
Vacation rentals in Galena
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Top-rated vacation rentals in Galena
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Popular amenities for Galena vacation rentals
Galena house rentals

Comfortable 4 Bed 4 Bath in the Galena Territory!

Peaceful, Cozy Home w/ Club Amenities in Galena.

Galena home close to Main St with parking and deck

Welcome to the Hemmer House

The Downtown House - 1820s home steps from Main St

Perfect Location! Owner Club Access, Dog Friendly!

Galena Getaway

Awesome Lodge in Galena Territory
Galena condo rentals

Nice Affordable 3rd Floor Studio

Montana House #201 - The Luxurious Downtown Stay

Lake Links Loft in Galena, Illinois

Long Bay Point Unit C5

Tranquil Retreat: Cozy Studio @ Wyndham Galena

Driftless Get Away

Summer Lake Views! King Bed, Screened Porch, Pool

Gorgeous Riverview condo on the Mississippi
Other great vacation rentals in Galena

Cozy Galena Townhome

Fabulously restored 1850's Coach House

Fast Wi-Fi | EV Charger | Fireplace | Hot Tub

New build, Hot Tub, modern, nature & HOA amenities

Annabel Lee Barn ~ A Getaway of Warmth & Charm!

Galena Countryside Cabin

The Owl House

Aiken 1083 in Galena
Quick stats about vacation rentals in Galena
Total rentals
180 properties
Total number of reviews
17K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
170 properties include access to wifi
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 70 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.
How much does it cost to stay in house rentals in Galena?
Experience the best of Galena with our house rentals, starting at about $100 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 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.
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