These two paintings are both from the 14th century. The little figure on the right is from the Luttrell Psalter, a book named for Sir Geoffrey Luttrell, a wealthy landowner from Lincolnshire. It is full of delightful illustrations. This one shows a dog jumping through a hoop.
This vivid painting (below) is from an 'enluminure' called Ie Livre de Chasse or The Book of Hunting. It shows some huntsmen belonging to the court of Gaston Phebus, Count de Foix of France, knight, adventurer, huntsman and author. The dogs seem more serious about the hunt than their handlers. This marvellous book, crammed full of illustrations like this, is a kind of teaching book for the Count's huntsmen. The translation I saw describes the Count as a 'scientist out of weapons, love, and more than anything else, a large hunter'. Not a man to trifle with, then.