Orillia has increased in popularity over the last decade for cottage rentals in Ontario in part due to its proximity to Toronto. Being an hour north of the Greater Toronto Area makes short trips or easy after work drives a breeze. As one of the ports along the Trent- Severn Waterway, Orillia cottage rentals are often a sought after location for those looking to spend their days boating on Lake Simcoe or Lake Couchiching. Not just a summer destination, Orillia offers winter cottage rentals nearby Ontario’s ski hills like Horseshoe Valley and Mount Saint Louis/Moonstone.