Canmore, Canada

With a population of just 15,990, Canmore may seem like a quaint mountain town, but its inflated real estate and strict development bylaws make it a challenging place to call home. The town's proximity to Banff National Park has fueled a tourism-driven economy, resulting in a severe housing crunch - the lowest rental vacancy rate in Canada as of 2014. And while Canmore's mild climate is a selling point, bureaucracy is a persistent headache, with local authorities fiercely regulating everything from solar panels to home aesthetics. Overall, this Rocky Mountain enclave is best suited for well-heeled outdoor enthusiasts and retirees seeking a scenic escape, not those in search of affordable living.