Vacation rentals with a pool in Fayette County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Fayette County

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A historic log cabin is set against a backdrop of autumn foliage, showcased by bare trees with scattered leaves. The stone wall in the foreground adds a rustic touch to the landscape, leading the eye towards the inviting structure of the cabin.

Cabin in Paris

4.96 out of 5 average rating, 92 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

A spacious backyard features a private swimming pool surrounded by a concrete patio. Lounge chairs and an umbrella provide shaded seating options. The two-story lodge is visible in the background, with a covered porch extending across the upper level and lush greenery surrounding the area.

Vacation home in Nicholasville

5 out of 5 average rating, 23 reviews

Stone & Cedar Lodge - pool, hot tub, fire pit, EV

Relax with the whole family at this peaceful country ranch in the heart of the Bluegrass. Sleeps 16 - 5 Bedrooms, 8 Beds, 3 Baths Located just outside of Lexington and only 12 miles from Keeneland. New 7 seat hot tub The solar heated pool is open from April until September. The tree house, swings and trampoline are big hit. Play a game of pool, basketball or corn hole. Enjoy quiet walks around the pond or roast marshmallows around a cozy campfire. Wheelchair access Level 2 EV charger.

Superhost

A tranquil outdoor pool is surrounded by a smooth deck, featuring blue planters at each corner. Lush greenery and trees create a natural backdrop, while the Kentucky River is visible beyond the pool area. The setting offers a relaxing ambiance for outdoor enjoyment.

Cottage in Winchester

4.87 out of 5 average rating, 101 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 favorite

A view of the charming cottage is captured from the pool area, showcasing the inviting exterior surrounded by greenery. Sun loungers are arranged around the pool, providing a space for relaxation under the clear blue sky.

Guesthouse in Georgetown

4.85 out of 5 average rating, 39 reviews

Cozy Cottage on Horse Farm

Welcome to The Cottage on Karuna Farm! Located 12 min from Kentucky Horse Park in Georgetown on a cul-de-sac, we invite you to our 10 acre sporthorse farm. Efficiency cottage with one queen bed and a queen pull-out couch, full kitchen, bathroom with shower. Enjoy a relaxing time by our pool, this peaceful and private guesthouse studio offers a lovely respite after a long day. Sweet, friendly border collie lives on property. Easy access to Lexington, Frankfort, Midway, Keeneland…

Guest favorite

A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.

Home in Lexington

4.86 out of 5 average rating, 122 reviews

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

Welcome to The Komi. This 4 bed, 3 bath home is an oasis in the middle of Lexington. This cozy getaway has SO much to offer; in ground pool, hot tub, stone fire pit, basketball court, and thats just the outside! Inside boasts an open floor plan living area with a HUGE dining table. Three bedrooms upstairs along with two baths. Downstairs is the perfect place for the kids with bunk bed trundles that sleeps up to 8. Oh, and did I mention the home movie theater! The Komi has it all!

Guest favorite

A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.

Guesthouse in Lexington

4.89 out of 5 average rating, 282 reviews

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Top guest favorite

A bright and inviting outdoor area features a refreshing swimming pool with clear blue water. Surrounding the pool are sun loungers and a shaded gazebo, set against a backdrop of lush trees and well-maintained landscaping.

Home in Lexington

4.97 out of 5 average rating, 126 reviews

Bluegrass Fall FunZone! Pool! Hottub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, a sporting event, or just looking for a fun getaway, we have all the entertainment you need! Featuring a pool, hot tub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!

Top guest favorite

Home in Lexington

4.99 out of 5 average rating, 88 reviews

Close to Everything! Beautiful two-story home

Beautiful home in a great location. Less than 10 minutes to Bluegrass Airport, Keeneland, Restaurants, Downtown & Shopping. Three bedrooms and three full baths. Open concept with large, fully equiped kitchen with two dining areas and wet bar. Fireplaces in living area and master bedroom. This awesome two-story home has a fenced yard with heated pool, fire pit and outdoor area for entertaining and relaxing. Contact owner for extra charge for pool heater.

Superhost

A living room is presented with warm green walls and hardwood flooring. A large window framed by dark curtains allows natural light to fill the space. Comfortable seating includes two armchairs and a sofa, arranged around a central coffee table. A dining area with a table and chairs, along with a wooden cabinet, is visible in the background.

Home in Lexington

4.73 out of 5 average rating, 187 reviews

Picadome Pool Getaway

Quiet home, with swimming pool, located in the heart of Lexington near UK, hospitals, schools, shopping, and downtown. This comfortable home is furnished with a mix of handcrafted furniture, antiques, and modern pieces. Modern kitchen appliances round out the picture. It has three bedrooms with queen beds, and a couch-bed (with a 14 inch memory foam mattress) in the den. The house can comfortably accommodate up to eight people.

Top guest favorite

An inviting heated pool is surrounded by manicured landscaping, featuring tall grasses and colorful plantings. A water slide adds a playful element, and shaded areas are provided by large umbrellas. The pool's clear blue water reflects the bright sunlight.

Home in Lexington

5 out of 5 average rating, 75 reviews

House w/private pool & hot tub, dogs ok

Enjoy exclusive access to incredible amenities including a heated in-ground pool, hot tub, BBQ grills, fire pit, playset, hammock, and yard games surrounded by a fenced backyard. Located on Lexington's west side, just 3 miles from Keeneland Race Course & Bluegrass Airport, and a short 4.9-miles to downtown. The pool is OPEN for the 2025 season. Dogs welcome with prior written agreement from host and an additional pet fee.

Top guest favorite

A spacious family room features a dark leather sectional sofa arranged around a wooden coffee table. A large television unit is positioned against the wall, complemented by decorative elements. Soft lighting is provided by recessed ceiling lights and a standing lamp, creating a welcoming environment.

Guest suite in Lexington

4.95 out of 5 average rating, 245 reviews

Equestrian, Sports Fans, Bourbon Trailers

Convenient to airport, downtown, UK, great stayover point for Red River Gorge, Keeneland Racecourse. Great for business travelers. Onsite parking. No children under 12 years old. Enjoy the pool! Pool rules: 1) adult must accompany under 18 yr old when outside. 3) No addit'l guest without getting approval . 2) No glass allowed in pool area 3) Hours 11:00 a.m to 9:00 pm.

Top guest favorite

Home in Lexington

5 out of 5 average rating, 113 reviews

Game room! 5 beds an 4 bedrooms

Super convenient LOCATION!! Totally renovated home with 5 beds (4 bedrooms) 2 full bath Gameroom Fully stocked kitchen 1 king bed , 1queen, 3 twin beds 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