House holiday rentals in Jo Daviess County

We ended up having the perfect family reunion here! There was more space than expected for us - we loved the open floor plan around the kitchen which looked out into the forest. We even saw some wildlife pass through down there while drinking our coffee in the morning. There was lots to do - the adults enjoyed playing pool at the house and the kids had fun using the pool at the owners club. We all loved being out in nature and hiking the local trails! The host had good recommendations and was responsive and accommodating. Would recommend for a getaway!

Our stay in Galena was beyond what we could have hoped for! The house was CLEAN and welcoming! We had more space than we needed and kept saying again and again how we would 100% stay here again! We spoke with the host, Lori, prior to arrival and she was VERY friendly! All directions were clearly laid out and 100% reasonable requests for checkout process. We also felt completely safe in the area we were in. The drive to Galena’s downtown from the airbnb was BEAUTIFUL. Thank you so much to Lori for providing such a wonderful place to stay and for making our girls trip to Galena one we will never forget!

Always a great time in Galena. This space was perfect for a small group, and had a lovely view.

We loved our stay here! The house is huge and there are so many great amenities that make this an amazing value. We made use of the theater room, game room, hot tub, and the pickleball and basketball court outside. The setting is beautiful and private - surrounded by big trees and right next to a sprawling golf course. The location is good, although I do wish it was slightly closer to the downtown area since we went back and forth a lot and it's about 40 minutes round trip each time. But it was worth it for the privacy of the location and the quietness that it afforded. We loved our visit and would happily return!

Stefanias place was a nice get away for my family and I. We enjoyed the offered amenities and all that Galena had to offer. Thank you for hosting us Stefania! We hope to come back again one day.

This home was beautiful with a peaceful location. It looks just like the pictures and even better. The community indoor pool and other facilities you get with this home was awesome. I had so much fun with the games at the house too- even at my age! :) I’ll definitely be back with my family!

Stayed here for a girl’s trip! The home is lovely. The game room downstairs was a blast. The deck in back was perfect for drinks and conversation at night and calm morning coffee in the morning! Todd is quick to respond if anything is needed. Would definitely go back

Cynthia was incredibly responsive and helped make our weekend stay truly memorable! We loved the open layout and warm, welcoming ambiance from the moment we walked in. I would highly recommend this place to anyone and would love to return for my next Galena visit!

We just finished our stay & loved it! This was perfect for our group of 4 ladies. We each had a private bedroom & 3 bathrooms were a huge plus. They even provided makeup towels & fully stocked shampoo, conditioner, & body washes in each bathroom. The screened in porch was fantastic! We spent most of our morning & evenings there. The hot tub was great, it was strong from the chemicals & we did get itchy so a shower immediately after was necessary. If you need some kind of noise while you sleep, you will need to bring your own fan. It is in the woods & gets very quiet! I purchased a small fan & it worked perfectly. The beds were very comfortable with tons of pillows & plenty of blankets. We had tons of wildlife around us everyday. Flocks of turkeys in the morning, even a fox! Very relaxing after busy days in town. This property was perfect for a small group or family who would like a smaller home with plenty of privacy in the woods as well as in the home! We would definitely stay again.

We loved our stay at Guy’s. There had been a small issue where the cleaning crew had not been in or had not finished by the time we arrived. Guy made it right while we enjoyed dinner in town. The amenities at the Owner’s Club were amazing. Everyone had space to spread out, no one on top of one another. We would gladly come back to Guy’s!

Our stay at Sarah's Secluded Retreat was just what we were looking for with our family of 6. There was plenty of room to spread out or stick together for a campfire or just hanging out on the many decks or screened in porches. We loved the privacy of the lot and the hot tub was an added bonus!! Thank you for sharing your beautiful home.

Cozy yet spacious retreat! We loved backing up to the trees with a view of the lake. We enjoyed coffee on the screened in porch while wrens warbled right outside. Perfect distance from Galena to feel like a getaway but still close to get there pretty quickly with a scenic drive.

A Hidden Gem by the Water – A Fisherman’s Dream! This cozy Airbnb exceeded our expectations in every way — the biggest highlight being its perfect location right near the water! My husband loves to fish so he was thrilled to discover how easy it was to grab his gear and head out each morning for a peaceful few hours of fishing just steps from the property. The home itself was clean, well-stocked, and thoughtfully decorated with a charming, rustic vibe that fit the setting perfectly. Waking up to the sound of birds and the sight of the sunrise glistening over the water was pure magic. The host was warm, welcoming, and provided clear instructions and had everything labeled, that helped us make the most of our stay. Whether you’re looking to fish, relax by the water, or simply unplug in a serene setting, this place is a true slice of heaven. We’ll definitely be back!

My family of 6 was very delighted to travel to Galena for our first visit. What a beautiful area and historical town. Although this unit is remote and private it's still within an under 10 min drive from the amazing town and excellent amenities. The club house was a treat. The unit is perfect and I wouldn't change thing. Amazing weekend get away from Chicago.

We had a great experience at this cozy home! Perfect chalet vibe for our ski trip. The downstairs room with two beds was a little chilly compared to the rest of the house, but it was negative temps when we visited and didn’t affect our overall feelings for the home, just something to consider if you have littler ones in that room.

We had a great stay at Howard's place. Everything was exactly as described. We loved that it was such a short distance from downtown Galena. The peaceful surroundings were great when sitting around a fire at night, sipping some wine we purchased from local vineyards. We would definitely stay here again.

Alina’s house was really, really beautiful, spacious, modern, inviting, and had EVERYTHING we needed! It was just great. It has a big fire pit in the green and spacious backyard. The bedrooms were huge and the beds were comfortable. There was a POOL TABLE on the first level, which was a ton of fun. I would highly recommend this place! (Just a note, and NOT something “wrong” at all with the house. Because it’s new construction, the top plug of each outlet only works if the switch nearby is on. Just remember that, and you’ll be great!) Definitely recommend!!

This was a great place to stay for a girls weekend getaway! It’s only a short drive to downtown Galena and the area is pretty and peaceful. The host was responsive, pictures were accurate and there were plenty of linens and space for everyone. We loved the screened in porch! Each person had their own level as there is one bedroom on each. Would recommend this to others!

We had an incredible time! The property is absolutely stunning. It is so serene and peaceful and the epitome of modern country living. Would definitely come back!

This was our second time staying here and it was wonderful. Always a pleasure, the hosts are great and very responsive. The house is perfect for a getaway in Galena with tons to do, and just minutes from downtown.

Michelle’s home was wonderful. The location is very serene and the house was exceptionally clean and well equipped for a relaxing stay. The house has bedrooms and bathrooms on all three levels, along with a screened in porch, multiple decks, and two fireplaces, with easy access (no stairs) to the main entry. Seating throughout the home is invitingly cozy and comfortable. There was a welcome basket of treats in the kitchen, such a nice touch. We really enjoyed our time at this lovely home.

We loved staying in Amy’s place. It’s a private farm house located on top of the hills letting you enjoy amazing views with beautiful sunsets. House was clean and had all the necessities already, we ended up bringing the stuff we bought back with us:) Amy was always responsive and ready to help. We will definitely be coming back!

Yara’s place was great. She sent detailed messages that had all the information we needed for our stay!

Would recommend this property to anyone. The amenities were excellent. Easy to find and the host was very responsive and prompt in returning messages. The house was in excellent condition and had everything we were looking for. I would stay here again.