Questions to Consider When Buying a Vacation Home Doing your research is key before buying a vacation home. Related Content Building a Solid Financial Foundation Sustain financial well-being or create wealth through these actions. Counteracting Capital Gains with Tax-Loss Harvesting You may have heard the phrase "tax-loss harvesting." A financial professional may be able to provide some guidance. Potential Income from an IRA Estimate your monthly and annual income from various IRA types.