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The highest-performing listings in Bailey.
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Generally Investor friendly
STRs are permitted county‑wide with no caps, but the $605 non‑refundable licensing fee, a relatively extensive documentation set (deed, tax receipt, septic/CO, floor plans, advertising plan, etc.) and required inspections for older certificates or after complaint histories, plus a strict 30‑day renewal deadline, create moderate cost and compliance complexity that keep the framework friendly but not highly attractive.
Local STR Agent
STR specialist · Bailey, CO
Bailey is a small unincorporated community in Park County, Colorado, nestled in the foothills of the Rocky Mountains along U.S. Highway 285 and the South Platte River. With a population of roughly a few hundred residents, it has the feel of a tight-knit mountain hamlet rather than a destination resort town. Bailey is best known as a gateway to the surrounding national forest and wilderness lands, drawing outdoor enthusiasts seeking hiking, fishing, and scenic drives without the crowds of Colorado's more famous mountain destinations. The nearest major city is Denver, located approximately 35 to 40 miles to the northeast, typically about a 45 to 60 minute drive via Highway 285.
Just west of Bailey lies Staunton State Park, Colorado's newest state park, which opened in 2013. About a 10 to 15 minute drive from town, it spans more than 3,800 acres and offers a network of hiking and biking trails, rock climbing routes, and picnic areas set against dramatic cliff faces. The park is also home to the historic Staunton Ranch House, giving visitors a glimpse into the area's nineteenth century homesteading past. Families and day-trippers from Denver frequently make the short trip here for an accessible mountain experience.
A bit farther south and west, accessible in roughly 20 to 30 minutes, the Lost Creek Wilderness spreads across a striking expanse of granite domes, unusual rock formations, and rare alpine tundra-like meadows found at relatively low elevation. The wilderness, part of the Pike National Forest, earned its name from the creek that vanishes underground and resurfaces miles away. It is a popular destination for backpacking, horseback riding, and solitude seekers looking to explore an uncrowded corner of Colorado's high country.
For travelers willing to venture a bit farther, the Mount Evans Scenic Byway climbs from the Highway 285 corridor toward the summit of one of Colorado's iconic fourteeners, reaching elevations above 14,000 feet. The drive, which begins roughly an hour north of Bailey, is one of the highest paved roads in North America and offers sweeping views, alpine lakes, and frequent wildlife sightings including mountain goats and bighorn sheep.
Bailey itself is also a convenient base for activities along the South Platte River, which winds through the community and provides popular spots for fly fishing, kayaking, and tubing in the warmer months. Local landmarks like the long-running Coney Island hot dog stand give the town its small dose of personality.
For short-term rental investors, Bailey offers a compelling combination of small-town character, year-round outdoor recreation, and easy access from the Denver metro area. Guests looking for a quieter, more affordable alternative to the busier mountain towns can enjoy proximity to state parks, wilderness areas, and scenic byways, all while being close enough to the city for a comfortable weekend escape.