Galena vacation rentals
Book unique homes, vacation rentals, and more on Airbnb
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”!
Jun 25 – Jul 2
Home in Galena
4.95 out of 5 average rating, 144 reviewsBeautiful Private Wooded Lot, Fireplace, Whirlpool
Dec 25 – Jan 1
Home in Galena
4.87 out of 5 average rating, 111 reviewsFarmhouse Retreat
May 13 – 20
Home in Galena
4.95 out of 5 average rating, 106 reviewsAwesome Lodge in Galena Territory
Dec 3 – 10
Home in Galena
4.93 out of 5 average rating, 134 reviewsHistoric Downtown 1852 Home - Newly Renovated
May 22 – 29
Home in Galena
4.83 out of 5 average rating, 276 reviewsGalena Retreat - Eagle Ridge Territories
Mar 27 – Apr 3
Home in Galena
4.89 out of 5 average rating, 101 reviews⭐️ ⭐️Renovated, Modern, Peaceful Escape ⭐️⭐️
Sep 29 – Oct 6
Home in Galena
4.97 out of 5 average rating, 100 reviewsSummer Fun! Hot tub/game rm/scenic views/6BR/6BA
Mar 17 – 24
Galena condo rentals
Condo in Galena
4.99 out of 5 average rating, 191 reviewsElle & Becks Second Floor Suite
Jan 31 – Feb 7
Condo in Dubuque
4.82 out of 5 average rating, 116 reviewsMontana House #201 - The Luxurious Downtown Stay
Sep 6 – 13
Condo in Hanover
4.95 out of 5 average rating, 58 reviewsWhere Time Stands Still ~ Near Galena
May 26 – Jun 2
Condo in Galena
5.0 out of 5 average rating, 6 reviewsLucky Bunker
Mar 26 – Apr 2
Condo in Galena
4.9 out of 5 average rating, 29 reviewsThe Getaway - Chic 2bd Condo, Golf, Pool & More
Jul 6 – 13
Condo in Dubuque
4.64 out of 5 average rating, 67 reviewsHistoric charm on Bluff Street
Aug 1 – 8
Condo in Galena
5.0 out of 5 average rating, 5 reviewsGolf Course View - Spring Creek
Aug 14 – 21
Condo in Bellevue
5.0 out of 5 average rating, 26 reviewsGorgeous Eagles Riverview condo on the Mississippi
Nov 3 – 10
Other great vacation rentals in Galena
Apartment in Galena
4.98 out of 5 average rating, 235 reviewsUlysses Suites, Suite 202
Nov 8 – 15
Apartment in Galena
4.89 out of 5 average rating, 183 reviewsGalena Luxury Rental Suite Escape New Downtown
Sep 19 – 26
Apartment in Dubuque
4.95 out of 5 average rating, 243 reviewsGorgeous Downtown Apartment in Dubuque!
Jun 16 – 23
Cabin in East Dubuque
4.96 out of 5 average rating, 149 reviewsCustom Floating Suite-HOT TUB!
Jul 11 – 18
Apartment in Galena
4.97 out of 5 average rating, 297 reviewsApt#2 On Main St w/Reserved Parking
Jan 5 – 12
Cabin in Potosi
4.98 out of 5 average rating, 168 reviewsUnplug and get back to nature
Nov 1 – 8
Apartment in Galena
4.94 out of 5 average rating, 379 reviewsGameroom in Galena
Aug 17 – 24
Townhouse in Galena
4.96 out of 5 average rating, 128 reviewsContemporary Country Villa with Golf Course View
May 29 – Jun 5
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
€ 47 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.
What are the most popular amenities for House Rentals in Galena?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with self check-in, over 10 homes with a bbq area, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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.
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.
Destinations to explore
- Madison Vacation rentals
- Wisconsin Dells Vacation rentals
- Iowa City Vacation rentals
- Cedar Rapids Vacation rentals
- Lake Wisconsin Vacation rentals
- Davenport Vacation rentals
- Dubuque Vacation rentals
- Rockford Vacation rentals
- Lake Delton Vacation rentals
- Decorah Vacation rentals
- Devils Lake Vacation rentals
- Chicago Vacation rentals
- Condo rentals Galena
- Monthly Rentals Galena
- Rentals with outdoor seating Galena
- Apartment rentals Galena
- Rentals with a washer and dryer Galena
- Cabin rentals Galena
- Rentals with a patio Galena
- Rentals with a fireplace Galena
- Fitness-friendly rentals Galena
- Rentals with a fire pit Galena
- Lakehouse rentals Galena
- House rentals Galena
- Rentals with breakfast Galena
- Pet-friendly rentals Galena
- Family-friendly rentals Galena
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom