Rent a House Together

Where to Find Your Rental
Reputable websites for locating rentals abound. Homeaway.com is the largest source of vacation rental listings, Vacationhomerentals.com specializes in places for big groups. Vacationrentals.com features last-minute deals, Kidandcoe.com is geared to families with babies and toddlers, and Flipkey.com automatically shares your listing with Tripadvisor.com. Bonus: Renting a house together is usually cheaper than booking two hotel rooms.

A Grand Place to Go
South Carolina is a choice spot for a multi-gen house rental, thanks to the balmy weather, family-friendly beaches, and easily walkable small towns. Try planning a stay on the Isle of Palms, a 20-minute ride from historic Charleston. If you have swimmers, reserve a place near the County Park on 14th Avenue, a beach with lifeguards. Take an eco tour of the nearby islands to learn about local wildlife — birds, crabs, and dolphins. And don’t forget to hit up Island Joe’s Espresso & Ice Cream Shop for hot New Orleans–style beignets!

For a bit more bustle, consider a rental on Hilton Head Island, where you’ll find water parks, mini-golf, zip-lining, a children’s museum, and The Black Dagger, an old pirate ship that sails around Calibogue Sound (Piratesofhiltonhead.com). The adventure starts at the dock, where you’ll get dressed up like a buccaneer and then race to get to the booty first.