Vindu made his acting debut in the 1994 Hindi film Karan. Then he acted in 1996 Punjabi film, Rab Dian Rakhan which was directed by his father. Since then, he has acted in many films, mostly in supporting roles.

He has also acted in TV serials, including the role of Hanuman in the TV serial Jai Veer Hanuman, much like his father did in Ramayan. He has also starred as a supervillain in TV serials on Star Plus, including Zaal in Ssshhhh...Koi Hai (2003) and Char Sau Chalis in Karma (2004). Vindu has also essayed an important role in the serial "Black" on 9X where he has played the character of Rajiv, a medium who can establish connections with spirits. Vindu Dara Singh has made appearance in television shows like Master Chef 2, Comedy Circus, All Most Famous, Maa Exchange. Singh also paired in a Pepsi commercial with Ranbir Kapoor.