
Vacation rentals with a pool in Lexington
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Lexington

Total vacation rentals
Explore 80 vacation rentals in Lexington

Nightly prices starting at
Lexington vacation rentals start at G$6,270 GYD per night before taxes and fees

Verified guest reviews
Over 2,810 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
80 of Lexington vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lexington rentals

4.8 Average rating
Lexington stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Lexington
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

MacAttie Acres
Country home at MacAttie Acres in central Kentucky is conveniently located on the Bourbon Trail and in the middle of horse country. Located only 2 miles south of Exit 48 on I-64. Relax on the deck and enjoy the view of the farm, the horses grazing in the pasture or take a hike to the creek. 10 miles to Wild Turkey Distillery, 12 miles to Four Roses Distillery, 13 miles to Buffalo Trace, 29 miles to Keeneland, 48 miles to Churchill Downs, Stabling and turnout available for horses. Come visit!

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.

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.

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!

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

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. We open the pool around Memorial Day through Labor Day ALL DEPENDENT ON KY WEATHER which can be unpredictable. 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.

Central Lex Summer Pool Oasis: Hot Tub! Game Room!
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, the University of Kentucky, or just looking for a fun getaway, we have all the entertainment you need! Featuring a POOL, HOT-TUB, ARCADE, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary FULLY STOCKED coffee bar and take in the cozy sounds by our fire pit in the back yard!

Bluegrass Bourbon Retreat/Pool/ Downtown Paris
This spacious home offers the ideal blend of comfort, charm, and relaxation. Just minutes from world-famous distilleries along the Kentucky Bourbon Trail, charming downtown Paris, and picturesque horse farms. The home features generous living spaces designed for gathering. The highlight of the property is the sparkling swimming pool — perfect for cooling off on warm Kentucky afternoons. The expansive outdoor space offers room to relax, dine, and enjoy the peaceful surroundings.

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, 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!

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.

The Bunkhouse at Big Red Stables
There is no better way to experience Kentucky than horseback riding the rolling hills of the Bluegrass. Big Red Stables is happy to offer the Bunkhouse to visitors who want to ride horses, travel to nearby bourbon distilleries, go to the races or events at the Kentucky Horse Park, or just get away from it all on a third generation family farm. Horseback riding by appointment only as arranged with your hosts.
Popular amenities for Lexington rentals with a pool
House rentals with a pool

Close to Everything! Beautiful two-story home

Private for 4 No cleaning fee Discounts up to 20%

My Old Kentucky Home

The Bees Wing

Derby Weekend Stay: Speakeasy + Spa + Dog Friendly

Mountain Retreat | Pool, Pond, Views & Wi-Fi

Firethorn’s Hilltop Haven

Book Now: Bourbon, Bonfires & Autumn Nights
Other vacation rentals with a pool

The Wildwood RV Rental @ KHP

*NEW* hot tub-sauna-large pool-game room-speakeasy

Peaceful Bourbon trail home POOL hot tub 3 kings

The Nook at Castaway Farm

Private Carriage house in KY

Heart of Richmond

4 Private Acres! HotTub/Pool | Pickleball | Arcade

Wild Turkey Suite — The Woodford Hotel
When is the best time to visit Lexington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$38,244 GYD | G$38,035 GYD | G$38,871 GYD | G$49,530 GYD | G$45,559 GYD | G$49,530 GYD | G$49,530 GYD | G$42,842 GYD | G$42,424 GYD | G$49,530 GYD | G$45,141 GYD | G$46,395 GYD |
| Avg. temp | 1°C | 3°C | 8°C | 13°C | 19°C | 23°C | 25°C | 24°C | 21°C | 14°C | 8°C | 3°C |
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- Ark Encounter
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- Four Roses Distillery Llc
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Cove Spring Park
- Kroger Field
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park





