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 stars4 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, 77 reviews

Quiet & Peaceful

MeganRating, 5 stars1 month ago
Relaxing spot for a girls weekend! Just what we were looking for! Appreciated that there was coffee available to brew in the kitchen so we didn’t have to venture out on a chilly morning, too! Thanks Lorebeth!
Guest favorite
Home in Galena
4.88 out of 5 average rating, 26 reviews

Expansive 5b6ba Countryside Home

DevinRating, 5 stars2 weeks 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.
Guest favorite
Home in Galena
4.93 out of 5 average rating, 59 reviews

Treehouse: Secluded + Spacious! Firepit & Games

MaryRating, 5 stars1 week ago
What an amazing place!!! It looks exactly like the pictures and hasn’t the coziest atmosphere with so many amenities. The hosts were incredible- going above and beyond to make sure we had an amazing stay. We will definitely be returning!
Guest favorite
Home in Galena
4.97 out of 5 average rating, 126 reviews

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

DanRating, 5 stars3 weeks ago
The location was perfect, and not far from downtown Galena. Loved how private and peaceful the area was. The hot tub was a super nice amenity! Overall, our experience was nothing short of amazing. Can’t thank Doreen and their property highly enough!
Guest favorite
Home in Galena
4.94 out of 5 average rating, 138 reviews

Awesome Lodge in Galena Territory

JacklinRating, 5 stars1 week ago
We had the best girls weekend here while skiing at Chesnut mountain! The house was conveniently located to everything and we were very happy with our stay!
Guest favorite
Home in Galena
5 out of 5 average rating, 16 reviews

The Galena Chalet- 3bdrm-3 bath

LaurenRating, 5 stars2 weeks 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.
Guest favorite
Home in Galena
4.96 out of 5 average rating, 24 reviews

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

MeredithRating, 5 stars3 weeks ago
We absolutely loved staying here! The view is amazing and it’s very quiet. Cynthia was very responsive and checked in on us during our stay! The house was absolutely beautiful and had so many things to do. We will definitely be back! :)

Condo rentals with a pool

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

Amazing View of Lake Galena - Cozy up to fireplace

KerryRating, 5 stars5 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 stars1 month 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 stars3 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, 14 reviews

#Dog Friendly# Fireplace, King Bed, Access to Poo

TheresaRating, 5 stars1 week ago
Wonderful place for a winter romantic weekend in Galena. We especially enjoyed the wood burning fire place and the jacuzzi tub. Very relaxing, private and quiet with thoughtful bath amenities. Extremely clean, comfortable bed and good communication.
Condo in Galena
4.86 out of 5 average rating, 43 reviews

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

DanielRating, 5 stars1 month ago
Great spot for a weekend getaway near Galena! The listing accurately described the unit and everything was as-anticipated throughout the weekend.
Superhost
Condo in Galena
4.67 out of 5 average rating, 3 reviews

Galena, IL, 2 Bedroom Q #2

KevinRating, 5 stars30 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 stars3 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 stars29 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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