Galena vacation rentals
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Top-rated vacation rentals in Galena
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Galena vacation rentals
Galena house rentals
Home in Galena
4.93 out of 5 average rating, 163 reviewsBeautiful Private Wooded Lot, Fireplace, Whirlpool
Home in Dubuque
4.88 out of 5 average rating, 138 reviews1906 brick suite-private by colleges & downtown
Home in Dubuque
4.88 out of 5 average rating, 173 reviewsModern/Historic Mansion
Home in Galena
4.98 out of 5 average rating, 125 reviewsGalena RowHouse - Downtown with parking included!
Home in East Dubuque
4.89 out of 5 average rating, 349 reviewsA MUST SEE! 2BR Lakefront Home w/ Boats & More!
Home in Dubuque
4.9 out of 5 average rating, 113 reviewsAdorable 3-bedroom Modern Home
Home in Dubuque
4.9 out of 5 average rating, 170 reviewsRenovated historic home near Millwork District.
Home in Asbury
5 out of 5 average rating, 118 reviewsSpacious Duplex Delight / 5 Minutes from Sundown!
Galena condo rentals
Condo in Galena
4.85 out of 5 average rating, 184 reviewsSpacious 1 Bedroom, Sunny, Main St Views, Parking.
Condo in Dubuque
4.33 out of 5 average rating, 54 reviewsNewly Furnished Studio
Condo in Jo Daviess County
5 out of 5 average rating, 3 reviewsLong Bay Point Unit C5
Condo in Galena
4.85 out of 5 average rating, 40 reviewsThe Getaway - Chic 2bd Condo, Golf, Pool & More
Condo in Galena
5 out of 5 average rating, 13 reviews#Dog Friendly# Fireplace, King Bed, Access to GTA
Condo in Dubuque
4.93 out of 5 average rating, 166 reviewsMontana House #302 - The Luxurious Downtown Stay
Condo in Galena
4.67 out of 5 average rating, 3 reviewsGalena, IL, 2 Bedroom Q #2
Other great vacation rentals in Galena
Home in Galena
4.96 out of 5 average rating, 265 reviewsComfortable 4 Bed 4 Bath in the Galena Territory!
Home in Galena
4.99 out of 5 average rating, 78 reviews*Golf*HotTub*Screened Porch*Owners Club
Townhouse in Galena
4.86 out of 5 average rating, 70 reviewsGorgeous 3 Bed 3 Bath Getaway on Lake Galena
Chalet in Elizabeth
4.92 out of 5 average rating, 320 reviewsGalena Country Getaway
Home in Galena
4.94 out of 5 average rating, 125 reviewsAwesome Lodge in Galena Territory
Home in Dubuque
5 out of 5 average rating, 33 reviewsAmenities Galore in This Newly Updated Home!
Townhouse in Galena
4.79 out of 5 average rating, 47 reviewsGetaway - Indoor Pool, Gym, Arcade - YoutubeTV
Villa in Bellevue
4.96 out of 5 average rating, 48 reviewsRiverview Villa - Hot Tub Suite
Quick stats about vacation rentals in Galena
Total rentals
160 properties
Total number of reviews
18K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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.
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 $90 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.
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 wifi?
Absolutely! We offer over 30 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 house rentals in Galena?
Galena has more than 20 family-friendly house rentals. 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 30 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.
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