Vacation rentals with a pool in Shelby County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Shelby County rentals with a pool

House rentals with a pool

Guest favorite
Home in Taylorsville
4.91 out of 5 average rating, 23 reviews

Bourbon Trail Lake Home w/ Hot tub & King Bed

SteveRating, 5 starstoday
The place was everything we wanted ton our stay. Sarah was fantastic in responding to any of our questions. I would definitely stay here again!
Top guest favorite
Home in Mount Washington
5 out of 5 average rating, 45 reviews

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

HeatherRating, 5 stars1 week ago
This house was beautiful! Kaeley had everything you could think of (and everything you may have forgotten like coffee or coffee creamer!) the entire premises is an absolute dream, you almost don’t even need to go do anything else because there’s so much to do on property! It was the perfect central spot for some of the farther away things as well like mammoth cave and/or the further away distillery’s! And only 30 mins from Louisville! It was the perfect trip, and the perfect spot and I have no complaints or nothing negative to say about the property!! It was perfect!!
Guest favorite
Home in Shelbyville
4.96 out of 5 average rating, 28 reviews

Pool is Open! + Hot Tub, 10 min to Bulleit

JenniferRating, 5 stars2 days ago
Loved Jill’s place!! It was so beautiful and thoughtfully decorated. Enjoyed our stay there so much!
Guest favorite
Home in Louisville
5 out of 5 average rating, 53 reviews

Countryside Getaway

ZacharyRating, 5 stars6 months ago
We stay here every year when visiting family for thanksgiving. It is perfect for our small family. The host is always so responsive. The property is beautiful. I can’t recommend this airbnb highly enough. Thank you Gordana!!
Guest favorite
Home in Shelbyville
4.94 out of 5 average rating, 70 reviews

B on the Bourbon Trail with pub, pool and hot tub

DanRating, 5 stars5 days ago
Had a excellent time at this location. The house was beautiful with great amenities including an amazing bar! Great location for visiting distilleries or Churchill Downs.
Top guest favorite
Home in Frankfort
4.98 out of 5 average rating, 59 reviews

MacAttie Acres

AndreaRating, 5 starstoday
We loved it very close to home and will defiantly be doing it again felt just like we were family visiting when you guys stopped by .. I tried to clean up the best I could I hope I could make it easier for the cleaning lady she was so sweet
Top guest favorite
Home in Louisville
4.97 out of 5 average rating, 248 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

BrianRating, 5 stars1 month ago
This house is absolutely fantastic. Super clean, super comfortable. The beds and pillows are amazing. I would highly recommend this house for any gathering. We were a group of four men doing bourbon trail related things, and relaxing at night next to the fire pit and in the hot tub.
Top guest favorite
Home in Bagdad
5 out of 5 average rating, 29 reviews

Private Estate on Bourbon Trail w/ Beautiful Pool

KaceyRating, 5 stars2 weeks ago
This property is so beautiful and peaceful! We went with our family of four and my parents. My dad is struggling with mobility so David allowed us to drive him to the pond to fish. My family really enjoyed the scenery, farm sounds & beautiful home!

Condo rentals with a pool

Guest favorite
Condo in Jeffersonville
4.85 out of 5 average rating, 106 reviews

Spacious Riverfront Condo Minutes from Downtown!

RobinRating, 5 stars1 month ago
Awesome stay. Although it's not the best view of the river and Louisville in the distance, the area more than made up for it. Our kids were competing in the NASP tournament at the KY Exposition Center in Louisville which was a quick trip across the bridge. The indoor pool was heated and jetted. This was an unexpected luxury and extremely relaxing after a long drive. This was our first AirBnB and we loved the privacy and ease of access to many attractions as well as restaurants.
Guest favorite
Condo in Jeffersonville
4.96 out of 5 average rating, 25 reviews

BEST View of Louisville

KellyRating, 5 stars2 weeks ago
This condo is beautiful with a great view! We were there for the Abbey Road on the River festival and were able to walk to and from the venue with ease. I would highly recommend this place.
Guest favorite
Condo in Crestwood
4.89 out of 5 average rating, 45 reviews

Luxury Apartment/Near Louisville/EV Charger

PeterRating, 5 stars2 weeks ago
We enjoyed our stay very much. Easy to get to, nice little balcony, very clean, uncluttered. Bed was comfortable and there were extra linens. In fact, we are hoping to stay again this summer. We will be moving to Kentucky next year and have things to do. Thank-you so much for the hospitality. Peter and Sandy F.
Guest favorite
Condo in New Albany
4.92 out of 5 average rating, 13 reviews

The Farmacy BnB

ChristineRating, 5 stars1 month ago
Drew was very nice. Due to traffic, we had a late check in but he was more than nice about it. Once we found the key pad for the gate, access was very easy. The home was beautiful and clean. Peaceful neighborhood.

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