Discover a selection of 500 vacation rentals in Lexington, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and WiFi. Prices start at $69 per night, and houses and cabins are popular options for a stay in Lexington. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Lexington
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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.

Activities

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.

Weather

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

Traveling to and around Lexington

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

What are the top vacation rentals in or near Lexington?

Whatever your getaway needs, you'll find a rental property in or around Lexington that's perfect for you. These are some of our top picks:

  • Make use of handy extras like optional golf privileges and a living room at "Luxurious 2bedroom /2bath With Outdoor Courtyard And Garage In Downtown Bardstown". Located around 55 miles from Lexington, this quality property has 2 bedrooms and good guest reviews.
  • Another excellent choice is "Shipping Container Cabin", which is around 45 miles from Lexington. With 2 bedrooms, a restaurant dining guide and high-speed internet services, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Lexington vacation rental for you.

What are the best tiny house vacation rentals in or near Lexington?

For a different kind of experience, book one of Vrbo's tiny house rentals in Lexington. Be warned though — after you've experienced life in a tiny house, the urge to move into one of thes cute-as-a-button digs will be hard to resist!

  • Enjoy a simpler way of life at "Charming Tiny House On The Kentucky River". Amenities at this getaway in Harrodsburg include a nearby laundromat and a restaurant dining guide.
  • Alternatively, base yourself at "Cabin - Tiny House @ Cierra Acres". Situated in Berry, this little abode comes with children's books and off-street parking options.

Can I find log cabins to rent in or near Lexington?

You'll find some unique log cabins available in and around Lexington. Enjoy the rustic cabin experience while vacationing in Mother Nature at either of these popular choices:

  • "Log Cabin Lodge Overlooking Ohio River Near Creation Museum And Arc Encounter" has all you need for a relaxed vacation, such as a garden and a porch. Once you've settled in, head outdoors and enjoy the picturesque scenery.
  • You won't have to give up any home comforts at "Big Rock Log Cabin, Beside Natural Bridge". This appealing option features off-street parking options, pet-friendly services and more.

What are the top-rated vacation rentals for weekend getaways in or near Lexington?

Clock out on Friday afternoon and then forget the real world. If you're eager for some relaxation and fun, these rentals in and around Lexington promise an amazing weekend getaway:

  • Located 11 miles to the northeast of the center of Lexington, "Renovated Train Station On Thoroughbred Horse Farm" is a favorite among nature lovers and adventurous types. Make sure you visit nearby outdoor attractions, such as Fort Boonesborough State Park and Community Park. If you still have time, try some hiking and biking or water skiing.
  • Alternatively, leave your stresses behind at "3 Bdr/3 Bath House In Andover Convenient To All Of Lexington". Stay in and enjoy its creature comforts, or head out for some golf and hiking and biking. When it's time to discover some nearby attractions, organize a visit to Herrington Lake and Thoroughbred Park. This fantastic vacation rental is around 5 miles southeast of Lexington.

Can I find studio apartments for rent in and around Lexington?

Usually small in size, affordable and conveniently located, it's difficult not to be charmed by a studio apartment. Make yourself comfortable in one of these vacation rentals and experience the culture of Lexington up close:

  • Explore the world around you from "Charming Cottage Home On A Farm In The Kentucky Horse Country Relax". This property is a popular base for sightseeing and comes with amenities including a TV and WiFi.
  • Another inviting choice is "A Hidden Gem In Lexington's Historic District". Take advantage of towels, a TV and other conveniences during your stay.

With the cash you save on your studio apartment, you can afford to see more of Lexington. Cultural attractions like Richmond Area Arts Center and Images of Santa will help you better understand the personality of this destination.

Can I find short term rentals in or near Lexington?

Sure can. Vrbo's short-term rentals in Lexington provide an excellent alternative to a lackluster hotel room. Offering many of the comforts and conveniences of home, you'll effortlessly slip right into vacation mode the instant you arrive. Try these fantastic rentals on for size:

  • Conveniently located within easy reach of attractions like Fort Boonesborough State Park, "Cozy East Bernstadt Cabin With Porch" will make the ideal home away from home during your stay in Lexington.
  • "The Original Shipping Container Cabins In Red River Gorge" is another fabulous property that welcomes short-term guests. Get the most out of your brief visit by taking a look at local sights, such as Kentucky River Museum.

What are the best romantic weekend getaways in or near Lexington?

Nothing says "I love you" quite like a romantic weekend together. If you'd like to spend a couple of relaxing evenings away with your sweetheart, we've got some romantic getaways in and around Lexington that will sweep you off your feet:

  • Put on some mellow music and chill together at "The Barn At Deva's Farm: Haute Blue Grass". Around 20 miles from Lexington, this property has all you need for a romantic weekend away, including a fireplace and winery tours.
  • Alternatively, spend your escape canoodling and uncorking Champagne at "Bourbon Trail, Horse Park And Farms", around 11 miles from Lexington. Winery tours and air conditioning will help set the mood for romance.

Are there mansions for rent in or near Lexington?

Nothing screams "best vacation evvv-er" like staying in a mansion. Spoil your loved ones with a truly unforgettable escape at one of these mansions for rent in and around Lexington:

  • Situated 1 mile to the north of Lexington, "Historic Mansion In Downtown Lexington" is the perfect place to relax in the lap of luxury. Amenities here include a fireplace and golf.
  • Alternatively, catapult your vacation to a new level and spend a few days at "Bourbon Trail Mansion With Pool". It's situated 20 miles to the west of Lexington and comes with a swimming pool, a fireplace and more.

What are the best large group vacation rentals in or near Lexington?

Big groups mean huge fun. They also mean finding someplace that'll effortlessly fit your whole crew. Browse our large group vacation rentals in or around Lexington and get everyone together under the one roof:

  • Offering space, privacy and comfort, you'll get your guests' stamp of approval at "Your Home Away From Home". Up to 16 people can stay at this property which has 5 bedrooms, a kitchen and a fireplace. This top pick is around 6 miles to the southwest of Lexington.
  • Invite up to 12 of your dearest friends to "Gratz Park Place - Historic District" and fill its spaces with love and laughter. This top option has 6 bedrooms and is around 0.1 miles to the northeast of central Lexington. It's crammed with features to keep a large group occupied, including a kitchen and off-street parking options.

What are the best houses for rent with a pool in or near Lexington?

Of all the conveniences a vacation rental can offer, a pool promises the most fun. Take a peek at these houses for rent with a pool in or near Lexington and spend your days splashing around. Just remember to take your flamingo floatie:

  • Treat your crew to a memorable stay at "3 Bdr/3 Bath House In Andover Convenient To All Of Lexington". There's plenty to love about this retreat apart from its pool, such as childrens activities and a dining table.
  • "The Martin House - In The Heart Of Historic Downtown Lexington" is the type of place you go to leave the everyday behind and enjoy your surroundings, starting with its pool. A dining table and a fridge are also on hand to make your visit comfortable and convenient.

Wondering what the weather's like in Lexington? It has a humid subtropical climate, with average summertime temperatures ranging from 65 ºF to 85 ºF. If you're searching for a little more inspiration on places to stay in this amazing destination, use the search bar at the top of the page and adjust the filters to check out our entire range of Lexington vacation rentals.

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