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

Rustic with a modern twist 3bdr/3.5bath chalet
Alina’s home was a clean beautiful spacious property. Lots of room for our party of 5. We loved both the enclosed and open air decks and we made great use of the fire pit at the end of our evenings. And let me tell you if you are a stargazer you are in for a treat. Just beautiful!

Quiet & Peaceful
Lorebeth’s home was peaceful and as advertised. Would recommend to anyone looking to spend time in the Galena Territory.

Expansive 5b6ba Countryside Home
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.

Treehouse: Firepit & Games! Cozy & Spacious!
We absolutely loved Kimberly and Dan’s house. We took advantage of the amenities offered. The kids and adults both had a great trip. The house was very clean and cozy.

Summer Open-Hot Tub-Dog friendly-fire tables-pools
Beautiful home. Clean and wonderful amenities. Peaceful stay utilizing hot tub, firepit and porches. Doreen was very attentive throughout stay. We enjoyed the "extras " such as the Owners Club. Highly recommend!

Awesome Lodge in Galena Territory
Cannot describe the words this amazing place made us feel! Such a peaceful beautiful cabin to stay in! My cousins and I enjoyed the stayed here and will most definitely come back! Alexander was very nice and made this whole stay even better by providing easy instructions for us! Beautiful scenery and Galena has a lot of touristic stuff to do! Overall this place was amazing to my family!

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.

*Golf*Hot Tub*Dogs Ok*Firepit*Owners Club*
My family of nine had an amazing stay at Cynthia‘s place. We thoroughly enjoyed the owners club and all of the activities that it included, including Pickleball, the pool, the gym and the basketball courts. There was truly something for everybody. My six-year-old nephew loved playing in the backyard, my two cousins enjoyed, making s’mores in the fire pit, my husband loved working out at the gym in the morning, and my parents enjoyed stargazing in the hot tub. Fantastic location, and value for a wonderful family weekend. We went into town two days in a row and loved the shops and restaurants. My family enjoyed the wine bars and one of the breakfast spots on Main Street. We did have quite a bit of lady bug visitors in the home, but given the time of year and location in nature, it didn’t bother us. Would happily return, great memories made!
Condo rentals with a pool

Beautiful Lake Galena Views - Walk to Stonedrift S
We just returned from a 3-night stay at this incredible Airbnb, and I can't recommend it enough! Our group of four had an absolute blast – it truly exceeded all our expectations. First and foremost, the cleanliness was top-notch. You could tell the hosts take pride in maintaining a space that makes guests feel welcome and comfortable from the moment they step inside. The amenities were thoughtfully curated – we didn't want for a single thing during our stay. From the kitchen to the bedrooms to the living areas, every detail was considered to create a home-away-from-home atmosphere. But what really made our stay special was the peaceful surroundings. The quiet, relaxing environment was the perfect antidote to our busy lives. We left feeling refreshed and rejuvenated. If you're looking for a stress-free, comfortable getaway... look no further. We can't wait to come back and create more amazing memories.

Lake Links Loft in Galena, Illinois
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!

Long Bay Point Unit C5
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.

Access to Pools and Lake Galena Marina #Dog Friend
Absolutely amazing stay in Galena! We felt right at home. It was a perfect distance away from downtown, which was easily driveable, and absolutely quiet surroundings. We had everything we needed and was a great set up! Great communication with host and detailed responses about restaurant recommendations, directions to the home and check out instructions. Absolutely a must stay when traveling to Galena!

The Getaway - Chic 2bd Condo, Golf, Pool & More
Great place to stay and for a great price!

Galena, IL, 2 Bedroom Q #2
Very nice place. I would definitely stay there again!

Long Bay Point Unit C11 The Galena Territory
Super cute condo! The area was nice, about a 10-15 minute drive to downtown Galena, so it was nice being away from the crowds.

Galena, IL, 1 Bedroom S #1
Jan’s condo is a perfect location for galena. It’s not far from downtown or Eagle Ridge. It’s like the comfort of home without being home.
Destinations to explore
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