
Places to stay in Galena
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Top-rated places to stay in Galena
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Popular amenities for Galena places to stay
Homes in Galena

Comfortable 4 Bed 4 Bath in the Galena Territory!
Beautiful place and James is very good host . Thank you

Peaceful, Cozy Home w/ Club Amenities in Galena.
We enjoyed our stay. It was a great location to Oak hills farm. We traveled with kids and the amenities available was very helpful to our stay. Great house to stay overall.

Historic+private brick loft by colleges & downtown
Nathan's place is a comfortable haven with character. We especially appreciated the location: easy walk to grand, historical homes on the bluff; historic districts downtown; and even a small market just blocks away. The home is clean and spacious, with tall ceilings, transom windows, and lovely, restored wood floors. The small kitchen is remarkably well stocked. Even on a busy, holiday weekend we slept soundly, thanks to blackout curtains, ceiling fans and a white noise machine. We highly recommend this stay for budget conscious travelers like us who want to explore the heart of this beautiful river town.

Galena home close to Main St with parking and deck
We had a mother/daughter few days and Deb’s place was perfect and met all of our needs!! Great place to stay!!

The Downtown House - 1820s home steps from Main St
Lauren's home was lovely and she was wonderful to have as a host. She was proactive with sending check-in and check-out information and provided ample information prior to arriving. The house is super close to the main streets in Galena, which made it very walkable and easy to get back and forth while taking a break or dropping purchases before meals. It is on the corner and could be too noisy for some but it didn't bother us too much. You can tell it is an older home - some unevenness to floors and tight bathrooms - but lots of character and really convenient. All in all I would recommend and would stay again!

Galena Getaway
Had a great time visiting with family. Comfortably fit 6 adults and one child. Stars were beautiful and fun watching the hot air balloons from the porch.

A MUST SEE! 2BR Lakefront Home w/ Boats & More!
Great place! We felt right at home. Very clean and beautiful surroundings!

Awesome Lodge in Galena Territory
We had a great stay at the cabin for my brother’s bachelor party weekend. We played 2 golf courses, ate at one of the resort restaurants, and went downtown for dinner one night. It’s a 2 minute drive to the courses and 10 minutes to downtown. Great location that sat on one of the par 4s.
Dog friendly places to stay in Galena

Vista View Golf Villa in lovely Galena
A great place to stay! Charming condo on the end of a row of condos, making it feel a bit more private. Communicative and accommodating host!

The Gathering Place- Modern, Spacious, 6 bedrooms
Perfect home for extended family to celebrate together! Everyone was thrilled to have their own bathroom and big, open common areas to hang out together. Great fire pit, hot tub and yard area. Home was well stocked & very clean plus near walking trails, golf & owners club.

131 Plum Cove - 3 Beds, 3 Baths, Sleeps 8
We had originally booked 2 nights, but had such a great time and felt so at home staying at Michael's place that we decided to extend our stay for an extra night. It felt so peaceful and relaxing and even the kids were begging to stay another day. Luckily it was available. Everything was very clean and we loved the style and decor of the house. The view from the balcony was beautiful and perfect for enjoying an early morning cup of coffee. The house had everything we needed for our stay with kids and dogs. The kids loved that we had access to the pool at the owners club and the dogs loved taking walks down the path by the lake. Also, Michael was very responsive throughout our stay. We had an issue with one of the TV's and within 10-15 minutes the maintenance guy was there and able to get it up and running. This place is definitely at the top of our list the next time we visit Galena!

Cozy Retreat | Hot Tub | Firepit | Dog-friendly
Brian and Jonny were very responsive and communicative from beginning to end. It was a last minute trip and we were lucky to find a pet friendly place during the start of the summer season. The house was clean, cozy and close to walking trails. Although we did not take advantage of the outdoor grill or hot tub (they have a wood burning fireplace for the winter), we enjoyed the screened in porch and open concept layout of the house, as pictured in the profile. The house is situated between two other houses blocked somewhat by the trees. I would describe as semi-private where we could see their back patio/hot tub/fire pit and vice versa. But whatever your personal comfort level, you can’t beat the proximity to trails, Owners Club, and easy access to Hwy 20 to Galena! We enjoyed our stay and exploring!

Cute cottage, short stroll to Mississippi River!
This place is a beautiful little getaway. Right up the road from the river, it is peaceful and quiet. Lots of fun architecture to see in town and the river walk is lovely. Our dogs were welcomed which made the trip 10x more enjoyable. The house is cozy, warm and feels very much like home. Sue has an entry table in the home with suggestions for local activities, eateries, shopping which was nice to refer to. Overall we were happy with the space. It was nice to know that Sue was in the house next door for questions, but she very much provided privacy unlike some places I’ve stayed. I highly recommend!

Wooded Retreat | Family Friendly | Screened Porch
Joel’s place was absolutely beautiful! It was secluded and peaceful but also very close to down town. I loved drinking my coffee outside in the mornings it was so peaceful! I’d recommend Joel’s air bnb to anyone wanting to travel to galena. I’d go back in a heartbeat! Joel was a great host. He gave us all the information and checked In on us throughout our stay. We had a great time!

Modern Space on Main with On-Site Parking!
The property was cool. Though I did realize how out of shape I was - winded every time I climbed the 2 steep floors to the unit. But so worth it. Spacious, adjustable climate (HVAC), TV, sprawl-able sofa and leather chairs. I was looking forward to having my coffee and reflection time on the back porch but, alas, the weather didn’t cooperate. Several dining options nearby and we walked over to the Fenelon Elevator for an epic view of the Mississippi River. Thanks for the memorable stay - it made a perfect landing on our adventure along the Mississippi River, from the headwaters in MN to the Gulf. Our Tip - Drop in to the Wicked Dame wine bar. - what a cast of characters we encountered.

Aspen House - A Private Quiet Getaway In Nature
We had a really wonderful stay here over Memorial Day weekend. My two and four year old loved the toys and the movie screen (our daughter cried when we left). My husband and I thoroughly enjoyed the screened in porch. We’ve been to Galena now many times and this was our favorite place we’ve stayed at yet!
Dog friendly homes in Galena

Hot tub/Game Room/Fire Pit/Across street from Pool
Very clean and well maintained home. Kitchen was well stocked with pans and other utensils. Our grandkids didn’t want to leave the awesome basement!

Tin Roof Cottage
Enjoyed our stay at the house. Our dog did very well too. It was a cozy little place to sleep and relax after a few days out discovering Galena. We enjoyed Lola’s ( close by restaurant for breakfast and Lunch…please try their orange cranberry chicken salad)❤️ Vickie was available and kind. We would stay again. Thank you☺️

Long Bay Point Getaway
This was our second time at Jennifer's place and it was just as perfect as it was the first time. We brought our daughters with us this time, and they slept on the pull out couch and loved it. It was the perfect space for our family. The amenities are a plus. We went to the indoor pool at the Owners Club which was nice and enjoyable and we played the board games one of the nights, which were provided. I highly recommend this place. It's quiet, peaceful, there are walking paths, and it's about 10 to 15 minutes from Main Street. We will definitely be back!

Historic Home with Pool Table and Dart Board
Awesome place for our entire family to enjoy our son's college graduation. Plenty of room and a well-stocked kitchen. The old school charm and antique decor blended well with plenty of modern amenities.

The Dubuque House - Historic Downtown Location!
Great location. We enjoyed darts and drinks next door, walking distance to casino, Five Flags and several places to eat.

Treehouse Getaway | Hot Tub • Firepit • Games
Wonderful home to enjoy for our family getaway! The house is beautifully decorated and truly feels like a treehouse with huge windows surrounded by woods. Every need was thought out…we enjoyed comfy beds, the smokeless firepit, games and puzzles, and a brand new hot tub! Truly a great place to chillax and the hosts were so quick to reply and helpful. Lots to do around Galena but we mostly enjoyed hanging at the house. ❤️

Mississippi River house has everything you need
Your place was so Retro!! We loved it !! Needs a fire pit and more outside backyard chairs. We really enjoyed the town and loved the view of the Mississippi River. The park across the street was amazing!!! We had the other guests from the other unit walk into our unit 2 times while we were there.

3bed 2bath nestled in cozy Grandview neighborhood
Had a great time! The space was perfect for us. The bakery across the road was delicious and so convenient to grab a quick treat/breakfast. A quick drive to downtown and access to everything. Had a few kid toys that my Toddlers loved! Would highly recommend.
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 bed and breakfast rentals in Galena?
Experience the best of Galena with our bed and breakfast 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 self check-in, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
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