Are you and your partner looking for a romantic vacation? Our guests also enjoy Monticello for its lakeside setting. If you’d like to explore some of the area’s notable sights, you might make a stop by Daniel Boone National Forest, Cumberland River, or Lake Cumberland Winery. If you’re interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.