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.

Guest favorite
Cabin in Durango
Cozy Cabin by the Pond
Quiet, private country location to relax and unwind. 9 miles west of Dubuque, close to Wineries, Heritage Trail, Sundown Mountain Resort. Cozy cabin and quarter acre pond. Sun yourself on the patio, or nap in the shade of the covered porch. We're sure you will love this space as much as we do. Not suitable for children under 12, we strictly enforce no children and no pets. Outdoor relaxing space, gas grill. Fully stocked cabin, with the essentials such as coffee, tea, spices and condiments.
May 23 – 30
$128 per night
5.0 out of 5 average rating, 231 reviews
Guest favorite
Apartment in Galena
Farmhouse Style Apt, Steps from Main St, Parking!
Nestled in the heart of historical downtown Galena, our quiet and private apartment suite is only steps away from shopping, dining, entertainment and everything Galena has to offer. Wake up to a full tea and coffee bar and make yourself at home as you wind down at the end of the day. As you walk out and down the stone stairway, you will find yourself in the middle of Main Street! A reserved, off street, parking space is included with your stay! We fully clean and disinfect between stays.
Jun 9 – 16
$84 per night
4.83 out of 5 average rating, 453 reviews
Guest favorite
Apartment in Galena
Downtown Gem for Two
Newly remodeled downtown apartment right in the middle of town. New furnishings, office nook with desk, full size kitchen and appliances, smart tv, free wifi, large open living space with private bedroom and bath. Very clean. Adjacent shared deck with table and chairs is available for use. This is a second floor apartment in the back of Simply Elegant Boutique so there are 17 steps to get to it from the outside. *Rest easy, every surface and door knob is disinfected after each stay.
Aug 26 – Sep 2
$123 per night
4.94 out of 5 average rating, 294 reviews

Popular amenities for Galena vacation rentals

Stay near Galena's top sights

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

Galena house rentals

Guest favorite
Home in East Dubuque
Lakefront Home w/ 2 Bedrooms Deck, Dock & Boats
Feb 8 – 15
$107 per night
4.86 out of 5 average rating, 152 reviews
Guest favorite
Home in Galena
1842 Bavarian Brew House
Jan 26 – Feb 2
$172 per night
4.96 out of 5 average rating, 136 reviews
Guest favorite
Home in Galena
Galena Retreat - Eagle Ridge Territories
Apr 1 – 8
$140 per night
4.83 out of 5 average rating, 276 reviews
Guest favorite
Home in Galena
Peaceful, Cozy Home w/ Club Amenities in Galena.
Oct 16 – 23
$157 per night
4.95 out of 5 average rating, 197 reviews
Guest favorite
Home in Galena
Newly Renovated. Gorgeous Retreat!
Jul 26 – Aug 2
$167 per night
4.97 out of 5 average rating, 171 reviews
Guest favorite
Home in Cuba City
Recharge your soul at “The Church”!
May 30 – Jun 6
$99 per night
4.95 out of 5 average rating, 186 reviews
Guest favorite
Home in Galena
Historic Downtown 1852 Home - Newly Renovated
Aug 22 – 29
$500 per night
4.93 out of 5 average rating, 135 reviews
Guest favorite
Home in Galena
Beautiful Private Wooded Lot, Fireplace, Whirlpool
Jan 18 – 25
$217 per night
4.95 out of 5 average rating, 143 reviews
Guest favorite
Home in Dubuque
Mississippi River Views: Historic w/Modern Comfort
Sep 12 – 19
$105 per night
4.93 out of 5 average rating, 594 reviews
Guest favorite
Home in Galena
Comfortable 4 Bed 4 Bath in the Galena Territory!
Jan 20 – 27
$235 per night
4.96 out of 5 average rating, 242 reviews
Guest favorite
Home in Galena
Galena RowHouse - Downtown with parking included!
Nov 5 – 12
$214 per night
4.98 out of 5 average rating, 108 reviews
Guest favorite
Home in Galena
Farmhouse Retreat
Jan 28 – Feb 4
$152 per night
4.87 out of 5 average rating, 109 reviews

Other great vacation rentals in Galena

Guest favorite
Apartment in Galena
Gameroom in Galena
Jul 16 – 23
$160 per night
4.94 out of 5 average rating, 373 reviews
Guest favorite
Condo in Galena
Elle & Becks Second Floor Suite
Jan 1 – 8
$418 per night
4.99 out of 5 average rating, 190 reviews
Guest favorite
Cabin in Hazel Green
Romantic one bedroom cabin with indoor fireplace
Nov 14 – 21
$177 per night
5.0 out of 5 average rating, 109 reviews
Guest favorite
Apartment in Galena
Nine Star Suites - 1 Block to Main Street!
Dec 17 – 24
$170 per night
4.93 out of 5 average rating, 120 reviews
Guest favorite
Apartment in Galena
Apt. #1, Main Street Suites - Location! View!
May 8 – 15
$175 per night
4.95 out of 5 average rating, 133 reviews
Guest favorite
Apartment in Dubuque
1129#2/ Farmers Market Gem: Steps from Ballroom
Mar 30 – Apr 6
$68 per night
4.92 out of 5 average rating, 197 reviews
Guest favorite
Townhouse in Galena
Vista View Golf Villa in lovely Galena
Apr 28 – May 5
$149 per night
4.96 out of 5 average rating, 123 reviews
Guest favorite
Cabin in Potosi
Unplug and get back to nature
Apr 19 – 26
$120 per night
4.98 out of 5 average rating, 166 reviews
Guest favorite
Townhouse in Galena
Galena Territory Townhouse - Modern & Cozy
Jan 17 – 24
$158 per night
4.98 out of 5 average rating, 167 reviews
Guest favorite
Treehouse in Galena
Octagon house in woods- Hot tub, fireplace, pool
Oct 30 – Nov 6
$269 per night
4.98 out of 5 average rating, 50 reviews
Guest favorite
Home in Shullsburg
The Car Wash Inn A Unique Stay
Sep 11 – 18
$102 per night
5.0 out of 5 average rating, 80 reviews
Guest favorite
Home in Dubuque
Home by the River
May 17 – 24
$118 per night
5.0 out of 5 average rating, 48 reviews

Quick stats about vacation rentals in Galena

Total rentals

130 properties

Rentals with dedicated workspaces

50 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

50 properties are a good fit for families

Total number of reviews

17K 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 50 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 20 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 30 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.

  • 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 30 homes with wifi, 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