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 favourite

Home in Richmond

4.96 out of 5 average rating, 124 reviews

Near to EKU; discounts to 10%

Located 5 minutes from I-75. Newly renovated basement apartment perfect for solo travelers, friends or couples and is pet friendly. Take it easy at this country setting and enjoy the pool. Convenient to EKU, stay after a day at Keeneland, exploring the Bourbon Trial, concerts or just a peaceful and relaxing getaway. Available small hot tub on request. Guest space has own entrance and is separate and independent from host’s space. 5-10 minutes restaurants, groceries, gas, drug stores and banks.

Top guest favourite

Barn in Mount Eden

4.99 out of 5 average rating, 157 reviews

Sweet Hollow Farm

Sweet Hollow Farm is located near Taylorsville Lake. 30 miles from Louisville, 40 miles from Lexington and 25 from Bardstown. We have a small farm with a studio barn apartment. Private entrance with full bath. We also have a beautiful pool that we share with our guests. There is a horseshoe pit, fire pit and multiple outdoor seating areas. Kids and dogs welcome. We even have space for horses and boats. We can offer peace and quiet, a clear view of the stars and hummingbird theatrics.

Guest favourite

Cabin in Covington

4.94 out of 5 average rating, 265 reviews

Guest House Monte Cassino Vineyards

The Guest House at Monte Cassino Vineyard, an architectural gem. At 650 sq ft, this free standing, studio loft space is a ground up restoration of an 1830s summer kitchen. Completed for 2016 season, it includes a kitchenette, with mini fridge, microwave and coffee machine. Outdoor grill is available as well. The living room has a fireplace and the bedroom loft is a designer's dream. Adjacent to the main house, the GH also includes use of the pool in season. Extremely private grounds.

Superhost

Cabin in Clay City

4.95 out of 5 average rating, 110 reviews

Hemlock Hideaway: Red River Gorge, Pool is open!

Hemlock Hideaway at Red River Gorge is a 3 bedroom, 2 bath cabin that can sleep up to 10. The cabin features a pool, hot tub, game room, and electric vehicle charger on a private 2.5 acre setting. The home has two king sized beds, three full sized beds, a twin trundle bed, twin sleeper chair and queen sleeper sofa. There is a fully stocked kitchen and free onsite laundry. All of this and so much more and only a 20 minute drive to the Red River Gorge, Natural Bridge State Park area.

Top guest favourite

Cottage in Crittenden

5 out of 5 average rating, 116 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! 5/9/25)

Top guest favourite

Villa in Stanton

4.96 out of 5 average rating, 109 reviews

Red River Gorge. Pool. Pets. Wi-fi

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also our Private pool is available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

Guest favourite

Home in Kenton County

4.97 out of 5 average rating, 138 reviews

Historic House on Lake with Pool - Stone Haven

This beautiful stone house(built in 1843 and newly renovated) is the perfect place to retreat with family, friends, or any group! While you'll be an easy 30-minute drive from downtown Cincinnati, the Aquarium, Creation Museum, and Riverbend Music Center, you'll revel in the stillness of the natural landscape surrounding this charming home. (Of course, the in-ground pool, hot tub, fire pit, pool table, fishing, hiking, basketball court & kayaks also sweeten the deal.)

Top guest favourite

Farm stay in Georgetown

4.97 out of 5 average rating, 139 reviews

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

Superhost

Tiny homes in Clay City

4.87 out of 5 average rating, 124 reviews

Secluded 2 bedroom cabin w/pool and hot tub access

Enjoy the sounds of nature when you stay in this unique place. Secluded, cozy tiny cabin!! Located in the middle of 37 acres. Gate access! Close to Red River Gorge, Natural Bridge, Kentucky Dragway and kayaking. Private pool and hot tub access! Wi-Fi, Cornhole, grill, deck, fire pit, pond for fishing. Completely furnished…. Everything you could want! I raise Australian shepherd so there are four on the property. They are very friendly and love Airbnb guest.

Guest favourite

Home in Independence

4.86 out of 5 average rating, 127 reviews

*POOL* Fenced Yard- ARK Encounter, Creation Museum

Brick ranch with Pool, fenced yard, and entertaining space! Close to everything but quiet and private! Packed with amenities to make your stay more comfortable! *pool is open may-sept (weather dependent)* • Located between the ARK and Creation Museum - 30 min to each • 30 Min to Cincinnati Zoo, Newport Aquarium, Paul Brown & Great American Ball Park. •dining & shopping •BB Riverboats •Big Bone State Park •Smart TV’s (2) •WI-FI •NETFLIX

Guest favourite

Home in Blaine

4.82 out of 5 average rating, 123 reviews

Hidden Acres Escape: A Bluegrass Retreat

Escape to our hidden gem tucked among the rolling hills of Blaine, KY. This secluded estate spans 200 scenic acres, offering solitude for those who crave true peace. Immerse yourself in nature’s beauty, unwind in the indoor pool, and bask in the luxury of a sprawling mansion. Whether you’re exploring miles of trails or savoring quiet moments overlooking lush vistas, discover an unforgettable sanctuary where nature and comfort unite.

Top guest favourite

Home in Georgetown

4.98 out of 5 average rating, 107 reviews

Modern Farmhouse/20 acres/9 miles from Horse Park

Beautiful new home (built in 2018) on 20 acres just outside Lexington. 19 miles from the Blue Grass Airport & Keeneland Racetrack. 9 miles from the Horse Park. In-ground pool (open beginning of May-end of Sept, not heated). Marble wrap around porch provides stunning views of the bluegrass. *Please note that we are firm on our '4 night minimum' policy, no exceptions. **Please read about our WIRELESS INTERNET SIGNAL before booking**