Choosing Kentucky as a vacation destination allows you to get an in-depth look at the Bluegrass region with its plentiful pasture that supports livestock and thoroughbred racehorses. This US state also plays host to the Kentucky Derby that takes place annually in the city of Louisville. Other important cities in the state include its capital, Frankfort. The second-largest city in the state, after Louisville, is Lexington which hosts the popular Keeneland Fall and Spring Meets. Kentucky is also famed for its bourbon, while its wildlife and spectacular nature are visible at Mammoth Cave National Park. Staying in a vacation rental will give you and your family the freedom to experience the best Kentucky has to offer at your own pace. So keep reading to find more about the top vacation rentals with private pool in Kentucky, USA.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to private pool. The image galleries get refreshed with the latest updates regularly. They were last updated on April 11, 2024.
1. The Bluegrass Palace in Langley (from USD 777)
Spare no expense and enjoy that much-needed getaway by staying in The Bluegrass Palace. Perched amidst rolling hills, this estate boasts grand living spaces that can accommodate a very large group of travelers. It comes with posh bedroom suites and well-equipped kitchens. It also offers a movie theater and a unique performance stage complete with lighting fixtures. Modern features such as central air conditioning, speedy Wi-Fi, an elevator, and a game room are available as well.
For relaxation, head to the luxury spa and enjoy rejuvenating soaks. Better yet, spend countless hours of fun swimming in the indoor heated pool with a slide. The pool area features oversized windows that deliver outdoor views. Apart from the indoor pool, this house rental in Kentucky also offers chairs for resting in-between soaks.
Top guest reviews
Amenities & Room:
the hottub and pool was maintained really wellRead more reviewsHost:
jacob the host answered so many of our questions and was great at itthe pool was great sabrina was our host for the week she was terrifiche had a great kind and upbeat personality and responded to our request quickly
2. Spacious hideaway with driveway parking in Shepherdsville (from USD 500)
Tucked away in a quiet country setting, this vacation rental is perfect for travelers looking for a peaceful getaway. It comes with plenty of outdoor spaces for unwinding and taking in nature views. When not strolling around the grassy lawns, guests can take advantage of the private pool area that comes with the rental. It is placed out on the patio, just beside the loungers. It is also secured with a low fence so guests can still enjoy the natural scenery as they soak.
The property is pet-friendly and can comfortably sleep a mid-size group. Its modern conveniences include air conditioning for comfort and a Smart TV for entertainment. Wi-Fi and on-site parking spaces are provided as well.
Top guest reviews
Cleanliness:
very clean and comfortable for a large groupthe house was very clean and had everything we neededHost:
tammie was very informative and helpfulRead more reviewsLocation:
beautiful country setting but close to everythingnice place out of the way roads are narrow in the neighborhood
3. Luxurious vacation rental with a hot tub and sauna in Frankfort (from USD 1775)
This luxurious vacation rental features a massive living space with lots of amenities for leisure and entertainment. Featuring a large outdoor pool, the property allows you to have fun swimming and sunbathing under the sun. Plus, it has a hot tub and a sauna where you can sit and relax to relieve some stress.
Furthermore, this luxurious home houses plenty of living areas where you can watch movies or play video games. There are also lots of covered porches and patios around the house, best for hanging out and having some evening drinks. In addition, the property allows pets for a fee of 100 USD, so you won’t have to worry about leaving them alone.
Top guest reviews
Amenities & Room:
our favorite part was swimming in a snowstorm in the heated pool10 degrees outside and the pool was 90 degrees we would recommend a stay here to anyoneloved the heated pool toowe all had a wonderful time with lots of room to spread outHost:
amazing home super helpful staff great locationthe hosts are there to help with anything that is neededsuperior communication with host who went above and beyond to answer questions for uswe enjoyed this beautiful home and our host was so kind we’re looking forward to booking this home againi would say first and foremost; the hosts were great communication leading up to our trip was greatRead more reviewsLocation:
location was great quiet yet convenient
4. Enchanting cabin with a hot tub in Elizabethtown (from USD 975)
Take your family and friends on a getaway to this enchanting cabin. It features a large living area with comfy sofas and large windows that overlook the forest. There are also an indoor and outdoor kitchen, as well as indoor and outdoor dining areas. Furthermore, this luxury cabin boasts a home theater with plush seating where you can enjoy watching movies together.
Apart from cozy accommodation, the property offers access to trails where you can go hiking and a gorgeous lake if you want to try fishing, kayaking, or swimming. Plus, it has a private hot tub, so you can soak in and relax after an all-day of adventure.
5. Sunny cabin for rent with sunset views in Williamstown (from USD 126)
This sunny cabin for rent is set in a lovely little country setting with a swing that overlooks a wooded area. Inside this cabin is an open-plan living space with a well-equipped kitchen, a cozy bedroom, and a comfy seating area. Furthermore, you will be provided with access to the internet and parking spaces on the premises for your convenience.
The cabin in Kentucky features a private pool, so you can enjoy a refreshing swim during your vacation, and a deck with outdoor furniture where you can relax and have a cup of coffee while watching beautiful sunset views. There is also a fire pit just a few steps from the deck, the best spot for stargazing while roasting marshmallows.
Top guest reviews
Amenities & Room:
they had pool toys to enjoy and even checkers at the poolCleanliness:
they provided clean sheets and towelsvery clean & the owners are excellent & very responsiveHost:
the hosts were very nice people who took care of our every needthe host were very nice and informativethe owner loves to decorate both inside and outwe felt very safe and appreciated our host's knowledge of the areacommunication was good with the owner and they stayed in touch with us throughout the weekRead more reviewsLocation:
place is in a nice quiet location yet still close to the main stores & some resturantsthe unit was located in a wonderful country location far away from any noise and light pollutionnice quiet location but close to restaurants super market and gas stationsclose to dry ridge and the ark encounter attractionthe location is perfect little country area but close enough to the highway
6. Secluded home rental by the lake in Red River Gorge (from USD 689)
This secluded home rental is ideally located in the Daniel Boone National Forest, close to the Red River Gorge. It offers not only accommodation but also a great venue for reunions, retreats, and weddings. During your stay here, you will have access to two nearby lakes, an on-site swimming pool, and a private hot tub. Have fun fishing and canoeing on the gorgeous lake and have a refreshing swim in the pool. After all that fun and adventure, soak in the tub and soothe some tensions of the day.
Before it gets dark, head to the deck to watch beautiful sunsets. Then, you can start preparing your meals in the fully equipped kitchen or you can make use of the grill outside to cook some barbecues.
Top guest reviews
Amenities & Room:
the pool and deck is fantasticthe wifi was top notch as well which is very importantthe ac worked perfectly and kept us all comfortablethe weather was perfect for the pool or deckthe pool was open in march which was a nice surpriseCleanliness:
this property is wonderful very clean plenty of room well stocked kitchenHost:
julie was a fantastic ownerjulie was nice and helpfulthank you julie for hosting usthe owners were easy to work with and very responsiveRead more reviewsLocation:
excellent place to get away from home but still feel isolated and safeif you are looking for a beautiful quiet relaxing family get away this is the placeamazing location deep in the kentucky forestit was a great place to stay for 5 days
7. Stylish vacation rental with a seasonal pool in Williamstown (from USD 464)
For that perfect Kentucky getaway, book a stay in this stylish vacation rental. It features a seasonal outdoor pool where you can enjoy swimming and lounging on sunny days. Plus, you will have access to a private hot tub, so you can relax and unwind during your vacation.
Furthermore, this home has an open-plan living space with plenty of seating areas. It has a roomy kitchen that is equipped with stainless steel appliances and the seating areas are well-furnished with plush sofas and flat-screen TVs. There is also a game room where you can hang out and play video games, as well as a deck that offers stunning views of sunsets.
Top guest reviews
Cleanliness:
the house was so clean and so well stockedthe grey house was beyond our expectations super clean best appointed property we have stayed atRead more reviewsLocation:
super close to a dollar general walmart and even a little pizza spot in owentownit is a perfect place to unwind after busy vacation days and regroup with quality family time
8. Striking log cabin with a beautiful pool in Austin (from USD 501)
This log cabin is located about five minutes away from Barren River Lake, and guests can easily access the trails, golf course, and other areas of interest in the vicinity. The newly constructed cabin has a rustic look and feel. The beautiful private pool with a diving board can be used during the spring and summer months when the weather is warm. An outdoor fire pit is available for guests to use. Within the home, there are seven bedrooms and space for up to 16 people to say comfortably. A lot of parking space is available in the driveway. As for the kitchen, it is equipped with appliances for cooking.
Top guest reviews
Amenities & Room:
the property is wonderful there was plenty of room for us to spread outCleanliness:
everything was very cleangreat property very clean and updatedthe house is beautiful and cleaneverything is very clean new and welcomingthe cabin is completely updated and was very cleanHost:
owners were very responsive and great to deal withthe owners were very accommodating and great with communicationthe owners are very responsive and the entire experience was fantasticRead more reviewsLocation:
it is very quiet so it’s the perfect place to come is if want to relax
9. Large home in a rural area in Casey County (from USD 512)
Guests who are vacationing in a large group or with their extended family will find this vacation rental to be a perfect choice. The home is located in a rural area amid farmland, so guests can rest and relax in peace. The beautiful interiors are lit by chandeliers and there is a luxurious theater room. The kitchen is outfitted with top-of-the-line appliances for cooking, while the bathrooms have luxurious fittings. Outside, there’s an in-ground pool where guests can take a dip any time. The parking here has enough space to accommodate an RV and service vehicles.
Top guest reviews
Amenities & Room:
amazing proper with lots of room an things to dothe pool was beautiful with nice seating areasthe pool and space right off of it were made for long poolside fun daysCleanliness:
it was a quiet great clean housethe property was absolutely beautiful and cleangreat time clean comfortable plenty of room for 10 people we loved it and will be backHost:
great response to questions from the owner and a great relaxing tripowner was easy to get in touch with and very helpfulkelly was very responsive and left detailed information in the amenitiesRead more reviewsLocation:
it’s perfect for a quiet get away
10. Luxurious condo with divine décor in Lexington (from USD 375)
Located in Lexington, this vacation rental is a perfect choice for those who want to enjoy their holiday in a stylish space filled with original artwork and premium décor and furnishings. The condo has two bedrooms for up to five guests. In the kitchen, guests can find top-notch appliances for cooking. As for location, it is within walking distance of Rupp Arena. There are plenty of shops and restaurants in the area around the condo, so guests get to experience the best on offer in the city. As for the swimming pool, it is heated and located outdoors.
Top guest reviews
Amenities & Room:
beautiful clean easy convenient 2 comfortable beds 2 big bathrooms nice kitchen great views easy parkingepic location well appointed furnishings comfortable beds and excellent communication and support from ownerCleanliness:
the condo was beautiful and very cleanthe beds are comfortable and everything is spotlessthe condo is flawless - wonderful in location appearance cleanliness and functionalitysame cool decor always clean and such a great location near the city and ukHost:
the check in process was super easy and the owners even suggested some local restaurantsthe hosts were fantastic; extremely responsive accomodating and attentive to our needsjohn was very responsive with anything we neededRead more reviewsLocation:
loved staying here--central to everythinggreat location for doing anything down townthe location was great for walking and to get to restaurants and shopswe had a fabulous time was in walking distance to everything absolutely gorgeous placecan walk or easy to get and out of parking garage
11. Lovely vacation rental with a hot tub in Bagdad (from USD 153)
Guests who want to experience the best the rural areas in Kentucky have to offer will find this home located in Bagdad to be a perfect choice. The home is close to both the cities of Lexington and Louisville, each of which is about 45 minutes away when traveling by car. The large home has striking vaulted ceilings along with a spacious interior and lovely hardwood floors. There is one bedroom inside and space for up to three people to stay comfortably. For relaxation, guests can either take a dip in the heated pool or soak in the hot tub.
Top guest reviews
Cleanliness:
inside was very cleanthe property is clean and very well managedproperty was very clean and i loved the bed i would returnHost:
cindy was a great hostthis guesthouse on the farm was amazing owners thought of everything everything was newthe owners dan and cindy were super hospitable and very nicehosts were friendly and helpful with many suggestions for distillery tours and restaurantsthe owners had such respect for our privacy while on their propertyRead more reviewsLocation:
it was the perfect place for a quiet and rejuvenating time away
12. Charming cottage surrounded by woods in Louisville (from USD 160)
Guests who opt to rent this charming cottage can spend time in an area that is surrounded by woods and fruit trees. Deer are common around the cottage and guests can also watch the local birds. As the cottage is about 15 minutes away from Louisville, guests can easily travel by vehicle and visit Churchill Downs and Historic Old Louisville. There is one bedroom in the cottage that can accommodate two people. In addition to the swimming pool, guests can make use of the hot tub. A covered porch area with a grill is also available for guests’ use.
Top guest reviews
Cleanliness:
the decor was very welcoming and cleanthe “barn” was spotless and we had fresh eggs for breakfastHost:
the owners are greatour hosts were great and very informativefrom the front porch to the pool to our hosts everything was absolutely wonderfulawesome spot and awesome hostsRead more reviewsLocation:
this was a beautiful place to stay quiet cozy and convenient to everything
13. Rustic cottage with a fully equipped kitchen in Pulaski County (from USD 130)
Located in the countryside near Somerset, this cottage is a perfect choice for those who want to vacation near Lake Cumberland which is about 10 minutes away. This abode has access to a private pool and a hot tub that is located outdoors. Also, the fire pit comes with outdoor furniture where guests can relax and watch the night sky. Inside, there are three bedrooms for up to eight guests and a fully equipped kitchen for cooking meals.
Top guest reviews
Amenities & Room:
the patio is beautiful with a big l-shaped couch a great hot tub patio table and gas grillthe wifi worked great even for my kids zoom type school meetings and homeworkgreat kitchen with everything we neededCleanliness:
everything is very cleanthe cabin is beautiful and was very cleanlovely updated and clean placethe place was beautiful and super cleanclean and comfortable definitely recommend staying hereHost:
host was very nice and accommodatingkris was quick to respond to anything we needed and so friendlyRead more reviewsLocation:
great location that wasn’t hard to find and was near a lot of local hikingit's pretty close to daniel boone national forest so there are lots of hiking opportunitiesthis place was the perfect place near the daniel boone forest for a fall getawayit was amazing and it was great place for my family to enjoy thanksgiving away from homewould definitely recommend this place to friends
14. Deluxe home with excellent amenities in Louisville (from USD 650)
Guests who are vacationing with their family or friends will love this home. Inside, there are 5 bedrooms with 7 beds which can accommodate up to 16 people. This home has patios and balconies that provide nice views of the surrounding areas. Outdoors, there is a hot tub and a private pool for guests to use along with a fire pit. The large sitting and dining areas are outfitted with top-of-the-line furnishings and decor. Guests can travel quickly by road and reach Louisville city center within minutes.
Top guest reviews
Cleanliness:
the house is well-maintained updated and very cleanthe house was very clean and well suppliedthe house is roomy with many sitting areas bedrooms and bathrooms were clean and adequateloved the privacy and the pool was cleanthe inside of the home was very clean with a well stocked kitchenHost:
the owners were very friendly and quick to reply to our questionsdenise and tom were very responsive to any questions and concerns that we hadthe hosts were responsive and friendly and we hope to return one dayowners are local very friendly and accommodatingRead more reviewsLocation:
this was a great property close to louisvillelocation of property is exactyly what we were hoping forenjoyed golf wineries and a nearby state park for swimming and fishing
15. Historic mansion in Louisville (from USD 1200)
Guests who opt to rent this mansion get to enjoy a historic space filled with luxurious furnishing and décor that played host to Presidents of the United States in the past. The architecture of the building is top-notch and gives it a lovely vibe. The home has five bedrooms and can accommodate up to 12 people. As the home is located in Louisville, guests can easily access various areas in the city by road including Churchill Downs and Valhalla Golf Club. The private pool has been recently built and guests get full access to it.
16. Cozy home with a saltwater pool in Bowling Green
This vacation rental is perfect for those who are traveling with their family. It is located close to the downtown area of Bowling Green and its many attractions. Guests can also easily travel to Mammoth Cave National Park by car and reach it within half an hour. There are three bedrooms inside, providing enough space for ten people. As for the saltwater pool, it has a diving board and is available for guests to use between April and October. The kitchen is fully equipped with appliances and cooking basics.
Accommodates: 10
Minimum Nights: 2
Refund Policy : 100% refund if you cancel at least 14 days before check-in.
Top guest reviews
Amenities & Room:
the large porches with the fans and waterfalls were great for morning coffee and evening thunderstormsthe mattresses were all good and everyone was comfortable in their rooms and in common spaceswe look forward to coming back in warmer weather to get better use of the poolthe pool was great all of the fountains on the property made for a relaxing environmentnicely secluded and very comfortable homeCleanliness:
pool with waterfalls was nice after we cleaned itthe property was clean & was exactly as it was presented in the descriptionthe pool was very clean and appreciated as the temps hit the mid 90's several daysRead more reviewsHost:
the owners were great to deal withthe owners were just amazing and even got us a honeymoon surpriseowner was very helpful with any questions we had leading up to our visitthe owners were terrific to work withbarry was gracious host and the property was amazing
Enjoy your Kentucky holiday to the fullest
Kentucky is a popular tourist destination because of its horseracing events. However, the Bluegrass State is more than just that. Kentucky’s parks, mountains, and lakes are also popular among those who want to explore lesser-known areas. For a unique vacation, stay in one of the vacation rentals mentioned above.
Frequently asked questions about vacation rentals with a pool in Kentucky
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