Look beyond hotels. For groups, renting a large house or villa with multiple bedrooms and pullout couches or space for air mattresses for kids often costs less per person per night than booking several hotel rooms, says Lisa Niver, author of Brave-ish: One Breakup, Six Continents, and Feeling Fearless After Fifty. Such accommodations can include perks like free parking, free Wi-Fi and a kitchen. Plus, they provide private, communal living spaces where your family can socialize.