While you can get a great Chromebook for around $500, sub-$300 is where Chromebooks have always especially outshone their Windows brethren: better performance on cheaper, ARM hardware. Lenovo just made one of those sub-$300 things.
Lenovo's Flex 11 is 2-in-1 convertible laptop with a 11.6-inch (1366 x 768) touchscreen and a 2.1GHz quad core ARM processor. In addition to Chrome, Flex 11 was "designed with Android apps in mind," and it will offer the Google Play Store "soon." Specs-wise the Flex 11 is barely scraping by, with 4GB of RAM and 32GB of storage, but that’s what you’d expect at this pricepoint.
The laptop has a quoted 10 hour battery life, USB-C, regular USB, HDMI, and an SD card slot. It's not the thinnest or lightest laptop in this class, weighing in at three pounds, but it does have some rugged features like mild drop resistance and water resistance that work as a nice tradeoff.
You should be able to get a Flex 11 sometime this month for $279.