Finance

The Vacation Home Nobody Wants: How Ignoring It Can Destroy Your Legacy

Brad Bascom

That lakeside cabin, beach house or mountain retreat you bought for family memories can become your estate’s most dangerous asset if left unmanaged. When second homes aren’t addressed in a plan, they often trigger sibling fights, surprise tax bills, and emotional fractures. For families who inherit legacy properties, the cost of inaction is rarely just financial; it's relational. Now is the time to decide before your vacation asset becomes the family fight.

Why Vacation Homes Trigger Conflict

Families frequently assume the vacation home will “just go to the kids” or remain a shared legacy for generations. The reality, however, is much messier. When ownership passes to heirs who live in different states, have divergent lifestyles or different financial means, unresolved questions multiply quickly. In one real scenario, the owners’ children argued over usage, one sibling fell silent, and the intended gathering place became three separate vacations across three states—all because no clear plan existed.

Vacation homes carry unique risks: maintenance costs, excise or property taxes, insurance, usage disagreements and resale complications. Without a designated manager, upkeep becomes unclear. Without a buy-out provision, one heir may feel trapped. Without usage rules, emotional entitlement collides with practical resource limits. When that asset lacks structure, it becomes a liability. The anchors of your winery, beach flat or cabin shift from family joy to legal drama.

What’s at Stake if You Don’t Act

Ignoring your vacation-property planning doesn’t mean nothing will happen. In fact, it means you’re leaving the decision to default systems that often favor the loudest voice, not the fairest outcome. The stakes include:

  • Forced sale or unwanted buy-outs: One heir may lack means to cover taxes or upkeep, pushing them to force a sale.
  • Large tax or probate expenses: Multiple owners with unclear shares may trigger probate delays, higher legal fees and reduced estate value.
  • Long-term family fractures: Heirs who feel overlooked or trapped by the asset may disengage from the family legacy entirely.
  • Missed opportunity cost: A property held as an emotional asset may offer greater value if sold and proceeds reinvested, rather than gathering dust or costing money.

In short: what you leave behind isn’t just property, but a whole lot of unmanaged risk. When structures aren’t built now, the outcome is more often conflict than comfort.

How to Make a Vacation-Home Plan That Works

Start by asking three foundational questions:

  1. Does your heir-group want the property? Ask each potential heir if they want it, can afford it, and will use it.
  2. Who will manage it? Designate a responsible manager—or sell and divide the value instead.
  3. How will costs, usage and exit be handled? Create agreements on usage schedule, expense sharing and buy-out rights on exit.

From there, build legal structure:

  • A revocable living trust can hold the property with clear terms for use, cost allocation and successor management.
  • Establish a maintenance reserve fund funded by the estate so that upkeep doesn’t fall unexpectedly on heirs.
  • Create buy-out terms. For example, if one heir wants out, there’s a formula and timeline built in.
  • Clarify sell-or-hold triggers. If property taxes or expenses exceed a threshold, the asset moves into sale mode, not perpetual limbo.
  • Update your estate documents and insurance to match the property plan. Don’t rely on a will alone. 

Conclusion

Your vacation home should anchor family memories, not entangle them in legal fights. Without clear planning, the asset you intended as a gift becomes a burden for those you love. By asking the right questions, building the right structure and aligning your estate and property plans, you transform that home from risk into legacy. It’s not just what you leave behind—it’s how you leave it. Book a session with Bascom Law today and ensure your second property unites your family instead of dividing it.

Sources

NOLO

Forbes

Brad Bascom is an associate attorney at Bascom Law, P.C., a boutique estate planning law and elder law firm. He helps individuals and families achieve peace of mind through their planning. In addition to representing clients, Brad shares his expertise teaching professionals in all matters of estate planning, including revocable trusts, wills, powers of attorney, and probate avoidance strategies.

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