In an article published in June 1950 in the Green Bay Press Gazette, Betty Hanson called Jacksonport unique because it had no resort hotel and yet attracted a large summer population of people who owned or rented cottages. She described the vacation homes as being concealed "in the deep woods that line the lake front" where families could enjoy privacy, quiet, and "the choice company of congenial neighbors." A decade later Lucille W. Reynolds observed that demand had grown steadily for rental cottages along the shore. Many tenants "returned year after year to the same cottages to spend their vacations."

"For a forty year period, starting in the 1940s, Lakeshore Road was home to a cluster of small rental cottages and a bed & breakfast. At some point there may also have been a Pioneer Inn, located on Jorns Road just beyond Lakeshore. Marlene Mueller Larson, whose family in the 1940s bought the Gaspard Cote house on Hwy 57, vaguely remembers biking in the early 1950s past such an inn that no longer exists; the large house on the lake, off Jorns Road, has more than one patio and could well have been such a lodge.