
Galena vacation rentals
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Top-rated vacation rentals in Galena
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Galena house rentals

Modern/Historic Mansion
Everything was great!

Galena home close to Main St with parking and deck
Deb's home was charming, and it included a Christmas tree and other holiday touches. Several times throughout the weekend, my husband and I and our friends (two other couples) mentioned what a great house this was. We could all easily gather at the dining table as well as in the living room. This home was a well-kept house--all appliances worked, the water was plentiful and hot, and the lights were more than adequate. One could tell the owners cared for this home. On top of everything else, we could easily walk to downtown with all of its shops and restaurants. I highly recommend staying at Deb's home.

Galena RowHouse - Downtown with parking included!
Our family has been enjoying Galena attractions for years. The Rowhouse is a very nice place to stay. The accommodations were clean, we had a close walk to downtown and our host, Mary, kept in communication with us. We will definitely be making reservations at the Rowhouse in the future. Thank you Arlene

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
This place is the best AirBnB I've stayed in. The hosts were very communicative and kind and the house is gorgeous 😍. It's a very quiet neighborhood and we felt like we had great privacy. Everything is clean and modern. We are already planning to return for another weekend getaway here in the near future! If you're looking for a charming and peaceful stay, Kody's place is just what you need.

Walk 2 Town ~ Dog Friendly ~ Private ~ Wildlife Al
The House was a great spot for us. It is on a quiet road with almost no traffic, with really nice neighbors. It sits on a wooded hill with great views. As a birder, I especially enjoyed being able to see and hear so many Yellow-Bellied Sapsucker Woodpeckers. They surrounded the house and we saw 6 at one time! Walking the neighborhood is hilly so it offered a good workout! And it's interesting to see so many deer so unafraid of humans. The house was immaculate and well decorated. We had all the kitchen ware we needed. And the fire pit was well enjoyed. It is a bit different that your average Airbnb as its run by a management company so you have to fill out some paperwork with them before you arrive. But it's all digital so easy to do. We highly recommend this airbnb and will be back.

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.

Clementine Cutie 2bd1b-w/pullout
Luke did not hesitant to offer anything necessary for my stay. The place was super cute, clean & in a great location within the city. I would recommend and use again my next visit for sure!
Dog friendly vacation rentals in Galena

*Golf*Hot Tub*Screened Porch*Dogs Ok*Owners Club*
Enjoyed the extra touches such as the coffee bar, toiletries, and games! Beautiful views and plenty of space for our family of five.

Johnson Apartment and Cathouse Suites, Dogs OK w/$ $
Great place! Very clean. It is above a bar/restaurant, but it was not too loud, and ear plugs were provided but not needed. Very clean and accessible for people in a wheel chair- even the bathroom.

Hot tub, Fireplace, Firepit, Pool, 20min to ski
This was just a great experience from start to finish. Beth was so friendly, helpful, responsive, and flexible, offering tons of suggestions for activities, helping out with any minor issues and basically reading our minds. And her place is perfect—cozy, private but close to town, has everything you’d need and more (so many activities for kids!!). We loved the hot tub, access to the community center, and it’s only a ten minute drive into town. And my kids loved the bunnies they saw hopping around the backyard every day. Can’t wait to come back—thank you so much!!

Pet friendly, 2 BR close to Mississippi River
Thank you for your hospitality!

1 Bedroom 1st Floor Private Apt
The place was just as advertised. Busy street but really not that noisy. Not much green space to walk pup but they were up front about that. Well stocked and clean

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!

DBQ Home Away from Home- Fenced Back-yard & Patio!
We had a wonderful week long stay at this home. The kitchen is fully stocked and I mean fully stocked! The host has thought of everything and there was even foil in the pantry for leftovers! The beds are super comfortable and the rooms are spacious. We felt right at home in the space and really enjoyed our stay. The fenced in backyard was great for the dogs and we really appreciate a dog friendly air bnb. We would highly recommend staying here!

Highview Country Escape - Cozy Cabin with a view
Dan and Kellie’s place was a dream! Dan and Kellie went above and beyond for us during our stay, including assisting me with my proposal on their beautiful property. The sunrise and sunset are absolutely stunning. The hot tub was a great addition and allowed us to unwind almost every night. I loved the farm animals and seeing the cute barn cats and pigs. Overall, this place is the best romantic getaway. The hosts are exceptional and they are very flexible. Thank you for the wonderful weekend! Could not have done it without you guys ❤️
Dog friendly house rentals Galena

Welcoming 2 bedroom house in the heart of Dubuque
The place was exactly what we needed, a clean and cozy house with a good location. We felt at home and the beds were very comfortable. Abby provided a wonderful welcome binder with lots of local recommendations and brochures. Highly recommend the place.

Historic brick loft by colleges, events, downtown
We loved our stay. Beautiful home. Loved the art work on the walls.

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!

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.

Beauty on the Bluff
We had an amazing time at Bradleys place. We had everything we needed in addition to the house being crisp clean and confortably warm. The views from the patio just make you stay there even if it is cold out . Thank you for being a great host!

A Beautiful 2 Bedroom Lakefront Home Deck & Boats
We enjoyed our stay at the Lake House! The inside felt like a cozy cabin with plenty of space with two beautiful bedrooms. It was peaceful to be near the lake and hope to come back in the summer with warmer weather!

Galena Cabin, Access to Owners Club, Privacy
We had the best weekend in Galena and Joel’s house was the perfect spot. The location was perfect for us - a quiet, wooded lot about 10-15 minutes from town. The layout of the house is ideal for couples or families as each bedroom has its own bathroom which is something I always appreciate with a bigger group. Joel was very responsive and even flexible with our last minute request. Thanks for providing a smooth check in/check out. It helped make for a perfect weekend in Galena - can’t wait to return soon ☺️

3bed 2bath nestled in cozy Grandview neighborhood
Rylea’s is great and her place is fantastic. We had an event at UD and her place was less than 5 mins. She was extremely communicative. Her place was so clean and spacious. Each of our boys were able to have their own room while we had the master bedroom on the main floor. We will definitely stay here again.
Quick stats about vacation rentals in Galena
Total rentals
160 properties
Total number of reviews
17K reviews
Family-friendly rentals
60 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
160 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.
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.
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.
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.
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