Does Wi-Fi, the Internet, the mobile phone, satellite communication, the I-Pod, flat screen television, wireless devices, Skype, Face Book, Twitter, virtual communities, laptops, Kindle, alter a sense of place and attachment? This area of exploration is absent not only in the areas of urban planning and design, but also other types of places such as schools and even the home where communication technologies are especially varied and proliferate. This chapter will propose a taxonomy of the relationship of people to places in a media rich environment suggesting a continuum ranging from place attachment through a sense of a-location. The taxonomy offers a classification system clarifying the need to examine the impact of media technologies on the people/environment relationship. This reflects not only how people’s use of space and place have changed as a result of the proliferation of laptops and I-phones, but also what this means in terms of how they connect or disconnect with their physical surroundings.