
Vacation rentals in Galena
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Top-rated vacation rentals in Galena
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.

*Winter Fun* *Hot tub-Fire-3 king beds-Game room*
Relax, unwind, & explore at this winter retreat in Galena Territory! Escape to this cozy, spacious cabin for a peaceful winter getaway. Sip morning coffee as snow falls through the trees, then unwind in the hot tub or by the fireplace. Roast marshmallows around the fire or enjoy arcade games, air hockey, darts, and more indoors. Stay active with access to the owner's club—indoor pool, fitness center, and pickleball (8 amenity cards included). Perfect for relaxation and winter adventure!

Octagon treehouse Hottub-pool-fireplace-firepit
Unique "tree house" - an octagon tiny house, surrounded by the woods! 2 bedroom, 2 bathroom home you can enjoy the views of nature all around, with floor to ceiling windows. One king bed, one queen bed. Modern comforts with fun flash blacks. Private hot tub and firepit look into serene woods! Sit by the indoor gas fireplace and enjoy our record collection. Soak in a Japanese soaking tub. Enjoy fall colors or watch snow fall! Community indoor poor, seasonal outdoor pool, gym access

The Brick Apartment Main Street Galena
Hello! Welcome to our beautifully-renovated apartment, conveniently located on the north end of Galena’s historic Main Street. This unit is above Big Bill’s coffee shop, and boasts exposed original brick from the historic Logan House Hotel, hardwood floors, a kitchen (range, refrigerator, microwave, sink), and beautiful views of our historic town! Only feet from restaurants, shopping, and night life! Check out all our listings at Airbnb.com/p/galenaapartments ( copy & paste into URL)

1842 Bavarian Brew House
Nestled in charming and historic Galena this beautiful home was built in 1842 by brewer Peter Specht from Bavaria. The cellar operated as his brewery and tavern while living in the home above. The house was extensively renovated in 2008. It remains full of character and charm, but now boasts an abundance of modern comforts. A quiet private patio and yard are the perfect spot for a morning coffee or a glass of wine. All within a few walkable blocks to Main Street, the heart of Galena!

Galena Country Getaway
Brick walkway leads to the cedar deck with Adirondack chairs overlooking the large backyard. Enjoy dinner out on the deck and roast marshmallows over a bonfire at the firepit. The dark sky provides excellent stargazing. Kitchen features full-sized refrigerator, cooking utensils and a variety of spices. Spacious bathroom with a waterfall-style shower. Carpeted loft includes a sleep number queen sized bed and two twin beds. Close to Historic Galena & Apple Canyon State Park

Beautiful Miner's Cottage in a Garden
This 1840's miner's cottage in the heart of Galena is only 3 blocks from beautiful, historic and fun Downtown Galena Main Street, but is far enough to have quiet times in the quarter acre yard of perennial gardens as well the expansive 2 story front porch, and 3rd porch off the kitchen, with gas grill. The house sits on a corner lot in the Galena National Historic District. The bathroom and kitchen are newly remodeled and the entire house is designer decorated. Beautiful!

Ulysses Suites, Suite 303
Ulysses Suites has just been completed inside the historic J. G. Schmohl building in the heart of downtown Galena, located at 213 to 217 S. Main Street. The location is walking distance to all the best restaurants and shops. We have 7 suites and a beautiful lobby that are modern and luxurious, with lots of historical character and texture as a nod to its previous existence as the Grant Hotel from 1895 to 1933. The Presidential Suite 303 is located on the 3rd floor.

Suite Victory #4 On Main St w/Reserved Parking
Suite Victory #4- Beautifully renovated apartment on Main St. right where you want to be with Reserved Parking. Dining, entertainment, and shopping just outside your door. Open floor plan with beautiful views of downtown Main Street. King bed. Double sink vanity and large walk-in shower. Kitchen has island, quartz countertops, and new appliances. Stackable washer and dryer within the unit. Above Charlie’s Place Eatery on Main Street. MAX 2 PEOPLE. NO DOGS ALLOWED.

Galena RowHouse - Downtown with parking included!
Built in 1846, the Galena RowHouse is one of the oldest guest homes in Galena. Although it was built over 175 years ago we have taken time to provide beautiful and modern updates with out destroying the historical integrity. The home is in downtown Galena with a beautiful view of the Fever River and near many walking paths, including Grant’s Home. Live like a local during a stay at the family-friendly Galena RowHouse. Free parking provided for your entire stay.

Home by the River
Situated alongside the Mississippi River, wildlife abounds in every season. With eagles nesting nearby, there is always something new to see from the beautiful sunrises, cruise ships passing by, and watching the commerce of the barges and railroad right out the front window! This home has been recently refurbished and sits at the edge of our 15 acres. You can see us and visit with us if you like, or you can maintain privacy 10 acres away!

Dawson's Remise Luxury Accommodation
Enjoy a luxurious stay in our remise ("carriage house"), complete with authentic Art Deco and Industrial furniture and design. We took great care in ensuring top notch craftsmanship and amenities, so as to create an inviting environment that you won't want to leave! Hidden away off the quaint and historic Park Avenue, you'll enjoy a quiet and restful stay whilst within walking distance to Main Street Galena and all it has to offer.
Popular amenities for Galena vacation rentals
House rentals in Galena

Comfortable 4 Bed 4 Bath in the Galena Territory!

Peaceful, Cozy Home w/ Club Amenities in Galena.

Galena Getaway

The Dubuque House - Historic Downtown Location!

JACUZZI SUITE 2 Queen Beds Private and Romantic!

*Holiday Getaway! Fireplace, Hot Tub, Fire Tables*

Awesome Lodge in Galena Territory

Farmhouse Retreat
Pet-friendly vacation rentals in Galena

Pet friendly, 2 BR close to Mississippi River

Historic Home with Pool Table and Dart Board

Mississippi River house has everything you need

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms

Farmhouse Chic|Fireplace|View|Peloton|Near Town

Mississippi River Cabin

Cozy Oasis/DBQ/FieldDreams/Galena-Fenced for Pets

Tranquil Home Away From Home
Pet-friendly house rentals Galena

Hot tub/Game Room/Fire Pit/Across street from Pool

Welcoming 2 bedroom house in the heart of Dubuque

Cozy Retreat | Hot Tub | Firepit | Dog-friendly

Kick Back and Relax at this River Front Property!

The Tree House

Treehouse: Hot Tub & Fireplace • Holiday Decorated

3bed 2bath nestled in cozy Grandview neighborhood

*Ski*Hot Tub* Firepit*Owners Club*Dog Friendly*
When is the best time to visit Galena?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ650 | ﺩ.ﺇ643 | ﺩ.ﺇ621 | ﺩ.ﺇ613 | ﺩ.ﺇ654 | ﺩ.ﺇ687 | ﺩ.ﺇ687 | ﺩ.ﺇ672 | ﺩ.ﺇ690 | ﺩ.ﺇ712 | ﺩ.ﺇ672 | ﺩ.ﺇ672 |
| Avg. temp | -7°C | -5°C | 2°C | 9°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 2°C | -4°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Galena?
Yes! Work meets play with ease at over 80 vacation rentals in Galena featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Galena?
Experience the best of Galena with our house rentals, starting at about $110 per day, before taxes and fees. Embrace comfort and style while staying within your budget 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.
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.
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 Galena boutique hotel rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 boutique hotel rentals with pools in Galena, available on Airbnb. Make a splash and soak up the sun in style!
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.
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.
All about 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.
What are the 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.
Quick stats about vacation rentals in Galena

Total vacation rentals
Explore 170 vacation rentals in Galena

Nightly prices starting at
Galena vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 17,990 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
170 of Galena vacation rentals include wi-fi access

Popular amenities for guests
Guests love Self check-in, Gym, and BBQ grill across Galena rentals

4.9 Average rating
Galena stays are highly rated by guests—averaging 4.9 out of 5!
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