribute)
- 1 Raja Birbal
- 1 Rajasthani
- 2 Rakes
- 1 Raleigh's Cotton & Woolen Manufactory
- 4 Rallies
- 1 Raltier (Firm)
- 3 Ramapo Wheel & Foundry Co.
- 2 Ramaschiello, Vincenzo
- 2 Ramazzotti, Serafino
- 1 Ramnas Iron Works Co.
- 3 Ramon Allones (Firm)
- 3 Rams
- 1 Ramsbotham, Francis H. (Francis Henry), 1800-1868
- 1 Ramsey, C. K., architect.
- 1 Ramsey's Cork Manufactory
- 2 Ranch houses
- 2 Randall, Thomas and Joseph Woolen Mill
- 2 Randolph Caldecott Medal
- 7 Randolph Drive
- 11 Randolph Mansion
- 1 Randolph Mill
- 4 Randolph Street
- 1 Randolph, John, 1773 - 1833
- 2 Rankin and Kellogg, architects
- 1 Ransome, Arthur, 1884-1967
- 25 Ranstead Street
- 1 Raphael (Archangel)
- 1 Raphael of Urbino in his youth (Work of Art)
- 1 Rapids
- 2 Rapp, George, 1757-1847
- 1 Rapp, Gertrude, 1808-1889
- 1 Rappahannock, Virginia