Canada has regulations with respect to "built up areas". It would be wise to assure that other jursidiction's similar regulations are considered, if they exist...
Take-offs, Approaches and Landings within Built-up Areas of Cities and Towns
602.13 (1) Except if otherwise permitted under this section,
section 603.66 or
Part VII, no person shall conduct a take-off, approach or landing in an aircraft within a built-up area of a city or town, unless that take-off, approach or landing is conducted at an airport, heliport or a military aerodrome.
(amended 2007/06/30;
previous version)
(2) A person may conduct a take-off or landing in an aircraft within a built-up area of a city or town at a place that is not located at an airport, heliport or a military aerodrome where
(amended 2007/06/30;
previous version)
(a) the place is not set apart for the operation of aircraft;
(b) the flight is conducted without creating a hazard to persons or property on the surface; and
(c) the aircraft is operated
(i) for the purpose of a police operation that is conducted in the service of a police authority, or
(ii) for the purpose of saving human life.