Tucked among the rolling hills and wooded beauty of The Galena Territory, this charming 2-bedroom, 2-bathroom cottage offers the perfect blend of comfort, privacy, and access to one of the Midwest’s most sought-after resort communities. Thoughtfully designed with a bedroom and full bathroom on each level, the home provides an ideal layout for all looking to enjoy a peaceful retreat. Property has active Jo Daviess County Guest Accommodations License, and being sold fully furnished making it a turnkey investment! Inside, the inviting living room centers around a cozy wood-burning fireplace, creating the perfect space to unwind after a day of exploring Galena. The kitchen is well-equipped with essential appliances and opens to a comfortable dining area, making it easy to enjoy meals together before heading out to the private patio, where you can sip morning coffee, fire up the grill, or relax under the stars. Both bedrooms feature queen beds, with the upper-level suite offering a private bathroom and dedicated desk space. A sleeper sofa in the living room provides additional flexibility for guests. Located within The Galena Territory, owners and guests enjoy access to an exceptional array of amenities through the Galena Territory Owner’s Club, including indoor and outdoor swimming pools, a fitness center, game room, and courts for tennis, basketball, and pickleball. Miles of scenic walking and biking trails wind throughout the community, while Lake Galena offers opportunities for fishing, kayaking, and boating. Horseback riding is available nearby at the Shenandoah Riding Center, adding to the outdoor adventure. Just a short drive away, historic downtown Galena invites you to explore its charming streets filled with unique shops, restaurants, wineries, and year-round events. In the winter months, Chestnut Mountain Resort offers skiing and snowboarding overlooking the Mississippi River. Whether you're looking for a relaxing weekend escape, an investment opportunity, or a place to enjoy the beauty of the Galena area, this cozy Territory Settler Cottage offers the perfect place to call home.