Pros
I went to Amsterdam and traveled the U.S. for a few business trips. Those are my happiest memories of the company...when I wasn't actually doing work. Booking.com gave everyone an iPad for Christmas and threw a super amazing Christmas party at the Amsterdam headquarters, filled with booze, house music, and actual fun. Most of the people I worked with are smart, talented, creative, and driven. I've developed lasting friendships with them.
Cons
Booking.com is the type of company that tries to trick you into loving your job. A handful of bumbling idiots fall for it and would practically give their lives for B.com. The rest of us are attuned to their games and are miserable drones whose souls exit their bodies the moment we step through the door each morning. I was a robot for 8 hours a day because I was assigned menial tasks that required zero thinking and attended pointless/endless meetings about equally worthless crap. I once attended a meeting about meetings. No lie. If one of the Kool-Aid drinking managers doesn't like you or recognizes that you are not as brainwashed as they are, you will not advance. You will continue to do the same meaningless busy work day-in and day-out. If the managers do not personally like you and invite you to Sunday brunch or SoulCycle, you will not advance and you will most likely be driven out of the company by their cold-shoulder, high school pettiness. If you have any ounce of creativity in your noodle, DO NOT accept a job as a Content Editor. There is minimal writing involved. You proofread text prepared by a robot and make sales calls soliciting photos from hoteliers.