
Vacation rentals with a pool in Shelby County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Shelby County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
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 reviewsBourbon 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 reviewsPool*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 reviewsPool 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 reviewsCountryside 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 reviewsB 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 reviewsMacAttie 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 reviewsNEW 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 reviewsPrivate 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 reviewsSpacious 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 reviewsBEST 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 reviewsLuxury 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 reviewsThe 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.
Destinations to explore
- House rentals Shelby County
- Fitness-friendly rentals Shelby County
- Rentals with outdoor seating Shelby County
- Rentals with a patio Shelby County
- Rentals with a fireplace Shelby County
- Rentals with a washer and dryer Shelby County
- Rentals with a hot tub Shelby County
- Farmstay rentals Shelby County
- Rentals with a fire pit Shelby County
- Rentals with breakfast Shelby County
- Family-friendly rentals Shelby County
- Rentals with lake access Shelby County
- Kid-friendly rentals Shelby County
- Pet-friendly rentals Shelby County
- Rentals with pools Kentucky
- 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
- Ark Encounter
- Kentucky Horse Park
- Rupp Arena
- Buffalo Trace Distillery
- Kentucky Kingdom & Hurricane Bay
- Big Four Bridge
- Louisville Slugger Field
- Kentucky Derby Museum
- Louisville Slugger Museum & Factory
- Anderson Dean Community Park
- Valhalla Golf Club
- Muhammad Ali Center
- Heritage Hill Golf Club
- Charlestown State Park
- Waterfront Park
- Angel's Envy Distillery
- Old Fort Harrod State Park
- River Run Family Water Park
- Kentucky Science Center
- Evan Williams Bourbon Experience
- Turtle Run Winery
- Big Spring Country Club
- Idle Hour Country Club
- Falls of the Ohio State Park