
House holiday rentals in Jo Daviess County
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Top-rated house rentals in Jo Daviess County
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Popular amenities for house rentals in Jo Daviess County
House rentals with a pool

Rustic with a modern twist 3bdr/3.5bath chalet
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!!

Quiet & Peaceful
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!

Bluffwood Bungalow - Secluded, Forested Getaway!
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!

Galena Retreat-Cogan View!
Beautiful home in a beautiful place! Highly recommend

Stunning 5 bdm home on The General in Galena Terr!
This home was a great place to stay for my bachelorette party in Galena. It was a short drive to the shops in town. It is in a private neighborhood with a beautiful view. We had everything we needed from towels to kitchenware. Kyle was responsive and great to work with. 100% recommend!

DunPuttin Place
Excellent house for our guys golf trip! Lots of amenities at the house and a 10 minute to all of the different Eagle Ridge golf courses. House is a 15 minute drive to downtown Galena that has a lot of shops and restaurants. Very responsive and friendly hosts. 10/10!

Comfy, end unit, on Golf Course!
Annette's listing was very clean and welcoming. Very nice place close to the North and South course at Eagle Ridge.

Charming Galena Getaway
This house was more than just a home base for our time in Galena - it was like an attraction itself. There were so many fun things to do in the home (piano, mini golf putting, PacMan, mini bowling, darts, games, puzzles, jetted tub…) that even in chilly/rainy weather, we were not bored. Additionally, it was super clean and comfortable, spacious with plenty of room for our belongings, and equipped with all that we needed. The outdoor spaces (balcony, screened room, and backyard) and dark sky community (so many stars!) added to the fun. The nearby clubhouse had a wonderful pool with 3’6” depths and up, perfect for kids. It was a wonderful, relaxing stay!
Weekly house rentals

Hot tub | 3BD|3BA en-suites | Resort Amenities
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.

The Ho Hum East on Apple Canyon Lake
Alex was a Great host! His lake house was clean and cozy.. The view was beautiful! My children and I really enjoyed ourselves.. Thanks Alex!!

Family Friendly Modern Farmhouse 42 Private Acres
Matthew’s place was very peaceful and relaxing. I would recommend to anyone looking for a quiet area with lots of of fun things to do within 25min drive. Always very responsi and giving us great tips. Would definitely recommend to anyone looking in that area and already thinking to be back!

Valley view! Outdoor hot tub, 4 bed house.
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!

Jackson Ready Properties
Kelli’s place was nice and was perfect for my family’s memorial day weekend. The kitchen was equipped with everything we needed. The rooms and bathrooms were all very clean. You’ll also have access to the community gym and pool. Overall, we enjoyed our stay. Thanks Kelli!

Apple Canyon - Galena Getaway
Very nice place to stay, everything we needed and great location. Plan to return next year.

Country Chic + Comfort|Fireplace|Perfect Getaway
Jared’s place had everything we needed to feel at home. Although we didn’t cook, the kitchen was well stocked with the necessities and the appliances were very clean. The bathroom amenities included shampoo, conditioner, and lotion (nice extra) and were also very clean. The beds were comfortable and the living space was furnished well to accommodate us. The townhome is an end unit which added to the peacefulness of the experience in the territory.

The Galena Chalet- 3bdrm-3 bath
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.
Private house rentals

Private 3BR/2BA Home in the Trees | Stonecrest
The location was beautiful! Close to downtown galena, plenty of things to do around the house. Private and peaceful, if you’re looking for a place to stay out here we recommend this place!

4 BR* hot tub*pet friendly*Arcade Games* fire pit
Very pleased with the stay, everything matched what the pictures showed. Anne was a great communicative host. The area was beautiful and the ajr bnb was clean and peaceful. We enjoyed the pool table, hot tub, and gaming amenities in the basement. I do wish the grill was a bit cleaner, but overall I give the stay a 5/5!

Modern spacious 4 bedroom retreat with 3 en-suites
Oh boy a must stay we walked in and absolutely Beautiful!!! All our needs were met!!! Jacuzzi was so nice with fun lights!! Just so pretty!!! Would stay again loved it!!♥️

Playful Pines Retreat
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!

Hot Tub, Movie Lounge, Deck w/Forest Vibe
Private and quiet. It was very peaceful. House was beautiful and very spacious for our group. Caitlin explained everything in detail and answered all my questions. We have a great time !

Luxury on the Green
Very nice and spacious home located in the Galena Illinois Territory. The home sits on a golf course and is not far from the downtown Galena area. We had a wonderful time staying at this nice home.

Inviting & Bright | Firepit Sauna Hot Tub & Games!
Johnny was extremely accommodating and was there within 20 minutes when I needed him. Very personable and friendly, made me felt like I knew him all my life. Will definitely book again in the future!

Mississippi River House
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!
Destinations to explore
- Rentals with a washing machine and dryer Jo Daviess County
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