Galena vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
1 of 3 pages
1 of 3 pages

Popular amenities for Galena vacation rentals

Stay near Galena's top sights

Grant Park11 locals recommend
Blaum Bros. Distilling Co.28 locals recommend
Vinny Vanucchi's20 locals recommend
Durty Gurt's13 locals recommend
DeSoto House Hotel7 locals recommend
Fried Green Tomatoes49 locals recommend

Quick stats about vacation rentals in Galena

  • Total rentals

    140 properties

  • Rentals with a pool

    10 properties have a pool

  • Pet-friendly rentals

    40 properties allow pets

  • Family-friendly rentals

    60 properties are a good fit for families

  • Total number of reviews

    16K reviews

  • Nightly prices starting at

    $50 before taxes and fees

Your guide to Galena

Welcome to Galena

With a history as rich as the mineral deposits for which it’s named, Galena is a charming small-town getaway in the heart of the Midwest and the county seat of Jo Daviess County. Though it seems unimaginable now, Galena once rivaled Chicago in population. Back in the late 1820s, thousands flocked here to mine its namesake ore, which had long been used by Native Americans for burial rituals and trading. Even an American president has called Galena home: Ulysses S. Grant’s mansion, presented to him by the townspeople in the 1860s, is one of the town’s most popular tourist destinations. Many Chicagoans call Galena their second home. Galena’s main street, sometimes called the Helluva Half Mile (riffing on Chicago’s Magnificent Mile), is lined with Victorian-era storefronts and eateries. The rolling hills along the horizon draw visitors for skiing in the winter and hot-air ballooning during the warmer months.

The best time to stay in a vacation rental in Galena

Galena rolls with the Midwestern weather patterns, which is good news for visitors. Perhaps the most beautiful times of year to visit are late spring, when the surrounding hills are in bloom, or autumn, during leaf-peeping season. Summertime in Galena is marked with outdoor bistro seating on Main Street, live music and festivals on the weekends, and strolling families wielding ice cream cones. Though winter is a little quieter (and can be quite cold), it has its own draws. Area resorts tucked into the hills host downhill skiers and snowboarders, and cross-country ski trails criss-cross through nearby nature preserves and Apple River Canyon State Park.

Top things to do in Galena

Great Galena Balloon Race

One of Galena’s best-known tourist attractions is also one of its most magnificent. Every third full weekend in June, weather pending, thousands come to marvel at a series of colorful balloon races across the prairie. The pros race at dusk on Friday night and at dawn on Saturday and Sunday. Meanwhile, amateurs can enjoy leisurely hot-air balloon rides with on-site rental companies.

Galena Grant Park

Toward the south end of bustling Main Street, a pedestrian bridge stretches across Galena River to this stately Victorian-era park. True to the period design, the park’s paths lead under decorative arbors to the town’s Civil War monument and gazebo, and the formal fountain stands out as a landmark.

West Street Sculpture Park

On the funkier side of Galena’s tourist attractions is this 2-acre park featuring metal sculptures of various scales. Ranging from rusted-out can contraptions to impressive postmodern art statements, the dozens of sculptures here are spread all over the park (including some in its trees), exposed to the elements, and open to visitors year round.

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Galena?

    Yes! Work meets play with ease at over 60 vacation rentals in Galena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Galena?

    Four-legged friends are welcome in Galena. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there Galena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Galena, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Galena?

    Experience the best of Galena with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Galena have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Galena. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Galena have self check-in?

    Absolutely! We offer over 10 house rentals with self check-in in Galena. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Galena have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Galena. Enjoy a tailored experience with all the comforts you desire.

  • Do boutique hotel rentals in Galena have a gym?

    Absolutely! We offer over 10 boutique hotel rentals with a gym in Galena. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Galena?

    Galena has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Galena?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Illinois
  4. Jo Daviess County
  5. Galena