Chapter 2: Ahoy Goblins!
When you have to clear off the coffee table by the fireplace. There will be a moo box under it. Just select it and keep flipping it over and the achievement will unlock.
Video Guide:
Go to 1:09 in the video if you are still having trouble.
Timestamps:
0:16 Collectible 1/5
0:44 Kick Me Achievement
1:09 Moo'd Changer Achievement
2:02 Guess Who? Achievement
2:35 Collectible 2/5
3:00 State Your Emergency Achievement
3:36 Remember Strange Vampire
4:25 Collectible 3/5
4:50 Sharp Shooter Achievement
5:34 Collectible 4/5
6:01 Collectible 5/5