Vacation rentals with a pool in Lexington

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Lexington

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

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Guest favorite

Home in Lexington

4.89 out of 5 average rating, 163 reviews

Pool | Hot Tub | Covered Porch | Patio | Game Room

Only minutes from Kroger field and 15 min to Keeneland. The warm and inviting floor plan offers plenty of room for entertainment. Home is equipped with new luxury Tempurpedic mattresses 4 king beds, 2 queens and 2 air mattresses. This house has a vaulted screen porch overlooking the park-like back yard which opens freely to Merrick Park . Patio is set up to BBQ and enjoy your favorite sports with an outdoor TV. Plenty of restaurants and entertainment nearby. The swimming pool is open from Apri

Guest favorite

Cabin in Paris

4.94 out of 5 average rating, 67 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.

Superhost

Home in Lexington

4.71 out of 5 average rating, 35 reviews

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.

Superhost

Home in Richmond

New place to stay

North Ridge Retreat

Need an excuse to get away and unplug? Come join us for a spell and enjoy the nature you’ll have all around you. Do you have ballgames or other activities to attend? Then take it all in it from your window or porch as you are in and out…..OR, come and get out into it and take in the trees, vegetation, creeks & wildlife up close. Looking to enjoy your time with other friends and families? Check out our other listings which are both located on the same property….one being in the same house.

Superhost

Camper/RV in Lexington

5 out of 5 average rating, 4 reviews

RV/Kentucky Horse Park w/site/Golf cart available

PLEASE READ: For select weekends we will have a site booked at the horse park campground. Please see below. If your dates aren't listed we can still look for a site for you. Popular dates can book up fast which means no paved sites are available. If this is the case we can set up in Primitive camping where they have electric hook ups and sometimes water hook ups. Current 2025 dates that are pre-booked: Thursday April 17th - Sunday April 20th. Wednesday April 30th - Friday April 9th.

Guest favorite

Guesthouse in Georgetown

4.96 out of 5 average rating, 28 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 offers a lovely respite after a long day. Sweet, friendly border collie lives on property. Easy access to Lexington, Frankfort, Midway, Keeneland…

Superhost

Home in Lexington

4.88 out of 5 average rating, 66 reviews

The NightinGayle - Pool, Hot Tub

Welcome to The NightinGayle! Located conveniently between I-75 and Downtown Lexington, this suburban oasis is perfect for your next trip to the Bluegrass. In ground pool, hot tub and more to enjoy all the outdoors have to offer! The main level boasts a large eat in kitchen and dinning area big enough for the whole group! Upstairs are three bedrooms and a full bath. The lower level is the perfect place to hang out and watch some TV and also has an extra bed, incase needed.

Guest favorite

Guesthouse in Lexington

4.93 out of 5 average rating, 182 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.

Guest favorite

Home in Lexington

4.99 out of 5 average rating, 91 reviews

Fam/Friendly Holiday Fun! Hottub! Pool! 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, hottub, 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!

Guest favorite

Home in Lexington

4.99 out of 5 average rating, 76 reviews

Close to Everything! Beautiful two-story home

Beautiful home in a great location. Easy access to major highways. Less than 10 minutes to Bluegrass Airport, Keeneland, Restaurants, Downtown & Shopping. This awesome two-story home has a fenced yard with pool, (additional charge for heated pool), fire pit and outdoor area for entertaining or relaxing. 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.

Guest favorite

Home in Lexington

5 out of 5 average rating, 69 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 until about end of Oct 2024. Dogs welcome with prior written agreement from host and an additional pet fee per pet.

Guest favorite

Home in Georgetown

4.98 out of 5 average rating, 93 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**