Holiday rentals with a pool in Fayette County

House w/private pool & hot tub, dogs ok

Exclusive access to incredible amenities including a heated in-ground pool, hot tub, BBQ grills, fire pit, playset, hammock, yard games, and surrounded by a fenced backyard. Located 3 miles from Keeneland Horse Race Course & Bluegrass Airport, 4.9-miles to downtown, and 10 minute walk to Lexington’s newest largest park (pickleball & basketball courts, playground, and 2 dog parks). Dogs welcome at house with written agreement with host and a pet fee. NOTE: The pool is CLOSED for the 2025 season.

Private for 4 No cleaning fee Discounts up to 20%

Renovated home, quiet, established neighborhood. Perfect for solo travelers, pairs of friends or couples- no pets, children or infants. Registered guests only on this property. Walk to grocery, drugstore, coffee, fast food and dine in restaurants, banks and gas. 3.5 miles from I-64/I-75; within 5 miles of Bluegrass airport, Keeneland, KY Horse Park, Rupp Arena/downtown, distillery district, hiking and biking trails. Guest space has own entrance, and is separate and independent of host's space.

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.

Spacious retreat w/Pool, Hot Tub, Games & Fire Pit

Welcome to your ultimate family + friends retreat, perfect for group getaways and family trips. Pet friendly with room for up to 10 guests (8 adults max), a heated, salt-water pool, year-round hot tub, & multiple entertainment areas, there’s something here for every age to enjoy and plenty of room to spread out! Located minutes away from Keeneland, the Bourbon Trail, UK, golfing, restaurants and shopping, you’ll have easy access to the best of KY while nestled away in a peaceful retreat.

Southland Swim House

Welcome to the Southland Swimhouse—your dreamy Lexington escape with a private pool + hot tub! This 2BR gem sleeps 7 and sits just 10 mins from downtown, Keeneland, Rupp Arena, Kroger Field & more. Stroll to Southland’s eats, shops & farmers market. Enjoy the new outdoor bar—perfect for chill nights! (Note: pool isn’t heated, fireplace is decorative, no pets, shower has step-up entry, and grill/TV were removed for safety.) Pool will be closing September 15th 2025 for the off season.

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!

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.

Carriage House

Unwind with the spacious area this apartment has to offer. It is located on a working horse farm above the shop, in the renowned Bluegrass region of Ky. At Houstondale you can stroll to the barn and visit the horses or hide away in your space and relax. The KY Horse Park is a 22 minute drive, Lexington is 25 minutes and you are 30 minutes from horse racing at Keeneland Race Track. Even with the remote feel you are only 1 mile from Walmart, shops, and downtown Paris.

Lexington Holiday FUN-ZONE! 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!

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.

Game room! 6 beds 2 baths

Super convenient LOCATION!! Totally renovated home with 6 beds 2 full bath Gameroom Fully stocked kitchen 1 king bed , 1queen, 2 twin beds an 2 twin beds located in game room 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

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.