
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.

Spacious, Modern 4BR Ensuites | Hot Tub & Firepit
I had a fantastic experience staying at this location. The house was exactly as described—clean, comfortable, and well-equipped with everything I needed for a relaxing stay. The host was very responsive. They made sure I had everything I needed and provided great recommendations for things to do in the area. Check-in and check-out were smooth and hassle-free. Overall, this was a great choice, and I would definitely recommend it to anyone visiting the area. Would love to stay here again!

Treehouse:All en-suites! Firepit + Games! Secluded
We had a lovely stay at The Treehouse. Kimberly and Dan were wonderful hosts. We had one little snafu that was immediately addressed and no issues whatsoever from there. Gorgeous views, comfortable spaces, great community amenities. Enjoyed being a little off the beaten path as well. Guidebook was readily available and helpful. Kids had a blast with the games. Only wish it would’ve been a little warmer to use the deck and porch. Would definitely book again! Thank you for a great stay!

Hot Tub-Dog friendly-fire tables-pools
We had a great stay! The place was clean, comfortable, and exactly as described. The whole experience easy and welcoming. We would definitely stay here again and highly recommend it to others!

Awesome Lodge in Galena Territory
Beautiful home, with awesome view of golf course. Plenty of space to move about , large deck to sit and relax. Alex was very accommodating on check in time and was very responsive. Gave us detailed instructions for checking in and checking out. Lighting was labeled so there was no guessing on which switches controlled which lighting which was very helpful

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*
Last minute my family and I decided we needed a getaway. Cynthia almost instantly approved our booking, gave instruction, and even photos and drawn details on how to get to the home. We were at the home within 4 hours of booking. She also gave us early check in without requesting. On the final night of our reservation we enjoyed this property and stay so much we asked about staying another night. Luckily it was available and approved again almost instantly. The home was very clean, provided extras like toothbrushes, hair appliances, shampoo, keurig & popcorn. Our kids loved the loft area, games, and the space to explore outdoors. The layout was open and cozy. It was just far enough away for peaceful privacy but still close enough to get into town in 15 minutes. We didn’t want to leave!
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, IL
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
It was a very nice place. Peaceful and beautiful inside and out. Lots of things to do. Had a great overall experience.

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.
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