These are my collection of pots. Despite my awful painting skills all of them contain a water reservoir for watering them or even let any excess of water to evaporate as naturally as possible.
Tips for getting your pots watertight:
I personally use wood glue with excellent results!
Tips for planting:
Create a drainage layer at the very bottom with small peddles or small rocks. I preferred very small 'light' rocks that can also absorb water.
Cover the drainage layer with some dirt without compressing it and you are ready to go with the rest of the planting process.