If you’re interested in heading to Colorado for a long period of time in the dead of winter, we have to assume it’s probably to ski or snowboard. In Breckenridge, you’re looking at temperatures in the low 30s until April, with frequent snowfalls to match. Where to stay: For $376/night, you can wake up to these stunning views in your own private condo, located right at the base of Peak 9. You can ski in and out, as well as enjoy the outdoor hot tub after a long day on the slopes — or work, rather.
If the beach falls at the top of your remote stay list of criteria, San Juan, Puerto Rico, could be an optimal location for you to hunker down. Round trip flights to PR are extremely inexpensive out of most major cities, and the San Juan airport is a quick Uber from just about anywhere you’d need to go within the city once you get there. Where to stay: About a 10-minute drive from the San Juan airport, stay at your very own private retreat, just a short walking distance from the beach.