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Vacation rentals with a pool in Kentucky

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Kentucky

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Springfield
4.99 out of 5 average rating, 102 reviews

Bourbon Trail + Events + Hot Tub +Walk 2 Dine

Charming, spotless, and historic yet modern, a few words from 5-star reviews! The Kentucky Barrel House a unique retreat on the Bourbon Trail. Take a dip in the hot tub- grab a towel from the warmer, chat by the firepit. Pet-friendly, fenced yard. Equipped kitchen, or walk to downtown restaurants. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Beam and many more. Near Cornerstone Acres Events, The Grove At Silverton Hill, My Old Kentucky Home. Celebrate National Bourbon Week!

Top guest favorite
A rustic log cabin is partially visible through surrounding greenery. The cabin's wooden exterior is complemented by two windows and a centrally located door, which features a simple design. The natural landscape evokes a serene rural setting.
Cabin in Paris
4.96 out of 5 average rating, 103 reviews

1791 Cabin on Historic Horse Farm

This rare 1791 log cabin is located on Houstondale Farm, a working horse farm in the renowned Bluegrass region of Ky. You can stroll to the barn and visit the horses or enjoy the peace and quiet before relaxing at the pool, complete with a grill and outdoor dining area. It is a scenic 22 minute drive from the Ky Horse Park, 25 minutes from Lexington, and 30 minutes from Keeneland Race Track. Even with the remote feel of the farm you will only be a mile from Walmart, shops & downtown Paris.

Top guest favorite
Cabin in Franklin
4.96 out of 5 average rating, 136 reviews

Family Getaway! Fish, Hike, Swim, No Cleaning Fee

Our home is located out in country just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) & Mammoth Cave (55 min). We are surrounded by rolling hills of farmland and horse ranches. It is a log cabin style home on 30 acres. Sit out on the front porch and watch the deer. Play games, read a book. Lay out by the pool (summer). Take a hike or go fishing down at the pond. Get out and explore! Or, you can just rest and relax.

Top guest favorite
An indoor heated pool is enclosed within a greenhouse, surrounded by lush greenery and potted plants. The water appears inviting and clear, reflecting the natural light filtering through the translucent roof. Decorative elements, including sculptures, enhance the tranquil atmosphere.
Guesthouse in Dayton
4.98 out of 5 average rating, 208 reviews

Art Studio at Turtle Hill, 5-Acre Oasis Near City

The Art Studio at Turtle Hill is located in Dayton, Ky, 2.2 miles from downtown Cincinnati. The studio is situated on 5 acres overlooking the Ohio River. The main house has a heated enclosed pool that is available to guests, a fire pit and pond. The studio has a full laundry, full kitchen and 4 off-street parking spots. The main bedroom (one queen) is on the first floor and the second bedroom (2 twins) is a loft. No cleaning fee. The studio is not suitable for children under 12. No pets please.

Guest favorite
Cottage in Winchester
4.89 out of 5 average rating, 125 reviews

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. With a pool, hot tub, and putting green there is plenty to do to unwind. Guests return year after year. This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations to reduce encounters. You will also enjoy the songs of many birds, glow of lightening bugs, and seeing the stars.

Top guest favorite
A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.
Cottage in Salvisa
4.97 out of 5 average rating, 151 reviews

Cottage on the Bourbon Trail

Cottage located in the country. Enjoy amazing views from a covered front porch as you rock in comfortable rocking chairs. Fully furnished and beautifully decorated to make your stay comfortable and delightful. Memory foam mattresses for wonderful sleep and a kitchen for cooking if desired. Pool is behind owners residence and is shared with owners family and possibly 2 additional people June-Sept. We have recently also installed a Tesla High Powered Wall Charger w/60amps. We’d love to have you!

Top guest favorite
Home in Washington County
4.99 out of 5 average rating, 182 reviews

Bourbon Trail Summer POOL-ZONE! GameRm! Fish!

This two-story country-side home is sure to keep you entertained while also having a relaxing vibe for your getaway. Nestled just off the Bourbon Trail, Makers Mark and historic Bardstown are just a short drive. Proximity to Louisville and Lexington is great too! Sitting on 3 acres, this home Features 4 bedrooms, 2 and a half bathrooms! Amenities include a newly constructed fenced in Inground Pool(open April-October), WiFi/DirecTV, Pool Table, Ping Pong Table, and Golden Tee Arcade Machine!

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
4.99 out of 5 average rating, 156 reviews

POOL/ game room! 8 beds 2 baths 3 bedrooms

POOL! Super convenient LOCATION!! home has 6 beds 2 full bath Gameroom Fully stocked kitchen 1 king bed , 1queen, 2 twin beds an 2 twin beds located in game room basement Pool doesn’t open till May 23( (Memorial Day weekend) an closes Sept 7th Labor Day) located 2 miles to Kroger field(commonwealth stadium) 4 miles Rupp arena 8 miles to keenland Less than 2 miles to Fayette mall Kroger , Trader Joe’s , many Restaurants Main Event, 1 mile away! Lex premises id 15078999

Guest favorite
Cabin in Burnside
4.89 out of 5 average rating, 269 reviews

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way today!.

Top guest favorite
A vibrant inground pool is surrounded by colorful floating lounge mats and umbrellas, offering a leisurely space. Nearby, various outdoor games are positioned, including large Jenga and Connect Four. Kayaks and paddle boards can be seen docked at the water's edge, inviting exploration of the lake.
Cottage in Crittenden
5 out of 5 average rating, 143 reviews

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now OPEN!!!) 5/11/26

Top guest favorite
A serene early morning scene showcases a mist-covered landscape, with rolling green fields bordered by wooden fencing. The horizon is softly lit by the rising sun, creating a tranquil atmosphere over the expansive property, surrounded by quiet woods.
Farm stay in Glasgow
4.96 out of 5 average rating, 106 reviews

Quiet horse farm with pool, hot tub and more!

Come stay with us for a unique experience. Pool, hot tub and fire pit are ready for your stay at this unforgettable escape. A quiet horse farm down a 1 mile gravel drive situated on 25 acres completely surrounded by woods that back up to the Barren River Lake. If you are looking for solitude come enjoy the tranquil surroundings, take in the sights of Kentucky or just enjoy the pool/hot tub. You will come upon our dogs, cats, chickens and horses. We work full time and run the farm.

Guest favorite
A cozy living area is featured with a large light-colored sofa adorned with various decorative cushions. Two lamps sit on either side of a wooden coffee table, which displays a decorative "hello" sign. Three wall art pieces showcasing plant designs are displayed above the sofa.
Apartment in Louisville
4.95 out of 5 average rating, 140 reviews

4th St Live | King · Pool · Hot Tub · Free Parking

Experience Louisville like a boutique hotel stay in the heart of downtown. This luxury apartment sleeps upto 4 with a king memory-foam bed and a queen memory-foam sleeper sofa for a restful night. Enjoy complimentary coffee and skyline views from your private balcony. Walk to dining, nightlife, and 4th Street Live!, then unwind with the heated pool, hot tub, golf simulator, gym, or a cozy movie night. Elevated comfort, prime location book your stay with us today.

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