All Vacation Rentals

  • Heritage Hollow, an Experiential Farm

    Live the hobby farm life on 30 private acres exclusive to your small group. Newly renovated 1860’s farmhouse, full of both old charm and modern amenities. Hike through hundred-year-old oaks in the woods, enjoy scenic views and native wildlife in the prairie, observe the sheep and horses as they graze Read more [...]

  • The Nook on Third

    Nestled at the end of Third Street, just a stone’s throw away from scenic downtown Galena. Whether guests opt to utilize the convenient walking bridge with their canine-companion or drive their vehicle, Main Street is no further than ten minutes away. After a day of exploring historic Galena, visitors will Read more [...]

  • The Asa Haile House

    A 2-story brick home with over 2,700 square feet and a panoramic view of Galena. Built in 1856 by Asa Haile, a licensed riverboat captain and successful mason, this classic Federal-style brick home with Greek Revival accents is located up on Quality Hill, where mansions overlook the entire historic district Read more [...]

  • Galena Row House

    This 3,700 square ft. refurbished brick Rowhouse was built in 1846 and is a beautiful nod to the past. It is situated only one block away from Galena’s Main Street shopping district and provides off street parking. The house overlooks the Galena River and has a charming two floor side porch Read more [...]

  • The Downtown House

    Find this beautifully restored 1830s vacation rental home just steps away from Galena’s Historic Main Street. The kitchen is fully equipped. Enjoy high speed wireless internet, a stereo system as well as cable and streaming-ready/smart TV. It features 2 private bathrooms and there is a washer and dryer with detergent for Read more [...]

  • Fever River View Suites

    Enjoy a romantic river view and the best Galena has to offer. This property is located on Main Street and is only a short walk from the public boat landing and Galena River Trail bike path. It sleeps up to 10 people with two separate units. The upstairs unit sleeps Read more [...]

  • Galena Brewery Guest Suite

    Located above the Galena Brewing Company on the Helluva Half Mile (Main Street), the nightlife and restaurant hub of Galena. This air-conditioned/heated single bedroom apartment is quiet and overlooks the sights and lights of Main Street directly below. The living room offers a comfortable and spacious area for relaxation in front of the Read more [...]

  • The Owl House

    The Owl House is situated within walking distance from Helluva Half Mile (Main Street) of Galena. Built in the 1880s, it has served as a commercial warehouse for several Main Street businesses and even as a carriage house. In the 1980s it was converted into a comfortable home, perfect for your Read more [...]

  • Illinois Brewery

    Stay in a beautifully renovated historic home in downtown that was once the Illinois Brewery in the early 1800s. Check out the fermenting cellar where beer was stored and served as a tavern for locals. This house is located in a quiet neighborhood with easy access from U.S. 20 and Read more [...]

  • Galena Penthouse

    This beautifully furnished space is located just off the Helluva Half Mile and some of the best shopping and dining in Illinois. Completely furnished, the kitchen is fully stocked with pots, pans, dishware, silverware, toaster, coffee maker, glassware and microwave. The master bedroom has a very comfy king size bed and linens Read more [...]