Galena vacation rentals

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Popular amenities for Galena vacation rentals

Stay near Galena's top sights

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

Other great vacation rentals in Galena

Guest favorite

Home in East Dubuque

4.9 out of 5 average rating, 326 reviews

A MUST SEE! 2BR Lakefront Home w/ Boats & More!

Nov 15 – 22

G$31,413 GYD per night
Guest favorite

Home in Galena

4.97 out of 5 average rating, 174 reviews

Newly Renovated. Gorgeous Retreat!

Oct 13 – 20

G$40,139 GYD per night
Guest favorite

Home in Galena

4.95 out of 5 average rating, 144 reviews

Beautiful Private Wooded Lot, Fireplace, Whirlpool

Jan 29 – Feb 5

G$52,243 GYD per night
Guest favorite

Home in Cuba City

4.95 out of 5 average rating, 187 reviews

Recharge your soul at “The Church”!

Sep 9 – 16

G$25,158 GYD per night
Guest favorite

Home in Galena

4.93 out of 5 average rating, 134 reviews

Historic Downtown 1852 Home - Newly Renovated

Aug 13 – 20

G$119,190 GYD per night
Guest favorite

Home in Galena

4.95 out of 5 average rating, 105 reviews

Awesome Lodge in Galena Territory

Nov 14 – 21

G$87,330 GYD per night
Guest favorite

Home in Galena

4.83 out of 5 average rating, 276 reviews

Galena Retreat - Eagle Ridge Territories

Dec 27 – Jan 3

G$36,725 GYD per night
Guest favorite

Home in Galena

4.87 out of 5 average rating, 110 reviews

Farmhouse Retreat

Aug 25 – Sep 1

G$36,529 GYD per night

Other great vacation rentals in Galena

Guest favorite

Apartment in Galena

4.98 out of 5 average rating, 234 reviews

Ulysses Suites, Suite 202

Feb 19 – 26

G$44,389 GYD per night
Guest favorite

Apartment in Galena

4.97 out of 5 average rating, 296 reviews

Apt#2 On Main St w/Reserved Parking

Nov 10 – 17

G$51,113 GYD per night
Guest favorite

Apartment in Galena

4.94 out of 5 average rating, 377 reviews

Gameroom in Galena

Sep 2 – 9

G$38,786 GYD per night
Guest favorite

Cabin in Hazel Green

5.0 out of 5 average rating, 111 reviews

Romantic one bedroom cabin with indoor fireplace

Feb 20 – 27

G$42,462 GYD per night
Guest favorite

Cottage in Lena

4.95 out of 5 average rating, 157 reviews

Escape to The Countryside @ Kerlin Schoolhouse!

Jun 20 – 27

G$26,190 GYD per night
Guest favorite

Apartment in Dubuque

4.95 out of 5 average rating, 243 reviews

Gorgeous Downtown Apartment in Dubuque!

Jun 18 – 25

G$23,324 GYD per night
Guest favorite

Apartment in Galena

4.93 out of 5 average rating, 121 reviews

Nine Star Suites - 1 Block to Main Street!

Nov 26 – Dec 3

G$40,630 GYD per night
Guest favorite

Cabin in Potosi

4.98 out of 5 average rating, 168 reviews

Unplug and get back to nature

Jan 2 – 9

G$29,027 GYD per night

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

    G$10,445 GYD 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 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.

  • 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

  1. Airbnb
  2. United States
  3. Illinois
  4. Jo Daviess County
  5. Galena