Kid-friendly vacation rentals in Jo Daviess County

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!

This was a girls trip. We were there Weds-Sun. The house is beautiful and well appointed. Walking distance to everything downtown. Our favorite breakfast spot was right at the bottom of the stairs. Would definitely stay here again!

Our family—including me, my wife, our daughter, and our puppy—had a wonderful time. Ginger was very kind and provided detailed information, including how to use the amenities like the swimming pools. The property was clean, cozy, and conveniently located near downtown, where we had a great time exploring. We’d definitely recommend this place to any family and would love to return on our next trip to Galena.

What a perfect place for us! From the wrap around porch to the two fireplaces, this place is so dreamy! The showers were great and the beds were so comfortable. The kitchen had everything we needed and more. We will stay again if we get the chance!

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. ❤️

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.

Perfect stay for our girls’ getaway! We stayed here to celebrate our bride-to-be, and it couldn’t have been more perfect. The place was beautiful, clean, and had everything we needed for a comfortable stay. The location was amazing—just a short distance from the shops in Galena, which made exploring so easy. It was the perfect spot to relax, enjoy time together, and make special memories. Highly recommend for any group looking for a charming and convenient stay!!

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!

The apartment was amazing. Exactly as pictured, spotless, cozy and inviting. The location was great for being able to walk everywhere and the parking was convenient. The great downtown location does mean that later in the night you may get serenaded to by groups walking home after a fun night out, so next time I’ll bring a sound machine to help me sleep a bit sounder. But honestly, the singing was pretty good, they could carry a tune and I think added to the charm ;) I would rent again and thank Ashlee for quick response times and lovely accommodations.

I would highly recommended staying at this airbnb!!

We had a great stay at Robin’s place! Right in the middle of town. Cute and cozy inside.

Thank you Don for your attentiveness and friendly welcome. Went to say goodbye, but you were off today… Good for you! We throughly enjoyed the games and location. Hoping it won’t be another 2 years before we come back. Maybe it will be through the week next time… nice and quiet today… Lori Johnson/Paul Simpson

This is our third time staying here, it's been great each time. It's great to have a familiar spot when we need to come to the area.

We had so much fun staying in Catherine’s suite! The location was perfect and we loved the music from the Grape Escape! We would most definitely stay here again!

Easy to check in, very clean, & easy to work with. We loved the location, right in the middle of everything. We will stay there again in the future.

This place is awesome! We came with our baby and dog and it was perfect for all of us. Place was the perfect size for us and had an everything we needed. Great location close to downtown Galena and other activities. Comfortable bed and it was great to have 2 bathrooms!

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!

Great place to stay very close to downtown Galena.

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.

This place was absolutely B.E.A.U.T.F.U.L! The staff were super sweet and friendly. So many things to do at Galena. Also, there was a table with “to do activities” That was very helpful. I would 100% come back. Thank you all staff for being such a good host.

We had a wonderful five day stay at the driftless getaway! Everything was to our expectations and beyond. Nice little touches throughout the entire areas. (Love the twinkle lights) There were Activities for both kids and adults like games and coloring books provided in the space. As well as a coffee bar, retro mini fridge and treat baskets in each room. Our location was a quick 4 minute drive or 15 walk into the main street of Galena. The town is charming and there is plenty to see, eat, do. Wouldn’t hesitate to stay here again! Thank you both for such a lovely home away from home!

A beautiful place in a great location. Just minutes from all the golf courses. The home was extremely well kept and updated. The sunroom was awesome.

This was a very well maintained and clean location. Great balcony to watch the river traffic. Walkable to restaurants Very enjoyable

Fantastic stay at Elle & Beck's place. Stayed with friends to celebrate an anniversary and the location was ideal to explore all that Main Street in Galena has to offer. Very comfy beds and spacious bathrooms - great to have counter space in an older building's bathrooms which is uncommon and a pleasant surprise. The living area was well appointed with comfortable furniture and was a great space to start the day or unwind after a day's events. Very responsive hosts with great communication. Sincerely appreciated the offer to sent a couple of items that were accidentally left behind - very thoughtful. If you are looking for a great place to stay for 6 guests, you would have a difficult task to locate a better place to stay in downtown Galena than Elle & Beck's. We've been to Galena several times and this was a memorable stay. Our friends that came along raved about the location as well. Should we be looking for a place for 6 on our next stay, this one is at the top of our list.