
Vacation rentals with a pool in Jo Daviess County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Jo Daviess County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Jo Daviess County rentals with a pool
House rentals with a pool

Comfortable 4 Bed 4 Bath in the Galena Territory!
Beautiful place and James is very good host . Thank you

Long Bay Point Getaway
This was our second time at Jennifer's place and it was just as perfect as it was the first time. We brought our daughters with us this time, and they slept on the pull out couch and loved it. It was the perfect space for our family. The amenities are a plus. We went to the indoor pool at the Owners Club which was nice and enjoyable and we played the board games one of the nights, which were provided. I highly recommend this place. It's quiet, peaceful, there are walking paths, and it's about 10 to 15 minutes from Main Street. We will definitely be back!

Cozy retreat in Galena Territory
Our stay in Galena was beyond what we could have hoped for! The house was CLEAN and welcoming! We had more space than we needed and kept saying again and again how we would 100% stay here again! We spoke with the host, Lori, prior to arrival and she was VERY friendly! All directions were clearly laid out and 100% reasonable requests for checkout process. We also felt completely safe in the area we were in. The drive to Galena’s downtown from the airbnb was BEAUTIFUL. Thank you so much to Lori for providing such a wonderful place to stay and for making our girls trip to Galena one we will never forget!

Cozy Retreat | Hot Tub | Firepit | Dog-friendly
Brian and Jonny were very responsive and communicative from beginning to end. It was a last minute trip and we were lucky to find a pet friendly place during the start of the summer season. The house was clean, cozy and close to walking trails. Although we did not take advantage of the outdoor grill or hot tub (they have a wood burning fireplace for the winter), we enjoyed the screened in porch and open concept layout of the house, as pictured in the profile. The house is situated between two other houses blocked somewhat by the trees. I would describe as semi-private where we could see their back patio/hot tub/fire pit and vice versa. But whatever your personal comfort level, you can’t beat the proximity to trails, Owners Club, and easy access to Hwy 20 to Galena! We enjoyed our stay and exploring!

Modern Home w/Amazing Views, Hot Tub, Game Room
We had such a great time! We took the whole family (10 people) and there was plenty of room. The basement was great for keeping the kids entertained. They were wore out from playing video games, air hockey, basketball, and hot rubbing. The area has beautiful views, and feels very private even though there are houses close buy - which we prefer just in case we would need help. We all wished we could have stayed longer! We highly recommend and will definitely be back!

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

Family-Friendly Wooded Retreat- 3 Ensuite Bedrooms
Joel’s place was absolutely beautiful! It was secluded and peaceful but also very close to down town. I loved drinking my coffee outside in the mornings it was so peaceful! I’d recommend Joel’s air bnb to anyone wanting to travel to galena. I’d go back in a heartbeat! Joel was a great host. He gave us all the information and checked In on us throughout our stay. We had a great time!

Galena Retreat - Eagle Ridge Territories
Even better than advertised. Sandy was wonderful and so was the home. We were very pleased with our stay and her communication. The house is in a nice, quiet neighborhood, close to the strip, around golf courses, wineries, great food, fishing, historical places, and kayaking. Thanks again Sandy, we will be talking to you soon I’m sure.
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!

Galena, IL, Studio 2
Great place to stay very close to downtown Galena.

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.

Tranquil Retreat: Cozy Studio @ Wyndham Galena
This place was absolutely B.E.A.U.T.F.U.L! The staff were super sweet and friendly. So many things to do at Galena. Also, there was a table with “to do activities” That was very helpful. I would 100% come back. Thank you all staff for being such a good host.

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!

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.

Come Vibe @ Valleywood! 2BR Modern, Lake Galena Ma
Nice quiet condo near golf within the Galena Territory. The unit was easy to find, very clean and has updated furniture/decor. Highly recommend if you are looking for a quiet retreat!
Destinations to explore
- Bed and breakfasts Jo Daviess County
- Rentals with a hot tub Jo Daviess County
- Condo rentals Jo Daviess County
- House rentals Jo Daviess County
- Rentals with breakfast Jo Daviess County
- Cabin rentals Jo Daviess County
- Kid-friendly rentals Jo Daviess County
- Pet-friendly rentals Jo Daviess County
- Family-friendly rentals Jo Daviess County
- Townhouse rentals Jo Daviess County
- Rentals with lake access Jo Daviess County
- Rentals with a patio Jo Daviess County
- Apartment rentals Jo Daviess County
- Rentals with a fire pit Jo Daviess County
- Rentals with a fireplace Jo Daviess County
- Rentals with outdoor seating Jo Daviess County
- Rentals with a kayak Jo Daviess County
- Rentals with a washer and dryer Jo Daviess County
- Rentals with pools Illinois
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom