Vacation rentals with a pool in Kentucky

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Popular amenities for Kentucky rentals with a pool

House rentals with a pool

Top guest favorite
An aerial view of the rustic country home showcases a spacious outdoor area. A round above-ground pool is situated prominently among the green lawn, surrounded by wooden decking. Nearby, several tables and a picnic space are visible, inviting relaxation and gatherings in a tranquil setting.
Home in Frankfort
4.98 out of 5 average rating, 58 reviews

MacAttie Acres

MillerRating, 5 stars2 weeks ago
Great place, very responsive and helpful host.
Top guest favorite
A scenic view of a seasonal outdoor pool reflects the early morning sky, with wooden lounge chairs arranged around its perimeter. Overhead, a covered seating area provides shade, while lush green fields are visible in the background under a sunrise.
Home in Bardstown
5 out of 5 average rating, 8 reviews

Farmhouse Luxury! 10 Min to Distilleries! Pool! Ho

KatelinRating, 5 stars2 weeks ago
Our groups stay at the farmhouse was lovely! The surroundings were beautiful, there was plenty of space for everyone, and the separate game room from the house was super convenient! Between the house, game room, fire-pit, and pool/hot tub there is plenty to keep everyone happy and occupied. We had one issue with a shower not draining well and the host responded to my message immediately and sent over a handyman who was very nice and addressed the problem so it worked perfectly for the remainder of our trip.
Top guest favorite
Home in Owensboro
5 out of 5 average rating, 52 reviews

Blue Moon Cottage: Music Room, Inground Pool

KimberlyRating, 5 stars2 weeks ago
We really enjoyed our stay at Blue Moon Cottage. Matt and Angel were amazing with their communication. Beautiful home. Perfect for 2 families traveling for a quick getaway. We loved the pool and quiet neighborhood. Hope to be back soon!
Top guest favorite
Home in Prospect
5 out of 5 average rating, 107 reviews

Stay@Peppermint Cottage Norton Commons w/breakfast

BetsieRating, 5 stars1 week ago
Amazing stay. Nicole was super responsive and over the top helpful with info and recommendations. The house was beautiful. Everything exceeded our expectations. Looking forward to coming back !
Guest favorite
The outdoor pool area is surrounded by a wooden deck and features multiple lounge chairs positioned for relaxation. A dining table sits nearby, complemented by a striped umbrella providing shade. Lush greenery and homes are visible in the background.
Home in Kenton County
4.96 out of 5 average rating, 130 reviews

Gorgeous Lake House with Pool - Stone Haven

AdeshRating, 5 stars1 month ago
Emily’s place was great! Came to Kentucky for a Derby Weekend bachelor party and it was the perfect location. The place had a basketball court and hot tub, and was quietly tucked away from the city. The property is situated on a pond and we even got to see eagles go fishing!
Top guest favorite
A single-story home with a symmetrical facade is featured, showcasing a welcoming front porch with two white chairs. The lawn is grassy and open, framed by a clear blue sky dotted with clouds, creating a peaceful rural environment.
Home in Williamstown
5 out of 5 average rating, 9 reviews

The Bell House

RoyRating, 5 stars4 days ago
Beautiful place well stocked kitchen the pool was nice and refreshing for the kids with the toys provided. We like to stay again at some point.
Superhost
A dual-level deck houses an above-ground swimming pool with clear blue water. Two custom wooden chairs provide seating near the pool's edge, framed by a brown fence and lush greenery in the background. The deck surface is finished in light grey, enhancing the outdoor space.
Home in Lawrenceburg
4.81 out of 5 average rating, 165 reviews

Restful Bourbon Trail Lodge with Pool and Hot Tub

JoshRating, 5 stars7 months ago
Overall great stay ! Exactly as described from the hot tub down to the amenities in the house. Very peaceful area and very easy to get to many area attractions! Thank you Joe !
Guest favorite
The exterior of the cottage features a charming façade with a covered porch framed by light-colored wood columns. A vibrant red door serves as a focal point, complemented by neatly trimmed shrubs and a landscaped area. Soft, natural lighting enhances the welcoming atmosphere.
Home in Taylorsville
4.87 out of 5 average rating, 60 reviews

Little Slice of Heaven-27

AmyRating, 5 stars2 weeks ago
We stayed 3 nights for my Sisters wedding at the club house area by the pool. Its walkable there. The cabin was spacious, very clean and had everything you needed and some. Even the master bed was very comfortable to me. It was nice having 2 full bathrooms as well. My Son enjoyed the hot tub, I missed out due to decorating. I even wanted to stay an additional night or even two, it was so nice, but it was already rented out, that speaks to what Im saying. I most definitely will be back and will only request Cabin #27! The area is a great escape from the city and the everyday hustle called life. I see myself returning several weekends for a short get aways to just breathe and relax. Thanks for sharing your place. It was everything we wanted.

Condo rentals with a pool

The family room features two comfortable sofas and a coffee table, with large windows allowing natural light to fill the space. The dining area, visible through an open layout, contains a wooden table with chairs, adjacent to a well-equipped kitchen.
Condo in Bronston
4.83 out of 5 average rating, 6 reviews

Woodson Bend Gorgeous Lake View Condo First Floor

MegRating, 5 stars23 months ago
Woodson Bend is always a great place to be. We love the pool, ability to put your own boat in the water at the resort, the golf and the golf cart community. Debbie’s place is clean, well stocked and as it is shown in the pictures and description.
Top guest favorite
A large swimming pool is surrounded by numerous lounge chairs and umbrellas, with colorful towels draped over some seats. Guests can be seen socializing near the poolside, while the building's deck features additional seating and shaded areas.
Condo in Bronston
4.98 out of 5 average rating, 42 reviews

Relaxing Cumberland Getaway

MarciaRating, 5 stars9 months ago
Always such a wonderful place to stay. Beth is quick to respond and makes certain every detail is covered. Such a warm and inviting home!
Guest favorite
An inviting outdoor pool area is presented, surrounded by lounge chairs and umbrellas. Guests can be seen enjoying the water and the sun. Lush greenery frames the scene, enhancing the relaxing atmosphere of the resort.
Condo in Bronston
5 out of 5 average rating, 19 reviews

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

StoneRating, 5 stars3 weeks ago
Tony provided an amazing place for me to stay for two months. It truly felt like home away from home. He was very responsive and more than helpful with any questions or requests. There are also tons of activities within a couple minute walk, the resort offers bocce ball, beach volleyball, a playground, a real putting green, a pool and more.
Top guest favorite
An outdoor pool is set against a backdrop of a colorful sunset. Lounge chairs are arranged around the water. The deck features a smooth surface, and a small table is positioned nearby, creating a space for relaxation and enjoyment.
Condo in Lexington
5 out of 5 average rating, 17 reviews

The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

PaulRating, 5 stars4 weeks ago
Can’t say enough good things about the hosts and their condo. It was perfect for the week! I didn’t care for the garage, but that was on me for bringing a large vehicle. Next time I will bring one of my smaller vehicles.
Guest favorite
The exterior of the condo features a brown hue with a two-level design. A covered balcony is accessible via stairs, and a small seating area is visible on the porch. Multiple large windows provide natural light, while shrubs line the front entry.
Condo in Bronston
4.89 out of 5 average rating, 82 reviews

Gated Golf Course Condo w/view of Lake Cumberland

ShondaRating, 5 stars8 months ago
This condo was beautifully decorated and very clean. The furniture was very comfortable. The location was great and the area was very peaceful. The owner was super friendly and easy to work with. We were a last minute booking and a late arrival and he was ver accommodating. Will definitely stay her again.
A spacious living area features a large sectional sofa adorned with colorful cushions, complemented by an oversized bean bag. Natural light brightens the room through sliding glass doors that lead to an outdoor space, with an open-flow view of a well-equipped kitchen.
Condo in Bronston
4.75 out of 5 average rating, 20 reviews

Lake Cumberland Resort Condo w/ Direct Lake Access

Jeff Rating, 5 stars11 months ago
Wendy was a great host. We frequent Woodson bend and I will be saving her place as an option in the future. Walk to the pool in less than 5 minutes. The beds were comfortable. Kitchen is fully stocked with everything. You will need to purchase ice as the fridge did not make any, not a big deal since you can get a bag at the guard shack for a few bucks. The only thing I will mention is that I believe owner has a dog so if you have allergies, be mindful of this. My wife dealt with allergies during our stay so she avoided the living room and took Benadryl to help. We were gone most of the day at the pool or on the lake. Overall, nice and peaceful, would recommend.
The outdoor pool area is framed by green trees and a cloudy sky. Loungers are arranged neatly around the pool, creating a spacious and relaxing environment. A lifeguard chair is positioned beside the pool, ensuring safety for all guests.
Condo in Bronston
4.71 out of 5 average rating, 35 reviews

Lakefront Condo at Woodson Bend Resort

NicoleRating, 5 stars10 months ago
Beautiful condo at Woodson Bend! The kitchen is HUGE as well as the patio! We will definitely stay again!
Guest favorite
The living room features a light-colored sofa and armchair, complemented by wooden side tables. A large wall-mounted TV and a ceiling fan are visible, along with a plush area rug. Natural light comes from the door leading to an outdoor space.
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.

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