Villa vacation rentals in Kentucky

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Top-rated villa rentals in Kentucky

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Guest favorite

Villa in Lebanon

4.94 out of 5 average rating, 69 reviews

Ticky's Cottage at Empire Estate

Enjoy the amenities, such as an inground pool (May-Sept., 8 a.m.-10 p.m.), volleyball/badminton court (8 a.m.-8 p.m.) and fire pit/picnic area (8 a.m.-10 p.m.), all within 50 minutes of major Bourbon Country distilleries. There are 2 separate units on the property and amenities and lodging are for booked guests only. Visitors, children and pets are not allowed on the property at any time. This is a genuine Bourbon Country getaway spot for comfort and serenity but plenty of fun just minutes away.

Guest favorite

Villa in Slade

5 out of 5 average rating, 33 reviews

Brand New Ultra Luxury Villa near Red River Gorge

Welcome to Skyvilla @ Red River Gorge! Brand New Ultra Luxury Cabin/Villa within 5 minutes from Red River Gorge and Natural Bridge State Park. Property consist of 3 BRs, 3 1/2 Baths. Each BR consist of an attached bath suite with fully tiled rain shower baths, double vanity sinks, quartz tops. Bedrooms include 2 King suites and 1 Queen Bed suite ( 2 queen beds). One King suite also includes a soaker tub. High volume ceilings throughout the foyer and living / dining area with open gourmet kit

Guest favorite

Villa in Paris

4.88 out of 5 average rating, 80 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

Be prepared to drive up to a beautiful antebellum home that was built approximately 1859 as an impressive Gothic Revival dwelling but after a fire in 1971, the front exterior was remodeled with huge pillars in the antebellum style. The Inn is approximately 18 miles from Lexington and 18 miles from the Kentucky Horse Park. Enjoy the experience of being in a quaint, small town with some of the most famous horse farms nearby. These include Claiborne, Runnymede, Stone and Adena Springs and more.

Guest favorite

Villa in Prospect

4.93 out of 5 average rating, 92 reviews

Bourbon Trail, Derby 2025, Hot Tub, Firepit

After a beautiful drive along a tree-lined-canopied road, you will find Mint Julep Villa, located on a private 1.3 acre lot and just one street over from the Ohio River. Mint Julep Villa, is tastefully decorated for you and your family to enjoy your stay in the Louisville and Prospect KY area. No matter if it's the Bourbon trails, the Kentucky Derby, the numerous concerts and the many other attractions to draw you to Kentucky, Mint Julep Villa will be a place you'd be attracted to as well.

Guest favorite

Villa in Stanton

4.96 out of 5 average rating, 90 reviews

Red River Gorge. Pool. Pets. Wi-fi

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also book our Private pool available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

Guest favorite

Villa in Bowling Green

4.85 out of 5 average rating, 190 reviews

Spacious Countryview Villa - Near WKU and Downtown

The Countryview Villa is a secluded 4500-square-foot home, nestled on 3 1/2 acres of land with 11 acres of lush wooded trees behind. Just 8 minutes from downtown Bowling Green, it offers the perfect blend of seclusion and convenience. With Walmart, Liquor Barn, Greenwood Mall, Corvette Museum, Lost River Cave, and more nearby, it's an ideal retreat for family vacations, reunions, corporate getaways, or any occasion where getting away from it all is a must.

Guest favorite

Villa in Harrodsburg

4.94 out of 5 average rating, 63 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-2

Enjoy convenience mixed with beautiful scenery in this newly constructed villa on the Bourbon trail. This space features 1 bedroom with a King bed, a loft with a Queen bed, pull out sofa, full kitchen, 1 full bathroom, in-unit laundry, and hot tub. Located on a private farm on HWY 127, and just minutes from the Bluegrass Parkway, Keeneland, Shakertown, Herrington Lake, Four Roses Distillery, and the Bluegrass Airport.

Guest favorite

Villa in Harrodsburg

4.92 out of 5 average rating, 64 reviews

Bourbon Villa at Daynabrook Farm with HOT TUB-6

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Villa in Harrodsburg

4.92 out of 5 average rating, 61 reviews

Villa On the Bourbon Trail with HOT TUB-3

Guest favorite

Villa in Harrodsburg

4.96 out of 5 average rating, 76 reviews

Bourbon Villa at Daynabrook Farm-HOT TUB1

Enjoy convenience mixed with beautiful scenery in this newly constructed villa on the bourbon trail. This space features 1 bedroom with a King bed, a loft with a Queen bed, full kitchen, 1 full bathroom, in-unit laundry, and hot tub. Located on a private farm on HWY 127, and just minutes from the Bluegrass Parkway, Keeneland, Shakertown, Herrington Lake, Four Roses Distillery, and the Bluegrass Airport.

Superhost