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Vacation rentals with a pool in Jo Daviess County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Jo Daviess County rentals with a pool

House rentals with a pool

Guest favorite
Home in Galena
4.86 out of 5 average rating, 14 reviews

Rustic with a modern twist 3bdr/3.5bath chalet

BethRating, 5 stars5 months ago
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!
Guest favorite
Home in Galena
4.9 out of 5 average rating, 78 reviews

Quiet & Peaceful

JacobRating, 5 stars1 week ago
Lorebeth’s home was peaceful and as advertised. Would recommend to anyone looking to spend time in the Galena Territory.
Guest favorite
Home in Galena
4.88 out of 5 average rating, 26 reviews

Expansive 5b6ba Countryside Home

DevinRating, 5 stars1 month ago
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.
Top guest favorite
Home in Galena
4.94 out of 5 average rating, 62 reviews

Treehouse: Firepit & Games! Cozy & Spacious!

JennaRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Galena
4.97 out of 5 average rating, 133 reviews

Summer Open-Hot Tub-Dog friendly-fire tables-pools

MorganRating, 5 stars3 days ago
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!
Guest favorite
Home in Galena
4.94 out of 5 average rating, 143 reviews

Awesome Lodge in Galena Territory

ZulyRating, 5 stars1 week ago
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!
Guest favorite
Home in Galena
5 out of 5 average rating, 16 reviews

The Galena Chalet- 3bdrm-3 bath

LaurenRating, 5 stars1 month ago
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.
Top guest favorite
Home in Galena
4.96 out of 5 average rating, 25 reviews

*Golf*Hot Tub*Dogs Ok*Firepit*Owners Club*

RaevenRating, 5 stars3 days ago
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

Guest favorite
Condo in Galena
4.92 out of 5 average rating, 13 reviews

Beautiful Lake Galena Views - Walk to Stonedrift S

KerryRating, 5 stars6 months ago
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.
Condo in Jo Daviess County
4.83 out of 5 average rating, 6 reviews

Lake Links Loft in Galena, Illinois

DavidRating, 5 stars2 months ago
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!
Superhost
Condo in Jo Daviess County
4.8 out of 5 average rating, 5 reviews

Long Bay Point Unit C5

AlyxRating, 5 stars4 months ago
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.
Guest favorite
Condo in Galena
5 out of 5 average rating, 16 reviews

Access to Pools and Lake Galena Marina #Dog Friend

JanelRating, 5 stars1 week ago
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!
Condo in Galena
4.86 out of 5 average rating, 44 reviews

The Getaway - Chic 2bd Condo, Golf, Pool & More

LukeRating, 5 stars1 month ago
Great place to stay and for a great price!
Superhost
Condo in Galena
4.67 out of 5 average rating, 3 reviews

Galena, IL, 2 Bedroom Q #2

KevinRating, 5 stars31 months ago
Very nice place. I would definitely stay there again!
Superhost
Condo in Galena
4.79 out of 5 average rating, 24 reviews

Long Bay Point Unit C11 The Galena Territory

JenniferRating, 5 stars4 months ago
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.
Superhost
Condo in Galena
4.93 out of 5 average rating, 28 reviews

Galena, IL, 1 Bedroom S #1

HollyRating, 5 stars30 months ago
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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