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
A bright and inviting living area features large windows that provide ample natural light and views of the surrounding trees. A stone fireplace serves as a focal point, while comfortable seating and accent cushions add to the space's warmth.
Home in Galena
4.89 out of 5 average rating, 76 reviews

Quiet & Peaceful

Kimberly MarieRating, 5 stars1 month ago
Hostess communicated well. Listing was accurate with description, clean, well appointed, easy to find. Felt at home- very comfortable. Secluded, yet by property amenities and not a far drive into town. Would highly recommend and would return to stay again.
Guest favorite
A modern home with a striking stone exterior features large windows that provide ample natural light. Lush greenery surrounds the property, with landscaped areas showcasing a mix of stones and shrubs. A spacious deck extends off the side, offering outdoor relaxation space.
Home in Galena
4.88 out of 5 average rating, 25 reviews

Expansive 5b6ba Countryside Home

LawrenceRating, 5 stars1 month ago
The house was beautiful and Galena Territory was a gorgeous place to land for Christmas. Galena, the town, is just a few miles away and it is a destination town with lots of shops and restaurants. The house is huge so everyone had their own bedroom and bathroom. Drawers in the kitchen were clearly marked so it was easy to find items we needed at mealtime. There is large TV in the main living area so we were able to watch movies and sports. The house is at the end of the road so we were able to take walks without worrying about traffic. It was a large family gathering and the house was perfect for us.
Guest favorite
Home in Galena
4.93 out of 5 average rating, 58 reviews

Treehouse: Secluded + Spacious! Firepit & Games

AmandaRating, 5 stars1 week ago
It was exactly what we were looking for. Each party had their own room and en suite, the kitchen had all the amenities we needed, great open-concept living area. It was a far better value than booking a hotel.
Guest favorite
An indoor pool area is presented with a spacious swimming pool, surrounded by large windows allowing natural light to fill the space. Comfortable lounge chairs are arranged along the poolside, with towels neatly placed on the side. The ceiling showcases exposed wooden beams, adding a warm touch to the atmosphere.
Home in Galena
4.97 out of 5 average rating, 126 reviews

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

DanRating, 5 stars1 week 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, 137 reviews

Awesome Lodge in Galena Territory

AshleyRating, 5 stars2 weeks ago
Great place to get away. Loved the area and the cabin was easy / cozy (perfect for a weekend getaway).
Guest favorite
A two-story vacation home is set amidst lush greenery, featuring a sloped roof and large windows. A welcoming pink front door creates a vibrant focal point. A path leads to the entrance, complemented by a driveway and surrounding trees that enhance the serene environment.
Home in Galena
5 out of 5 average rating, 15 reviews

The Galena Chalet- 3bdrm-3 bath

Arlene Rating, 5 stars5 months ago
The owner was very responsive to a minor problem during our stay and easy to communicate with. There are three floors with a bedroom and bathroom on each. We enjoyed the screened in porch giving us total privacy in the back of the house. It was a good choice for multiple families wanting their own space.
Guest favorite
A modern house features large glass windows and a spacious deck. A firepit surrounded by several Adirondack chairs sits on a grassy area, inviting relaxation. Lush greenery frames the property, enhancing the outdoor setting and providing a serene backdrop.
Home in Galena
4.96 out of 5 average rating, 23 reviews

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

MeredithRating, 5 stars1 week 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
A peaceful outdoor deck features two chairs and a round table, overlooking Lake Galena. Bare trees frame the view, while the water reflects the clear sky, creating a serene atmosphere for relaxation.
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.
A bright living space is showcased, featuring large windows that invite natural light. A stone fireplace is positioned against the wall, complemented by a wooden mantel with artwork above. A television stands on a stand nearby, and a cozy seating area is arranged for relaxation.
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
An entryway is shown, featuring a covered structure with a wooden floor and gently sloping roof. Snow is visible on the ground and rooftops, while shrubs and bare trees surround the area, indicating a serene and wintry atmosphere.
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
An aerial view showcases a welcoming living room with a sectional sofa positioned near a stone fireplace. A patterned area rug contrasts with the wood flooring. Large windows allow natural light to fill the space, complemented by decorative elements like throw pillows and a coffee table.
Condo in Galena
5 out of 5 average rating, 13 reviews

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

AngelRating, 5 stars3 months ago
Great relaxing stay. So quiet and peaceful scenery. All of the amenities were considerate and more than expected. We would absolutely stay again.
An aerial view of a spacious outdoor area showcasing multiple swimming pools surrounded by lounge chairs and shaded umbrellas. Lush greenery and gentle hills provide a natural backdrop, while pathways lead to various amenities within the resort.
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
An indoor pool area is featured, complemented by tall windows allowing natural light to brighten the space. Surrounding the pool are multiple lounge chairs, and a stone wall provides a natural texture, enhancing the serene atmosphere.
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
The exterior of the Long Bay Point Condo is shown, featuring a blend of warm wood tones and natural landscaping. A welcoming entrance with a covered porch leads into the property, surrounded by large windows that reflect the building's spacious design. A mature tree provides shade.
Condo in Galena
4.78 out of 5 average rating, 23 reviews

Long Bay Point Unit C11 The Galena Territory

ChandraRating, 5 stars3 months ago
galena is always a great spot! this unit was perfect for a couple. bathtub super relaxing and bed was seriously one of the most comfortable I've ever slept on!
Superhost
An indoor pool area is illuminated by natural light from large windows, showcasing a clear swimming pool surrounded by lounge chairs. A stone feature wall adds texture to the space, complemented by indoor plants for a touch of greenery.
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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