
Vacation rentals in Galena
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Top-rated vacation rentals in Galena
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Popular amenities for Galena vacation rentals
House rentals in Galena

Galena home close to Main St with parking and deck
Super cute place! Having the 4 bedrooms was great for our small group of girls. The dining and living room had the right amount of seating. We didn’t have to hop in the car to explore town. All the restaurants and shops were within walking distance but the location was on a side street so it felt private. I definitely recommend Deb’s place!

Modern/Historic Mansion
Everything was great!

Galena RowHouse - Downtown with parking included!
We enjoyed our stay at this historic Galena home. Mary made the whole process seamless and the home was very well kept. The location of the home was fantastic.

The Downtown House - 1820s home steps from Main St
Awesome find a block from Main Street in downtown Galena, we’ve stayed here several times and are constantly impressed. Lauren has done a great job taking an older place and making it modern without removing the charm. Everything from Bluetooth speakers to a modern kitchen and large TV with online services and WiFi, this is a great place to stay w family. They even have a parking spot a block away now. Lauren is an amazing host and responded immediately to any request as she’s right down the street. The only downside is on a weekend night it can get a bit loud being one block from several bars, but that’s the nature of being downtown . Highly recommended!

Adorable 3-bedroom Modern Home
My third time staying here, really enjoy this house.

3bed 2bath nestled in cozy Grandview neighborhood
Thank you for your hospitality, great place at a good price. not to far from other good establishments.

Renovated historic home near Millwork District.
Beautiful place, loved the decor and beds were so comfy. Loved how spacious and unique the place is. Will for sure be back.

Cozy Oasis/DBQ/FieldDreams/Galena-Fenced for Pets
Such a great place! Super clean and cute!!! Host answered immediately when we had a question. Kitchen has everything you need. Beds were very comfortable. Yard was nice and comfortable. The area was very quiet. Getting to a store took only minutes. Perfect little spot.
Dog friendly vacation rentals in Galena

Cozy private brick loft by downtown-free parking
Our second stay at Nathan’s was fantastic as expected! Took advantage of his local cafe recommendation, which was fantastic. Love stopping here as it’s beautiful and cozy. Plus Nathan is an outstanding host! Highly recommend this stay for any trip to Dubuque!

Johnson Apartment and Cathouse Suites, Dogs OK w/$ $
We had a wonderful stay at the Johnson! We were able to hear the band playing downstairs at the Grape Escape, but it didn't bother us one bit. There were earplugs provided, but we didn't need them. The apartment was cozy and perfect for our weekend getaway. Highly recommend staying here!

Hot tub,Fireplace,Firepit,Pool/Marina Access,Games
Had a relaxing stay. The house was clean and cozy, matched the description and more. Beth was a great host, responsive and helpful.

Pet friendly, 2 BR close to Mississippi River
We came into town for a project and stayed here. 3 separate sleeping areas was nice.

Galena Getaway
Stayed here with family. Easy to find. Quiet. Layout worked out well. 3 bathrooms! Able to block off stairs. traveled with a senior dog with a bad knee. Kitchen had anything we needed. Relaxing after a day at Chesnut Mountain. Beds comfortable, bathrooms spotless. husband enjoyed the puzzle ball game. Nicely decorated to reflect the holiday season!

Historic Home with Pool Table and Dart Board
The house, host and information provided on the fridge was great. Enjoyed our stay.

Cozy Retreat | Hot Tub | Firepit | Dog-friendly
We had a great stay at The Nest on a snowy, winter weekend. House was as described in the listing. Comfortable beds/pillows and living area. We loved having the hot tub and shuffle board table. The driveway is pretty steep and our car had trouble getting up while actively snowing, but luckily there is space for parking at the top of the drive. Overall, wonderful weekend and host.

The Shady Haven (Tiny Home 1)
We had a great time! Not far from the ATV parks, beautiful set up right on the water. The hot tub was amazing on a chilly night!
Condo rentals in Galena

Lake Links Loft in Galena, Illinois
Our family had a fantastic job at Dan's place. The location is great - close enough to the Eagle Ridge Inn and Owners Club, but very private location with a beautiful view of the lake. The unit had everything we need and was much larger than the pictures made it seem. Galena had great shopping and restaurants. Galena Territory Owners Club indoor pool was perfect for the kids. I'd recommend staying here anytime we make it back to Galena Territory!

Long Bay Point Unit C5
My husband and I stayed here for 4 nights. It's a 10 min drive from downtown Galena in a quiet wooded area with paved trails that you can take to the nearby amenities. The place was clean, quiet, and the bathtub was amazing! The gym and indoor/outdoor pool are very nice but about 1.5 miles from the condo which wasn't stated anywhere (or at least not anywhere we saw) and was a little disappointing but overall wasn't a huge deal. The restaurant is a short walk through the trails or you can drive to it. It's right next door. Also, the initial message you get after booking with the rules and asking to email them out of the app was a little daunting and not normal for Airbnb bookings. It just had a less "homey" experience that you expect from Airbnb. It made me slightly nervous but after everything I would certainly stay here again.

Woodland Retreat-Condo Cabin
Very pleased with our first airbnb experience! Comfortable. Spacious. Fully-equipped kitchen. Especially enjoyed the view of the lake, wildlife, and the sunsets. A perfect place to relax and unplug for a few days. Debbie was extremely responsive throughout our stay and made sure we had everything we needed.

The Getaway - Chic 2bd Condo, Golf, Pool & More
Great place to stay and for a great price!

Access to Pools and Lake Galena Marina #Dog Friend
Absolutely amazing stay in Galena! We felt right at home. It was a perfect distance away from downtown, which was easily driveable, and absolutely quiet surroundings. We had everything we needed and was a great set up! Great communication with host and detailed responses about restaurant recommendations, directions to the home and check out instructions. Absolutely a must stay when traveling to Galena!

Montana House #302 - The Luxurious Downtown Stay
Amazing location and incredible amount of work went into restoration. Clean and easily accessible

Galena, IL, 2 Bedroom Q #2
Very nice place. I would definitely stay there again!

Driftless Get Away
i liked that it was accessible to main street. walking distance. it was however very noisy. Semis running by all Friday night. I loved the decor of the rooms. it had that old feel to it. reminded me of Grandma's place with the creeky floors. very roomy.
Quick stats about vacation rentals in Galena
Total rentals
180 properties
Total number of reviews
17K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wifi availability
170 properties include access to wifi
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 70 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 $100 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.
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 a bbq area, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
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