Questions to Consider When Buying a Vacation Home Doing your research is key before buying a vacation home. Share | Related Content Catch-Up Contributions Workers 50+ may make contributions to their qualified retirement plans above the limits imposed on younger workers. Social Security: The Elephant in the Room Some people wonder if Social Security will remain financially sound enough to pay the benefits they are owed. 6 Steps to Rewire the Mind-Money Connection People develop their relationship with money from a young age. Yet it is never too late to change a bad financial habit.