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Holiday 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
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
4.97 out of 5 average rating, 176 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 making it a unique urban location that feels like a country setting. 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

Top Guest favourite
Cabin in Franklin
4.95 out of 5 average rating, 122 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 favourite
A vibrant sunset paints the sky in shades of pink and purple, reflecting on the calm lake waters. Silhouetted trees frame the scene, and the shoreline is visible in the foreground, adding to the serene atmosphere.
Home in Benton
4.97 out of 5 average rating, 106 reviews

Fantastic Kentucky Lake Vacation

Enjoy all that Ky Lake area has to offer! Condo is located at Big Bear Resort. It has an open concept living area, 3 bedrooms, 2 baths & fully equipped kitchen. The living space extends to the deck, overlooking the lake, with additional seating & gas grill. There are queen beds in 2 of the bedrooms; 2 full beds in the third. Washer/dryer are available for your use. The condo is a one-floor unit, with 3 parking spaces (one at the front door; 2 in the rear). There are 3 stairs at the front.

Top Guest favourite
Home in Washington County
4.99 out of 5 average rating, 176 reviews

Bourbon Trail Pool&Hottub FUN-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!

Guest favourite
The exterior view of the home is framed by well-maintained lawns and mature trees. The spacious, single-story building features a neutral-toned facade, with multiple windows providing natural light. A walkway leads to the entrance, enhancing the inviting atmosphere of the property.
Home in Williamstown
4.95 out of 5 average rating, 103 reviews

Holland Farms

Located in The Golden Triangle in Williamstown, KY. A short drive from Lexington, Louisville & Cincinnati with many attractions to visit. Come enjoy southern hospitality at it's finest in the Bluegrass State. 10 min drive from The Ark Encounter. Perfect spot for family time, plenty of outdoor space along with an in-ground pool. Spend the week or just a weekend, you won't be sorry that you came. 8 bedrooms. 7 have their own private bath. There are also a half bath located in the home.

Guest favourite
A two-story cottage is situated against a lush green backdrop. The exterior features light-colored siding, a covered porch, and multiple windows that allow natural light. A well-maintained lawn surrounds the home, enhancing the inviting appearance of the property.
Cottage in Taylorsville
4.93 out of 5 average rating, 179 reviews

The Gathering Place

The Gathering Place is the perfect place to get away and gather with family and friends. The resort is located conveniently between Bardstown, Louisville, and Frankfort on the Bourbon Trail. Offseason hiking, fireplace, and hot tub make a great peaceful getaway or work from "home" experience. Enjoy fishing, boating, kayaking, hiking, bird/deer watching and relaxing. The owners have been Resort guests for years and now own a cottage to enjoy and share with family, friends, and guests.

Top Guest favourite
Guesthouse in Stanton
4.98 out of 5 average rating, 341 reviews

Robbie’s Rest: Amazing Mountaintop Sunrises

2020 new unit with nice deck, wonderful mountain scape with amazing sunrises from your deck or the deck of the main house where host lives. 8 acres that sit where the rolling hills meet the mountains overlooking the Daniel Boone Forest. 35 miles from Lexington, you will enjoy the peace & quiet of the beautiful mountains. Minutes away from the trails, waterfalls & attractions of Natural Bridge State Park & the Red River Gorge! We hope you will visit us soon! *Sunrise is not always visible

Superhost
Cottage in Winchester
4.88 out of 5 average rating, 114 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. Guests return year after year. * WiFi is sometimes unreliable. It connects via satellite, as this is the only option available in our neighborhood. WIFI Riverstar, Pw 12345678 This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations, but occasional cobwebs happen.

Guest favourite
The exterior of the cabin features a wooden facade with dark green accents. A spacious screened-in porch is accessible via a set of steps. Rocking chairs are arranged on the porch, and colorful flower beds line the base of the structure, complemented by landscaping stones.
Cabin in Burnside
4.89 out of 5 average rating, 253 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 favourite
Two ceramic swans are placed close together on a wooden surface, creating a charming focal point. The backdrop features a calm lake surrounded by lush greenery, enhancing the serene atmosphere of the setting.
Cottage in Crittenden
5 out of 5 average rating, 133 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 closed!)

Top Guest favourite
A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.
Farm stay in Georgetown
4.96 out of 5 average rating, 169 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
A cozy living area is presented, featuring a brown leather sofa and a wooden coffee table. Light hardwood flooring complements the natural wood paneling on the walls. A large TV is positioned on a dark wooden stand, enhancing the room's inviting atmosphere.
Tiny home in Clay City
4.84 out of 5 average rating, 146 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.

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