10 Best Airbnbs With Pool In Kentucky, USA - Updated 2023

Paul Jeremiah
Paul Jeremiah 
Updated

Kentucky, a mix of different cultures and ideologies, is subdivided into six regions based on rock structure. It’s also called the Bluegrass State, named after bluegrass, a certain type of grass that is abundant in the six regions. This state is from where bourbon originated, and you can visit its distilleries by following the Kentucky Bourbon Trail, which starts at Frazier Museum, where you can learn all about the state. Catch the annual Kentucky Derby, the pinnacle of thoroughbred horse racing in the USA. For a nature-filled trip, visit Daniel Boone National Forest, featuring various natural landscapes that are sure to give you a thrilling experience. Kentucky is also where Abraham Lincoln was born, and you can study his story in Abraham Lincoln Birthplace National Historical Park. If you love having a swim after a busy day, check out our list of the best Airbnbs with pool in Kentucky, USA.

1. One-bedroom farm stay in breathtaking estate, Prospect (from USD 100)

You’ll find this one-bedroom property in an estate garden that was established in 1961, which is part of the Archives of American Gardens. The garden offers a paradisiacal environment divided into “rooms” with colorful flowers, tall trees, and manicured lawns. There are seating areas spread across the property, perfect for taking in the gorgeous scenery. You will love taking a swim in the pool amidst the lush greenery.

The cottage is a comfy home, featuring a well-equipped kitchen and a bathtub. Watch the beautiful retired and active horses that live on the farm in your spare time.

Longfield Cottage in Famous Ky Garden
Prospect, Kentucky, United States
77 reviews Superhost  Wifi Available
Farm stay 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
we had a great experience at the cottage the cottage itself is homey and comfortable
the cottage was immaculate furnished beautifully and had everything you needed for a comfortable stay
we loved the cozy feel of the cottage and the beautiful gardens helped us relax
the beds are so much more comfortable than they look in photos
we hope you’ll consider putting a king bed in the bedroom thanks for a wonderful stay
Cleanliness:
everything was clean and tidy
the house was very clean well stocked with kitchen pot pans dishes
property was clean comfortable and well maintained
cottage was clean and perfect
so beautiful so clean great for anyone that likes the peaceful countryside
Host:
the hosts were great to work with
charlie and mindywere perfect hosts
charlie and mindy were such amazing hosts they went above and beyond for us our entire stay
i highly recommend this little piece of heaven on earth the hosts were thoughtful and quick to respond
everyone we spoke with while there was helpful friendly and made our stay extra special
Location:
my daughter and i enjoyed the quiet location and the peaceful garden atmosphere
it’s the perfect place to relax and there is a store just 10 minutes away
the gardens are stunning and there is so much space to walk around
this is a fantastic place to stay
Read more reviews

2. One-bedroom house next to Cherokee Park, Louisville (from USD 110)

Live right next to Cherokee Park’s amazing natural features in this one-bedroom home. Don’t worry, as you’ll have a private entrance. Its outdoor area is adorned by plants and trees, so you can have a refreshing swim amid nature in its heated saltwater pool. Just beside it is a cabana with a wet bar, perfect for post-swim drinks. For exercise, challenge your friends to a match on the basketball court.

The house is located in a quiet neighborhood near Bardstown Road and all its offerings.

Cherokee Park Oasis with Private Entrance
Louisville, Kentucky, United States
330 reviews Superhost  Wifi Available
Entire guest suite 3 Beds 8 Guests 1 Bedroom 1 Bathroom

Accommodates: 8

Top guest reviews
Amenities & Room:
strong air conditioning fast wifi great cable tv refrigerator microwave coffeepot with coffee provided
nice comfortable chairs and couches to lounge inside
great pool and beautiful yard
the backyard patio areas are peaceful and even included a salt water pool
we loved the pool and backyard space
Cleanliness:
super clean and spacious
always clean and welcoming
clean cute and convenient
beautiful space clean and amazing pool
place was extremely clean quite and convenient
Host:
great host and quiet neighborhood
keegan was a great host
the host was very friendly accommodating and quick to respond to questions
keegan is a great host
keegan is a friendly and attentive host
Location:
the location was great
close to shopping and great restaurants
beautiful neighborhood near cherokee park
would highly recommend this location
cute space with a park like yard
Read more reviews

3. One-bedroom guest house with hot tub, Williamsburg (from USD 80)

Enjoy a plethora of activities in this one-bedroom guest house. There’s a seasonal swimming pool with a water slide and an outdoor hot tub. You can play all sorts of games, jump on the trampoline, and have a fun time in the playground. If you want to relax outdoors, there’s an ENO hammock.

The property has an indoor fireplace and another one outdoors, so you can keep yourself warm at all times. For an adventure, head to the end of the road to find hiking trails.

Williamsburg Poolside Resort and Homestead
Williamsburg, Kentucky, United States
327 reviews Superhost  Wifi Available
Entire guesthouse 3 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
as a family of 4 we enjoyed the pool which was fabulous
we had a great time at cheryl’s we loved having access to the pool and the grill
would definitely recommend beautiful place to stay with nice pool and hot tub
the guest house was so comfortable and we definitely enjoyed the pool hot tub and outdoor fireplace
it does not have a full size kitchen so take food for easy prep and cooking
Cleanliness:
absolutely beautiful and clean and cozy
the pool was clean and the hot tub warm
but the place was clean and peaceful
the place was clean
guest house was clean and worked well for our family of four
Host:
the host was nice
our host was very nice and accommodating
cheryl is a wonderful host
cheryl was a great host
she was kind to give us our space during the stay as well
Location:
the location is perfect
perfect location just 25 minutes from laurel river lake's sandy spillway beach
was a great location
this cabana is a cute and comfortable place to stay
such a cute and cozy place to stay
Read more reviews

4. The Kentuckian Mansion, Clay City (from USD 550)

The Kentuckian Mansion is a restored six-bedroom property featuring completely renovated spaces. Relax in the seating area on the large wooden deck or take a walk in the lush garden that adorns the outdoor space. Have a swim in the seasonal pool that’s surrounded by plants. Relieve your stress with a dip in the outdoor hot tub, which is available all year round.

This mansion features grand living spaces and can accommodate up to 16 guests with its 9 beds. You’ll find a cozy, well-designed interior with opulent decor here. There’s also an indoor clawfoot tub next to a window with beautiful views of nature.

The Kentuckian Mansion
Clay City, Kentucky, United States
91 reviews  Wifi Available
Entire home 9 Beds 16 Guests 6 Bedrooms 5 Bathrooms

Accommodates: 16

Top guest reviews
Amenities & Room:
the pool is only a couple feet deep which ended up being perfect for our kids ages 4-10
this place was absolutely stunning every room had such beautiful details
a beautiful house with lots of room for a group get together
every room was beautifully decorated and all the comforts of home where there
the pool area was great for both the adults and kids
Cleanliness:
everything was very clean and it provided everything we needed
this was the most beautiful airbnb i’ve ever stayed at so clean and beyond prettier than the photos
house was extremely clean quiet and had tons of space for our family of 14 to enjoy
Host:
adam was very responsive in answering our questions
adam was a great host even in the midst of the local area recovering from a flood
perfect accommodations and great hosts that made sure everything was perfect for our stay
hosts were incredibly nice and hospitable
great place and great hosts fun nearby and hosts were fabulous
Location:
the kentuckian mansion was the perfect place for our retreat
the kentucky mansion is a beautiful place to stay or to have a special occasion
we hosted our vow renewal there it’s the perfect location for small pool wedding or family gathering
great access to hiking in natural bridge state park and wineries in lexington
great place for a large group worth the money
Read more reviews

5. Woodland Hills, Sadieville (from USD 100)

Get up close with the wild outdoors in Woodlands Hills, a 1,200-sq. ft. (111-sqm) countryside log cabin. The whole property spans 70 ac (28.3 ha), including a small trail for you to explore. The best part is that they provide farm-fresh eggs and honey, depending on the season, for making fresh food, snacks, and beverages.

For relaxation, there’s a bathtub and a hot tub outside on the deck. Also, there’s a pool that’s spacious enough for big groups of people. After swimming, have a nice barbecue and gather by the fire pit for an evening well spent.

Woodland Hills
Sadieville, Kentucky, United States
232 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
having a washer and dryer available to use was so nice we would recommend this apartment to anyone
great price with lots of room and homey feel
the bed and linens felt wonderful i only wished we could have stayed longer
it is an adorable lower level apartment in a beautifully appounted cabin
Cleanliness:
clean and peaceful
the place is very clean and comfortable
great place to stay homey and clean
teresa is a great host everything was neat and clean and as advertised
teresa's place was perfect for our anniversary weekend it's super clean adorable and romantic
Host:
host is very informative and helpful
the host are so kind and generous
the owners know how to make you feel welcome and comfortable
she is probably the best owner we have ever rented from
we enjoyed our stay and felt welcomed by the host
Location:
great location to the ark
the location was perfect for our vacation
perfect location for what we were planning to see
nice location near williamstown and georgetown also not too far from lexington and cincinnati
we will definitely come back and recommend this place to our friends
Read more reviews

6. Sweet Hollow Farm, Mount Eden (from USD 109)

If you’re looking for a well-maintained farm offering tons of activities, then Sweet Hollow Farm is for you. Its saltwater pool is all that you can ask for: large, furnished with seating, and equipped with pool toys. Just outside of the pool area is a pergola-covered seating area, so you can stay cool while taking in views of the farm. Vist in June and July to get fresh berries.

The yard is manicured and dotted with trees but still offers clear skies that are great for stargazing. To make the most of the natural setting, cook up something nice on the grill and relax beside the fire pit.

Sweet Hollow Farm
Mount Eden, Kentucky, United States
93 reviews Superhost  Wifi Available
Barn 3 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
a super comfortable bed all the necessary essentials and an incredible view of the stars
we had a blast and felt very comfortable
the bunk bed was super comfortable we also enjoyed the movies provided
the bunk room has has everything need for simple meals and great sleep
we spent most of the time at the pool which was so relaxing and beautiful
Cleanliness:
the house is very clean bedsheets and towels smell amazing
the barn smelled wonderful and it was so clean
perfect size so clean and warm
cute barn very clean and cozy
lovely stay clean and adorable
Host:
awesome place and awesome hosts
our hosts were some of the greatest people we could ever hope to meet
an amazing little farm with incredibly kind and welcoming people & animals
the host went out of their way to make our stay perfect
our hosts were so friendly and attentive the whole time
Location:
the location is wonderful
it's a great place to spend family time away from technology
it is located very close to taylorsville lake state park which was perfect for us
i stayed during my time on the bourbon trail and the location was great
the location made it easy to tour multiple distilleries and see kentucky
Read more reviews

7. Barr House Inn, Paris (from USD 300)

Barr House Inn is a remodeled antebellum house that was built in 1859. Its huge pillars will immediately catch your eye. It features large spaces with a vintage charm as well as modern amenities. Lounge in the bar room or have a meal in the dining room, both of which are equipped with a TV. The kitchen comes with a Keurig coffee machine, stove, oven, freezer, and more. Up to seven guests can sleep here, with three bedrooms featuring a king-sized bed and two queen-sized beds.

Outside, you’ll have a large swimming pool with a sun lounger. There’s a grill for family barbecues too.

Barr House Inn-historic 18 miles to LexKY/HorsePK
Paris, Kentucky, United States
72 reviews  Wifi Available
Entire villa 3 Beds 7 Guests 3 Bedrooms 4 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
the pool and patio were simply fabulous and thoroughly enjoyed by all
the house was great love the large amount of space and the pool area was fantastic
lots of space and room to relax
the swimming pool was wonderful on the warm july days
beds were comfy and the whole house was so peaceful
Cleanliness:
beautiful home clean and well cared for
commercial type kitchen built to cook and clean for large groups
the place was spotless and ready to go
not only was it very clean but cary had breakfast items snacks and beverages ready for us
clean older house suited to groups who would like to entertain a large party
Host:
host was friendly and helpful
the host is very attentive and helpful
cary was an excellent host
cary is a gracious host
owner was down home and great to work with
Location:
it is a wonderful location and classic setting
the location was perfect for our day trips
great place to get family together
it’s older place but the house is huge
Read more reviews

8. Comfy two-bedroom home near Kentucky Lake, Benton (from USD 73)

Set 2 mi (3.2 km) away from Kentucky Lake, one of the largest man-made lakes in the USA, this comfy two-bedroom home is situated in a wooded area full of chirping birds. The seasonal pool is private, and you’re free to use it at any time of the day. It’s great for those with a reaction to chlorine, as it uses non-chlorine chemicals. Leading to the pool is a large, elevated wooden deck with seating amenities, a perfect spot for alfresco meals. Also, if you have kids, they’ll love running around the playground.

If you plan to fish in the lake, there’s a parking area for your boat and three cars and it has plug-ins for batteries as well.

Country Charm❤️Ky Lake Area*2BR*Kit*LR*Bath
Benton, Kentucky, United States
120 reviews Superhost  Wifi Available
Entire home 3 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
huge private apartment with comfy furniture and beds
the ac was cold and the pool was great too
great relaxing space full kitchen beautiful view to walk out to every morning
a huge bathroom and a sweet private patio area out back
we enjoyed watching the humming birds dragon flies and finches while lounging in the pool
Cleanliness:
clean cool and private
the place is clean and comfortable
it was quiet and clean
it is very cozy and super clean
very clean and tidy lovely space and super nice
Host:
excellent host and relaxing setting
tami was a great host
tami was an amazing host
tami is an awesome host
wonderful hosts that were very quick to respond and helpful for any questions
Location:
very convenient location if you are visting kentucky lake and close to some good restraunts
great place to stay and close to kentucky lake
it was in the perfect location for a simple getaway
enjoyed the pool and lovely location
perfect location for anything on the north half of kentucky lake
Read more reviews

9. Quiet three-bedroom home with a fish pond, Owensboro (from USD 200)

This quiet three-bedroom home, located on a cul-de-sac, features an elevated wooden deck with seating amenities and a carpet, perfect for lounging while taking in the fresh air. It overlooks the seasonal pool that’s surrounded by a lush garden. Watch koi fish and goldfish swim about in its fish pond that’s tucked away in a corner. Inside the house, you’ll find cozy living spaces. Grab a book from the shelf and relax on a comfy recliner by the fireplace. Choose between a king-sized bed in the master bedroom or a king-sized bed or a four-poster queen-sized bed in the guest bedrooms.

For entertainment, make use of the HDTV or free Wi-Fi. It also provides pocket Wi-Fi, so you can stay connected at all times.

Gracious Home with Pool for our guests to enjoy.
Owensboro, Kentucky, United States
118 reviews Superhost  Wifi Available
Entire home 3 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
lovely pool flowers deck back yard
the pool was wonderful the yard and deck are also lovely
the pool and outdoor space was amazing
the patio yard and pool area were gorgeous -- well worth the trip
beds are comfortable and a good amount of bathrooms house stayed nice and cool
Cleanliness:
everything was clean and top notch
the house was clean and comfortable
the house was very clean the pool sparkling
very clean updated appliances and amazing pool
the house was spacious clean and it was nice and quiet
Host:
the host is welcoming and made sure all our needs were met
the house was wonderful the host was great
monika is a host who makes sure you're comfortable and knowledgeable before and during your stay
monika is a great host
house was like owner left for the weekend and we were staying there
Location:
there are many restaurants close which is nice as well
wonderfully quiet house and neighborhood
everyone enjoyed the pool and it’s so close to restaurants and stores
we could not have asked for a better place to stay
the house has everything you need to enjoy a quiet time in a nice neighborhood
Read more reviews

10. Countryside haven on a farm, Shepherdsville (from USD 195)

A countryside haven, this second-floor two-bedroom guest house puts you on a farm and up close to majestic horses. It features a circular wooden deck, where you’ll find a circular swimming pool surrounded by sun loungers. Just remember that diving and glass aren’t allowed in the pool.

The property comes with a pond as well. There’s a wooden bridge with a gazebo in the middle, furnished with chairs and a patio swing, offering a perfect spot to appreciate the natural scenery.

Bourbon Country/ Derby Guest House
Shepherdsville, Kentucky, United States
44 reviews Superhost  Wifi Available
Entire guesthouse 2 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
we enjoyed the pool and the fantastic views
the indoor space is well laid out and the beds are very comfortable
the pool is very large and has an amazing deck perfect for relaxation and play
beds were comfortable and the snacks were so sweet
the beds are comfortable and the snacks water paper products and linens are plentiful
Cleanliness:
everything was spotless and clean
the apartment is so clean and cozy
was very quiet and clean
we climbed the stairs and arrived at a clean comfortable place exactly as described
wonderful property - gracious hosts - sweet dogs the house was sparkling clean and had everything
Host:
the owners are incredible so kind
they were very attentive and thoughtful
wonderful stay and awesome hosts
she is very gracious and helpful
but the beat part by far was the wonderful hosts
Location:
her place is very quiet and relaxing but close to many local places to visit
great place to stay and ramona is the best
a wonderful place to stay
the hosts are wonderfully friendly and very close should a need arise
Read more reviews

Enjoy your pool set amid lush nature in Kentucky

Take advantage of Kentucky’s large spaces and beautiful natural sceneries by having a relaxing swim outdoors. For great accommodations, check out our list of the best Airbnbs with pool in Kentucky, USA, mentioned above.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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I am a writer based in the Philippines, and I have a passion for food. I love eating good food and traveling to places with great views where I can truly appreciate them. To explore and to expand...Read more

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