You will need to complete 3 specific side quests in Solstheim and speak to Councilor Morvayn to be gifted a house.
You can do this a lot quicker with CCs. To use CCs (console commands) press ~ on your keyboard, then type the command you want, then press enter.
Some good CCs:
*** Spoiler - click to reveal ***"tgm" toggle god mode (infinite health and magicka)
"tcl" toggle no clip (flying)
"sgtm x" speeds up the game, x is how fast (sgtm 10 means 10x speed, sgtm 1 means normal speed etc)
- First travel to Solstheim by boat, or use CC "coc dlc2ravenrock02" to teleport there
- Use CC "setstage DLC2RR01 200" to complete the first quest March of the Dead
- Use CC "setstage DLC2RR03 200" to complete the next quest The Final Descent
- Use CC "setstage DLC2RR02 110" to set the objective "Speak to Councilor Morvayn" as your current quest step.
- Highlight the quest "Served Cold" and follow the marker and speak with Councilor Morvayn, you can skip dialogue with left click.
- After his dialogue he will gift you a house and the achievement will unlock.