Destination guide

Ride into the sunset with a vacation in Lexington

Known as the ‘Horse Capital of the World,’ Lexington, the second largest city in Kentucky, is at the heart of the Bluegrass region which yields some of the finest thoroughbred horses in the nation. While it’s a horse lover’s paradise, Lexington offers more than just equine adventures. Stroll through the Shaker village of Pleasant Hill or try a new drink at one of 5 nearby historic distilleries. You’ll find convenient Lexington vacation rentals near to Keeneland horse track, and Lexington’s historic district where everyone will enjoy the history of Mary Todd Lincoln House.

Things to do

Lexington is equestrian heaven

You’ll find more than one vacation rental in Lexington neighboring the famous Kentucky Horse Farm, one of the most unique theme parks in the world. Dedicated to man’s relationship with horses, it has over 1200 acres of lush grazing pasture that are home to almost 50 breeds of horses. Visit all 4 museums, see the Man ‘O War Memorial, and view Reign of Nobility, a short film presentation introducing guests to the world of all things equestrian. While at the park, be sure to visit the Hall of Champions where some of the most elite champion horses are on display.


Enjoy tours of historic horse farms

With plenty of Lexington vacation rentals located in the Bluegrass region, your family will have ample opportunity to tour one of approximately 150 horse farms that are part of Lexington’s history. Numerous companies offer guided tours of an assortment of farms, or you can hire a private guide for a customized tour of a specific farm. If horses aren’t your thing, Lexington has the largest shopping mall in the state, and local artisans offer handmade items in unique boutiques around the town.


See the new foals

Springtime in Lexington brings deep green fields filled with foals born in the winter months. April and May are optimal viewing times for newborn foals that hang out next to their mothers in the pastures. Warm, sunny days are common, while cool evenings make it easy to sleep. Cooler weather also coincides with Derby Week when the mild weather makes visiting Keeneland to watch the festivities ideal. Fall also brings vibrant, colorful foliage to the area along with cooler temperatures. The horse farms are still lovely in the winter, and it’s a great time to sample Kentucky bourbon.

Natural features

Walk with nature in Lexington

Your family will appreciate a Lexington vacation rental home located near the picturesque rolling hills of bluegrass. Lexington is known for its fertile soil and prime pastureland on the area’s abundant horse and stock farms. Limestone just beneath the surface of the ground helps bluegrass thrive. This signature turf is essential for developing champion horses, and visitors consistently note its role in the beauty of the local landscape. The 734 acres of sanctuary located at River Run has 10 acres of hiking trails where visitors enjoy more than 600 species of plants and over 200 species of birds.

How to get there

Transportation to and around Lexington

Fly into Lexington, KY (LEX-Blue Grass), the closest airport, located 5.5 mi (8.9 km) from the city center.

How many vacation rentals are available around Lexington, KY?

Our 2020 property listings offer a large selection of 257 vacation rentals around Lexington. From 117 house rentals to 18 cabin rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Lexington?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Lexington:

  • Historic South Hill: 40 vacation rentals
  • North Upper Street: 47 vacation rentals
  • Woodward Heights: 37 vacation rentals
  • Northside District: 47 vacation rentals
  • West Suburb: 45 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Lexington?

Vrbo offers a large selection of vacation rentals near lovely places in Lexington. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Kentucky Horse Park: 202 vacation rentals
  • Keeneland Racing Course: 253 vacation rentals
  • Rupp Arena: 244 vacation rentals
  • Hamburg Place: 243 vacation rentals
  • University of Kentucky Albert B. Chandler Hospital: 247 vacation rentals

But there are many other points of interest around Lexington listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Lexington?

Yes, of course. Vrbo has 117 Houses in Lexington. Our other popular types of vacation rentals in Lexington include:

  • Cabins: 18 rentals available
  • Condos/Apartments: 67 rentals available
  • Cottages: 18 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Townhouses and more.

Can I find a vacation rental with pool in Lexington?

Yes, you can select your preferred vacation rental with pool among our 30 vacation rentals with pool available in Lexington. Please use our search bar to access the selection of vacation rentals available.