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
Other great vacation rentals in Galena
Home in Cuba City
4.95 out of 5 average rating, 187 reviewsRecharge your soul at “The Church”!
Apr 9 – 16
Home in Galena
4.93 out of 5 average rating, 107 reviewsAwesome Lodge in Galena Territory
Feb 2 – 9
Home in Galena
4.93 out of 5 average rating, 134 reviewsHistoric Downtown 1852 Home - Newly Renovated
Nov 20 – 27
Home in Galena
4.89 out of 5 average rating, 101 reviews⭐️ ⭐️Renovated, Modern, Peaceful Escape ⭐️⭐️
Oct 1 – 8
Home in Galena
4.95 out of 5 average rating, 146 reviewsBeautiful Private Wooded Lot, Fireplace, Whirlpool
Apr 2 – 9
Home in Galena
4.87 out of 5 average rating, 111 reviewsFarmhouse Retreat
Mar 15 – 22
Home in Galena
4.92 out of 5 average rating, 185 reviewsGalena Getaway
May 7 – 14
Home in Galena
4.97 out of 5 average rating, 101 reviewsMajor reno, photos coming! Hot tub, views, 6BR/6BA
Apr 15 – 22
Other great vacation rentals in Galena
Cabin in East Dubuque
4.96 out of 5 average rating, 151 reviewsCustom Floating Suite-HOT TUB!
Jun 21 – 28
Townhouse in Galena
4.96 out of 5 average rating, 128 reviewsContemporary Country Villa with Golf Course View
Jun 8 – 15
Apartment in Galena
4.94 out of 5 average rating, 379 reviewsGameroom in Galena
Sep 7 – 14
Cottage in Lena
4.95 out of 5 average rating, 157 reviewsCountryside Getaway at Kerlin Schoolhouse!
Jun 23 – 30
Apartment in Galena
4.89 out of 5 average rating, 183 reviewsGalena Luxury Rental Suite Escape New Downtown
Aug 29 – Sep 5
Cabin in Potosi
4.98 out of 5 average rating, 168 reviewsUnplug and get back to nature
Feb 25 – Mar 4
Apartment in Galena
4.97 out of 5 average rating, 298 reviewsApt#2 On Main St w/Reserved Parking
Dec 22 – 29
Tiny home in Platteville
4.96 out of 5 average rating, 245 reviewsTiny House Rustica Retreat - Private, Free Parking
Dec 22 – 29
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.
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.
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.
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!
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.
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.
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