Well thats quite an open question really. The answer to that would really depend on your location, time of year and your species and sex your after. Then theres the weather, food, size of estate/farm and habitiat and various other factors. I'm very lucky where I am in that there is always a deer species in season and If I were to go out everyday I'd see deer 9/10 times. Personally I love a summer morning after harvest.
If your booking paid stalks ask how often the guide is seeing deer and what his ratio of outing to client shooting a deer is(or being put in a shootable position for a deer) before booking, along with ALL fees. Whilst know one can ever guarantee a successful stalk resulting in a client shooting a deer, a client doesn't want to pay for a walk in the woods. A good guide will make you aware of that.