Performance indicators for the Stillwater short-term rental market based on reliable data.
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The highest-performing listings in Stillwater.
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Challenging to Investors
Strict caps (only 1 license currently available outside downtown) and lengthy, costly permitting with building inspections, accessibility requirements, and 3% lodging tax create high barriers; further, enforcement is aggressive (escalating fines, three‑strike policy) which raises investor risk and constrains supply.
Local STR Agent
STR specialist · Stillwater, MN
Stillwater is a historic river city in Washington County, Minnesota, home to roughly 19,000 residents along the bluffs of the St. Croix River just across the water from western Wisconsin. Often called the "Birthplace of Minnesota," the city grew up around the lumber industry in the mid-1800s and retains a 19th-century downtown of brick storefronts, restored homes, and riverboat-era landmarks. Roughly 25 to 30 miles east of downtown Minneapolis and about 20 miles east of St. Paul, Stillwater functions as a gateway to the lower St. Croix River Valley, drawing visitors with its small-town character, antique shops, restaurants, and the scenic riverfront that defines the community.
A walk through downtown Stillwater is a walk through the city's lumber-era past, with the Stillwater Historic Commercial District lining Main Street and surrounding blocks just steps from the river. The 1931 Stillwater Lift Bridge, a vertical-lift span connecting Minnesota and Wisconsin, anchors the waterfront and is one of the most photographed features of the city. Visitors can stroll the riverwalk, watch boats pass through the lift, or simply browse the boutiques and cafes that fill the surrounding blocks, all within an easy walk of one another. The bridge is part of the broader river crossing that links Stillwater to the Wisconsin community of Hudson, just across the water.
A short drive north of town, the St. Croix National Scenic Riverway protects the wooded gorge of the St. Croix River, one of the original eight rivers in the National Wild and Scenic Rivers System. The riverway offers canoeing, kayaking, and fishing along more than 200 miles of shoreline, with put-in points and visitor areas within about 20 to 30 minutes of Stillwater. Nearby, William O'Brien State Park preserves more than 1,300 acres of forest and prairie along the river about 15 minutes north of downtown, with hiking trails, campgrounds, and a small stretch of river for swimming and paddling. To the south, Afton State Park covers the steep bluffs and prairie along the river just a few minutes from town, providing additional hiking and cross-country skiing options.
Stillwater's blend of historic charm, riverfront scenery, and proximity to the Twin Cities makes it a strong base for short-term rentals, appealing to couples seeking a weekend escape, leaf-peepers in autumn, and families using the town as a jumping-off point for St. Croix River recreation. With Twin Cities airports and major attractions within about 45 minutes, and the river and state parks right on the doorstep, guests can pair a small-town stay with easy access to both outdoor adventure and metropolitan amenities.