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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

Top guest favorite
Home in Galena
4.97 out of 5 average rating, 141 reviews

Hot tub/Game Room/Fire Pit/Across street from Pool

PaulaRating, 5 stars3 months ago
Very clean and well maintained home. Kitchen was well stocked with pans and other utensils. Our grandkids didn’t want to leave the awesome basement!
Guest favorite
Home in Galena
4.87 out of 5 average rating, 15 reviews

Rustic with a modern twist 3bdr/3.5bath chalet

Jenny Rating, 5 stars1 week ago
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!!
Superhost
Home in Galena
4.86 out of 5 average rating, 7 reviews

CountryView 3-BR cozy & stylish home w/hot tub

OliviaRating, 5 stars1 month ago
Beautiful and peaceful home surrounded by nature. We were looking to “unplug” and spend quality time together. We loved the pond, birdwatching and the hot tub on cold nights. The house is perfect and has everything you need. Downtown Galena is only a short ride away and we enjoyed learning about its rich history. Thank you for letting us into your cozy home.
Top guest favorite
Home in Galena
5 out of 5 average rating, 27 reviews

Modern spacious 4 bedroom retreat with 3 en-suites

LisaRating, 5 stars2 months ago
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!!♥️
Top guest favorite
Home in Galena
4.92 out of 5 average rating, 159 reviews

DunPuttin Place

AndrewRating, 5 stars3 weeks ago
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!
Top guest favorite
Home in Galena
4.97 out of 5 average rating, 29 reviews

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

LauralynRating, 5 stars1 month ago
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!
Superhost
Home in Galena
4.73 out of 5 average rating, 15 reviews

Expansive 5 Bedroom Home - Hot Tub & Amazing Views

ZacharyRating, 5 stars4 months ago
The place is huge. We only had 5 people but you could easily fit twice that. Everything overall clean. Likely to return again!
Top guest favorite
Home in Galena
5 out of 5 average rating, 21 reviews

Galena Getaway Sauna, Hot Tub, Fire Pit, Arcade!

MelissaRating, 5 stars1 week ago
We visited on Memorial Day weekend with the family and had an amazing time. The house was set up perfectly for everyone to have their own bedroom and bathroom. The kitchen had lots of room to put away the food that we brought, entertain our group and had everything we needed for food prep. The location was quiet and peaceful and had so many amenities to keep everyone entertained. Thank you, Danielle, for being such a great host! We will definitely be back!

Condo rentals with a pool

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

Beautiful Lake Galena Views - Walk to Stonedrift S

KerryRating, 5 stars8 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, IL

DavidRating, 5 stars4 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 stars6 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 stars2 months 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!
Superhost
Condo in Galena
4.79 out of 5 average rating, 24 reviews

Long Bay Point Unit C11 The Galena Territory

JenniferRating, 5 stars6 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 The Galena Territory
5 out of 5 average rating, 4 reviews

Enjoy our Lake Views this Spring! King Bed, Screen

JeffreyRating, 5 stars3 weeks ago
A beautiful place in a great location. Just minutes from all the golf courses. The home was extremely well kept and updated. The sunroom was awesome.
Superhost
Condo in Galena
4.81 out of 5 average rating, 16 reviews

Galena, IL, 1 Bedroom #1

KeithRating, 5 stars22 months ago
Jan was great!! The place messed up our room but she did her best to make it right. We appreciate her attention and her desire to fix the situation.
Condo in Galena
4.86 out of 5 average rating, 7 reviews

Tranquil Retreat: Cozy 1BR Suite @ Wyndham Galena

James BrianRating, 5 stars3 months ago
The place is about 5 miles from Galena but not a bad drive to town. If possible, stay in a suite that has a view. Beautiful to wake up to & star gaze at night. The pool is big, the hot tub is hot, the fitness center is well-equipped, & the kid's rec room also. The lobby is huge with a nice fireplace. The suites are large & like a nice, small apartment. It was fun going thru the many shops downtown. Make sure you take some time to tour Galena's many beautiful old homes & buildings. Visit the visitors center by the river in the old depot & have breakfast or lunch across the street at Ottos'. Love this town!

Destinations to explore