Vacation rentals with a pool in Kentucky

Find and book unique homes with a pool on Airbnb

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Popular amenities for Kentucky rentals with a pool

House rentals with a pool

Top guest favorite
Home in Lexington
4.99 out of 5 average rating, 78 reviews

Close to Everything! Beautiful two-story home

LukeRating, 5 stars4 days ago
Kathy’s home is the perfect place to stay. We had plenty of room, a lot of amenities. The outdoor space was fantastic. We felt welcomed and right at home and I would book with Kathy anytime I visit the area in the future. The home is gorgeous and in a safe neighborhood. I highly recommend this property for your next trip to Lexington.
Guest favorite
A stone patio area is surrounded by green foliage, featuring a round table with four cushioned chairs. The refreshing pool is seen nearby, framed by lush grass and trees, inviting relaxation in a serene outdoor setting.
Home in Newport
4.95 out of 5 average rating, 37 reviews

Hillside Retreat Paradise

SarahRating, 5 stars1 month ago
Had a great time- worked well for our group, including 7 kids. Plenty of space to hang out/eat and cook in the kitchen, kids loved playing games in the basement. They had everything we needed stocked (towels, linens, kitchen supplies etc.). House was very clean! Would definitely stay again.
Top guest favorite
A bright and inviting outdoor area features a refreshing swimming pool with clear blue water. Surrounding the pool are sun loungers and a shaded gazebo, set against a backdrop of lush trees and well-maintained landscaping.
Home in Lexington
4.96 out of 5 average rating, 108 reviews

LexFunZone! Pool! Hottub! GameRm! Cozy Backyard!

AudreyRating, 5 stars3 weeks ago
Loved my stay here. Harrison is a great host and the house is a perfect place to relax at after a long day. Lots of space for big groups too!
Guest favorite
An indoor heated pool is showcased within a rustic wooden space, featuring a unique shape surrounded by light-toned flooring. Several loungers are positioned nearby, along with large windows allowing natural light to fill the area. The ceiling displays a warm wooden finish, contributing to a cozy atmosphere.
Home in Blaine
4.81 out of 5 average rating, 112 reviews

Hidden Acres Escape: A Bluegrass Retreat

WittneyRating, 5 stars1 week ago
My friends and I had a great time at this airbnb. We took a nature walk, made delicious meals, and enjoyed the hot tub and pool.
Guest favorite
A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.
Home in Midway
4.99 out of 5 average rating, 82 reviews

The Bees Wing

MadisonRating, 5 stars2 weeks ago
My group had such a great time! Looked exactly like the photos and had so much room! Everything worked great and I loved all the hot water even when we all took showers! There was lots of extras in the pantry like games seasoning cups and plates that were very helpful and a good set of condiments! Such an adorable lace and definitely would stay again next time we go to keen land! It was to cold outside for us the truly enjoy the pool but it looked lovely!
Top guest favorite
A refreshing in-ground pool is surrounded by a wooden deck and lounge chairs, offering a perfect spot for relaxation. Lush greenery lines the property, and seating areas with umbrellas provide shaded spaces for gathering. The exterior of the home features large windows that invite natural light.
Home in Georgetown
5 out of 5 average rating, 14 reviews

Horse Country at The Palm House-Update Ranch home

EileenRating, 5 stars3 weeks ago
This house is fantastic. Comfortable beds, extremely clean, stocked kitchen utensils, and great instructions for everything in the house. This is a very nice neighborhood and we felt extremely safe. Close to restaurants and shopping. The house exceeded our expectations.
Guest favorite
Home in Stanton
5 out of 5 average rating, 13 reviews

Maple Place

CoreyRating, 5 stars1 month ago
Overall a positive experience. The interior has been nicely remodeled and was very comfortable for a family of five. The kitchen was well supplied and the hosts were very responsive to our questions.
Top guest favorite
A refreshing pool is surrounded by a wooden deck, featuring lounge chairs and a table with an umbrella. Floating toys are visible in the clear water, while lush greenery and trees provide a natural backdrop to the inviting outdoor space.
Home in Lexington
5 out of 5 average rating, 95 reviews

Game room! 5 beds an 4 bedrooms

AbbeyRating, 5 stars4 days ago
This place was perfect for a stay of me and my friends. It’s clean and exactly as described. Thank you, Jeff!

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 stars21 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, 41 reviews

Relaxing Cumberland Getaway

JeffreyRating, 5 stars7 months ago
We've been coming to Woodsen Bend for over 30 yrs and have rent too many unit's to remember. Beth's unit is clearly the most comfortable, and well appointed we have ever rented. She has prepared a home away from home. Amazing from A to Z.
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, 18 reviews

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

CraigRating, 5 stars6 months ago
Tony’s place was absolutely phenomenal. It was in great condition, we had 4 guys and each had their own spot to sleep comfortably. Absolutely no complaints and already planning a golf trip next year
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, 81 reviews

Gated Golf Course Condo w/view of Lake Cumberland

ShondaRating, 5 stars6 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.
Guest favorite
A spacious living area is furnished with a large sectional sofa and two stylish armchairs. A round dining table with black chairs is positioned nearby. Warm lighting is provided by lamps, and natural light filters in through two large windows, highlighting the soft beige and neutral tones of the decor.
Condo in Bronston
4.86 out of 5 average rating, 7 reviews

Amen Corner at Woodson (46-3) Golf Pool Pickleball

ChristineRating, 5 stars9 months ago
We have been going to Woodson Bend since I was a kid. We finally outgrew my parents place and needed a place of our own. We had a great stay at this Condo. We have 4 kids and the bunk beds were great, the condo was clean, and they had very detailed instructions.
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 stars10 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.
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
4.87 out of 5 average rating, 38 reviews

Luxury Apartment/Near Louisville/EV Charger

LindseyRating, 5 stars1 month ago
We stayed at Toni’s place while we were house hunting in the area. The place was beautiful and had everything you needed! We traveled with our 1.5 yr old and there was a great playground a short walk away!
Superhost
Condo in Bronston
4.86 out of 5 average rating, 29 reviews

Lovely 3-bedroom lake condo with golf and a pool

TimRating, 5 stars9 months ago
Enjoyed our stay. Nicely updated condo with plenty of room. Convenient to pool, playground and restaurant. Stools around the kitchen counter instead of table with chairs.

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