Vacation rentals with a pool in Jackson County

4.57 out of 5 average rating, 14 reviews

Modern Home - Sauna, Steam Shower & Chef's Kitchen

Mary KathleenRating, 5 stars2 months ago

Very nice place, a short drive into Galena and around 20 minutes to Chestnut Mountain. We stayed there with our daughter and two of her friends, and they thought it was great. It snowed before we arrived, and we appreciated that Stefania removed the snow and made it easy to get in and out.

Guest favorite

4.97 out of 5 average rating, 91 reviews

Secluded Treehouse w/ jacuzzi tub close to Hwy 20

BradRating, 5 stars5 days ago

What a great spot to “get away from it all”. Beth’s place was so inviting from the moment we stepped through the door. Cozy chairs by the fireplace, relaxing outdoor deck spaces, and a comfortable bed made for a wonderful weekend AND IT’S DOG FRIENDLY! Plus there’s an amazing spa minutes away and Galena is about 15 minutes away. We will be back!!

5 out of 5 average rating, 4 reviews

Spacious/hot tub/games/firepit

DebbieRating, 5 stars11 months ago

Our second time at this property. Love that each bedroom has a bathroom. Very comfortable beds. Lots of towels in bathrooms. Very quiet at night. Nice you added a coffee bar and huge sectional in living room Highly recommend this property. House while spacious is also very comfortable.

Guest favorite

4.89 out of 5 average rating, 57 reviews

Skyline Retreat | Luxe Summer Escape w/Heated Pool

RyanRating, 5 stars4 weeks ago

Our family just spent spring break at the “castle” as the kids called it. We all had an amazing time. The place is plenty spacious and the top floor tower room was great for watching animals during the day and star gazing at night. Ron was very responsive and made us feel welcomed. FYI, the garbage drop off is about 10mins away. We dropped off the night before we left to save another trip the day of check out. We will definitely plan another trip to the castle in our future!

Guest favorite

5 out of 5 average rating, 66 reviews

Stunning 5 bdm home on The General in Galena Terr!

JadeRating, 5 stars2 weeks ago

This home was a great place to stay for my bachelorette party in Galena. It was a short drive to the shops in town. It is in a private neighborhood with a beautiful view. We had everything we needed from towels to kitchenware. Kyle was responsive and great to work with. 100% recommend!

Top guest favorite

Vacation home in Galena

4.97 out of 5 average rating, 95 reviews

Modern,hot tub firepit,nature horse view,amenities

Kimberly Rating, 5 stars1 month ago

Serenity packaged with a pristine bow. The only thing I am looking forward to about check out this morning is driving home to plan my next stay. Best Airbnb stay ever! The home is even be better than pictured. Stayed the weekend with 3 girlfriends, we each had our own rooms and baths. We had such a wonderful time, it felt as though we were at a spa retreat. Alexis has curated the most beautifully decorated home. Each suite is equipped with its own beautifully appointed bath, plush robes, and Aveda products. We loved the crisp late winter/early spring night air from the hot tub. The morning sunrise with our coffee in front of the great room fireplace. The wildlife from our bedroom patios and the Currier and Ives picturesque view from the kitchen window overlooking the horse barn. Thank you, Alexis for creating this peaceful place for those of us who need a gentle reminder to slow down, appreciate life's beauty, and find time to celebrate our friendships. With gratitude-K,J,L,S

4.91 out of 5 average rating, 46 reviews

Apartment in Galena

Studio Unit @ Galena Condo Resort

MeganRating, 5 stars89 months ago

We stayed in a studio room & it was the perfect size for 2 people. With a queen bed, couch & chair there was plenty of room to sprawl out. The bathroom was also incredible with a huge jetted tub. The kitchen came with any essentials for cooking & was easy to work with. It was about a 12 min drive from downtown Galena, but the view was definitely worth it! Jesse was great to work with & responded quickly with any requests. Would definitely stay here & with Jesse again!!

Top guest favorite

5 out of 5 average rating, 70 reviews

Secluded Country Dream with all the fun!

KyleeRating, 5 stars1 month ago

From the moment we walked in, we immediately knew the place was perfect. We had a larger group- 5 couples, so the fact that we all had our own bathroom was huge! Lia is the perfect hostess and addressed any questions we had right away. Even going as far as offering to have a microwave delivered next day when the one in the house wasn't working properly. We will absolutely be booking again with Lia on our next trip to Galena!! Thank you for all you do and going above and beyond our expectations!!

4.83 out of 5 average rating, 54 reviews

Apartment in Galena

Galena Resort Condo w/ Pool, Hot Tub & Balcony

MichaelRating, 5 stars5 months ago

Stay was very nice, clean, great fireplace, large tub next to fireplace was unique, lots of space and much better than staying at a standard hotel. Unit we stayed in did not have Murphy bed as pictured (just a standard bed in the room) but was not an issue. Did not utilize all the onsite amenities, but was nice that they were an option. Would definitely stay again.

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Popular amenities for Jackson County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.71 out of 5 average rating, 31 reviews

Cozy home nestled into the trees

PattyRating, 5 stars6 months ago

The place was perfect. Everything was as described. Very clean and comfortable. Lovely settling and very relaxing, plus anything you could need was provided. The guest book was very informative. Quick ride to downtown. I will definitely check in to renting this spot again on my next visit in the near future. I’d love to stay again, it was so cozy I hated to leave! Thank you for your hospitality!

4.67 out of 5 average rating, 15 reviews

Spring Ahead on Haven! Dog Friendly, Outdoor Hot T

WendiRating, 5 stars10 months ago

My husband and I with our 4 kids and 2 inlaws had plenty of space to move around and still have private sleeping quarters. we would recommend this home to anyone wanting to visit this area. Also had easy and great communication with host. wendi

New place to stay

Liberty Living - charming & cozy

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Condo rentals with a pool

4.75 out of 5 average rating, 8 reviews

Galena, IL, 2 Bedroom Queen #4

DianaRating, 5 stars40 months ago

This is a very nice place to stay, very comfortable and the staff at the check in are very friendly! I needed a small get away and this was perfect!

4.75 out of 5 average rating, 32 reviews

Galena, IL, Studio 2

MariaRating, 5 stars22 months ago

Great place to stay very close to downtown Galena.

4.9 out of 5 average rating, 29 reviews

Galena, IL, 2 Bedroom #1

MagenRating, 5 stars20 months ago

The condo was perfect for my large family. We had plenty of room, everything was clean and we had everything we needed.

4.81 out of 5 average rating, 16 reviews

Galena, IL, 1 Bedroom #1

KeithRating, 5 stars20 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.

4.93 out of 5 average rating, 28 reviews

Galena, IL, 1 Bedroom S #1

HollyRating, 5 stars31 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.