64 Galena Vacation Rentals & Short Term Rentals

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Compare Galena vacation rentals from 6 rental sites including HomeAway, Booking.com, TripAdvisor and more, ranging from $63 to $10989 a night.

Information about Galena

About Galena

Galena, historically an American mining boomtown, is a small city in the upper northwest corner of Illinois, close to the border of Wisconsin. Located in an area originally inhabited and mined by the Native American Winnebago tribe, Galena got its name after a mineral common to the area. Eventually established by Europeans, the town was frequently torn asunder by squabbles with the many Native American tribes over mining rights. In the 1800s, it also became a nexus for river passage and shipping, and steamboats became the transportation of the day. Now, much of the history has been preserved in museums and buildings that line the main drag. Notably, the Galena served as the birthplace for several famous Civil War generals, particularly Ulysses S. Grant.

Things to do in Galena

The historic district of Galena hosts of plethora of historical opportunities for exploration. The Old Market House State Historic Sites is a necessary stop to get background on the town. Take a stroll down Main Street to see the delicately persevered facades of late 19th and early 20th century shops, or marvel at the artful architecture of Belvedere Mansion. Picnic in nearby parks, drop by the Ulysses S. Grant house, browse the Old Blacksmith Shop, or exercise your sommelier skills at Galena Cellars Vineyard. The Blaum Bros. Distilling Co. offers a behind-the-scenes look at how alcoholic spirits are made, or you can grab some ice cream at an old-fashioned ice cream parlor and catch a magic show at P.T. Murphy’s. There’s plenty for the whole family to enjoy.

Day trips from Galena

Day trips outside of Galena are few and far between, bt there are some worth mentioning. The folk art beacon The Grotto in Dickeyville, Iowa, is great for art enthusiasts and kids and is a doable day trip from Galena, clocking in at just over half an hour away and crossing state lines. Additionally, about an hour northeast of Galena is Pendarvis, Wisconsin, a Cornish mining settlement preserved for visitors as a living museum.

Galena Accommodations

Galena is well-known for its inns and quaint hotels, so really getting the feel of the city might be best accomplished in one of these charming establishments. The Irish Cottage Boutique Hotel and Stoney Creek Inn are highly rated, and many visitors frequent the Chestnut Mountain Resort. The DeSoto House Hotel is the oldest hotel in Illinois. Of course, you can always check Tripping.com for vacation rentals for you and the whole family.

Transportation in Galena

The closest airport to Galena is actually in Iowa, at Dubuque Regional Airport. The closest international airport is O’Hare in Chicago, which is about 151 miles away. The best way to get to the city is by driving, and once there cars, bicycles, and walking are a la mode. Of course, trolley tours of the city are popular, and checking out the historic district on one of the trolleys will give your feet a rest. Galena Trolley Tours and Tri State Travel Trolley Tours are the most frequented companies for mobile tourism.

Vacation Rentals in Galena

Find the best Galena vacation rentals with Tripping.com. Choose from 257 rentals, from studio apartments to luxurious condos to entire cabin homes. Book in advance or book instantly with properties marked as “Instabook,” with prices ranging from $63 a night to $10989 a night.

Our Tripping.com vacation rentals will save you hundreds, offering more amenities than the average hotel room. Going on a business trip? 139 of homes in Galena offer high-speed wifi internet so you won’t miss a beat. Travelling with kids? Have them splash around in any of the 144 rentals with pool or jacuzzi, or relax with the family in one of the 162 homes with cable TV.

For all those dog lovers and cat lovers, Galena offers 45 pet-friendly vacation rentals at an affordable price. Book the perfect vacation home that best matches your budget and accommodation style. For the ultimate stay, check out our listings now to grab the latest deals.

Search properties from 6 rental sites in Galena where the top providers in that area are HomeAway, Booking.com, and TripAdvisor. There are 145 HomeAway rentals, 82 Booking.com short term rentals and 20 TripAdvisor vacation rentals.