Rental expert Holly Baker assists a couple as they view homes in three prestigious areas along the Jersey Shore in the hopes of finding one as a future investment.

Two real estate agents need Holly's expertise in selecting a vacation rental property; potential investments include a condo on the beach, a family-friendly home, and a house two blocks from the ocean.

A young, single, independent professional searches for her first home in Breckenridge, Colo., a place she has visited many times and wants to call home; Holly helps her choose a property that can accommodate guests all year long.

Dwight searches for isolation in the Great Smoky Mountains, while Angie wants a cabin with all the comforts of home; Holly offers up a secluded mountain retreat and a cabin near downtown Gatlinburg, Tenn.

A couple want to purchase a vacation property in Park City, Utah, where they have vacationed for 20 years, but must decide whether they should be on the slopes or in town.

A married couple have different ideas for their ideal rental property in the Lake Travis, Texas, area; Holly's choices include a lakefront paradise, a spectacular home not too far from shore, and a golfer's dream directly on a course.