It doesn't matter as long as the female is in "heat" (also called "in season", meaning physiologically fertile and ready for breeding). If you are paying for the sire's services, then his owners and you will discuss it and choose the best location to have them mate. In some cases this is specified in the contract agreement for the services. Responsible dog breeders usually have a special place for the breeding pair to mate to control behavior and to keep other dogs from getting to the bitch.
Breeding animals requires a lot of responsibility and work on your part. You need to first determine who will feed and care for all of the new lives you plan to bring into the world with a litter of puppies. Once you have learned all that goes into being responsible breeders, then you can begin to consider how to get the breeding done.
Before you take action to breed dogs, also look at the shelters and contact breed specific rescue groups to see if there aren't the kinds of dogs you want there, already healthy and needing homes.
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