Little has been written about Eleazar Rosebrook. However, Rosebrook was involved with commerce through the Crawford Notch for over twenty-five years, and appears to have been a significant participant.
He was providing accommodations for travelers, almost from the time he settled there in 1792. His daybook indicates that at that time he was also involved in building and repairing roads through the Notch. In 1804, he was a builder and Director of the10th New Hampshire Turnpike and be built portions of the Jefferson Turnpike and the Littleton Turnpike. He may have supervised construction on other segments of those roads. He died in 1817 and was the grandfather of Lucy Crawford’s husband, Ethan Allen Crawford. Lucy helped her husband-to-be care for his grandfather in the final years of his life. Most of what has been written about Rosebrook was included in her book, History of the White Mountains, published in 1846. Ethan Allen Crawford inherited his grandfather's property after his death.
Rosebrook settled in Nash and Sawyer’s Location, near the Giant’s Grave, in 1792. He bought that property from Abel Crawford, his son-in-law. Abel moved 12 miles east through the Notch and settled in Hart’s Location, near what is today Notchland. Abel’s home was also a tavern, and he also was involved with the turnpikes as a builder, toll collector and stockholder.
Timothy Dwight, President of Yale College, toured the White Mountains in 1797 and 1803, staying at Rosebrook’s both times. Dwight is considered to be a reliable source and provides details about Rosebrook’s enterprises. He wrote positively of both visits. On the first visit, he said that he found a “log hut”. Writing after the second visit, Dwight said, “he (Rosebrook) has entertained most of the persons traveling in this road over the last eight years. The number of these is very great.” Between the first and second visits, Dwight said that Rosebrook had cleared a farm of 150 acres and built two large barns. Dwight also said that at the time of the 1803 visit, Rosebrook was “preparing to erect a saw-mill; and after that a grist-mill; and when these are finished he proposes to build himself a house.” Kilbourne says that in 1803 “Rosebrook built a large and convenient two-story dwelling on the high mound afterwards called the Giant’s Grave.”  It appears, from these two writers that Rosebrook prospered between 1797 and 1803. The latter year, was the year of incorporation of the Tenth NH Turnpike. Planning was also underway for the building of the Jefferson Turnpike.