15 minutes to Keeneland, the KY horse Park, the Red Mile, Downtown Lexington, the University of Kentucky & Translyvania University. Great location for touring the Bourbon Trail. Fully equipped kitchen w/ refrigerator w/ ice maker, stove, microwave, dishwasher, disposal, Keurig, toaster, crock pot,...

Quiet & Convenient 3 BR/2 BA.Just 15 minutes to Keeneland race track, Lexington Airport & Downtown Lexington, the Kentucky Horse Park and the Red Mile Race Track as well as Fayette Mall & Lexington Green. Convenient access to a plethora of restaurants & a 24 hour Kroger supermarket w/ a Starbucks...

Get back to Nature. Close to Lexington, Relax & Revitalize, Fun for Golfers to come and relax, Family reunions, retreats and more.... 3 Bedroom 3 Bathrooms, Country Home Nestled In The Heart Of The Bluegrass Make our home. . . your home. Located 30 minutes from Lexington, KY. Stay on the 85 acre...

The Hart-Featherston House is the second-oldest home in Lexington and is RICH with history! It has been completely restored and provides character that is not found ANYWHERE! Combining modern luxuries with the comforts that only historical homes can provide, the house sits on 1.24 acres and has...

This is a 3 bed / 2 bath, with full kitchen. It is just two blocks from downtown, Rupp Arena, Town & Branch Distillery, and close to the Red Mile, the Kentucky Horse Park and the UK Campus. Perfect for large groups visiting the Bourbon Trail, events at Rupp, Keeneland, or just looking for a place...

The Space PLEASE READ THE ENTIRE LISTING DETAILS, HOUSE RULES, AND CANCELLATION POLICY BEFORE BOOKING! The home is small but charming at only 728 square feet. Referred to as a “shot-gun” house due to its long and narrow build, this simple architectural structure was brought to America by Haitian...

Historic Morrison Cabin is the oldest home in Lexington on its original foundation. It was built by John Morrison in 1787 when Kentucky was still a part of Virginia. John Morrison was one of Lexington's founders. He built the home for his wife, the first woman to live in Lexington. It is ideally...

This modern two-story cottage perched atop the Resorts highest vantage point features an open floor plan with a large kitchen, dining and living-room area; two spacious ground level bedrooms; a huge second floor master suite; three full baths; a lower level back deck with hot tub; two small upper...

This extensively remodeled home is central to everything in Lexington. Whether your adventure is horse racing, the Bourbon Trail, UK sporting events, or just exploring the local restaurants, this family friendly home is the perfect launch pad. This recently remodeled post-war home is ideally...

TWO PARKING SPACES A BLOCK FROM RUPP. Stay in one of Lexington's oldest homes (pre-1850), but with modern conveniences. The Carriage House is just steps from Rupp Arena and the Jefferson Street and Manchester Street food districts. It is the perfect downtown location to stay if visiting for the...

Property has 2 queen beds (each in their own room) with door, one bedroom off bathroom and kitchen, other is larger in front of house with large bay window overlooking a beautiful tree lined street of historical homes - we have a full size futon couch, twin size roller bed and several full size...

Wildcat fans, bourbon sippers, and horse racing enthusiasts have the perfect home base for their next trip to Lexington. Offering 5 bedrooms, 2 sleeper sofas, 2 bathrooms, and 2,000 square feet of living space, this vacation rental house can easily accommodate 12 travelers on a Bluegrass State...

Endless exploration awaits up to 14 at this beautiful 4-bedroom, 3.5-bath vacation rental in the heart of Kentucky’s Bluegrass region. Boasting just under 100 scenic acres marked by a river, 2 ponds and a plethora of hiking trails, this peaceful Nicholasville estate is ideal for nature lovers and...

Enjoy a relaxing stay in our peaceful, lakefront home. Perched atop Edgewater Resort’s highest vantage point, this modern home features an open floor plan with a large, fully stocked kitchen, dining and living-room area; two spacious, ground level bedrooms; a huge second floor master suite; three...

Enjoy this beautiful cottage close to the pool! Relax in the brand new hot tub on the shaded deck overlooking the lake with your own charcoal grill. From the moment you pull up to this adorable cottage you will feel right at home. With a fully supplied kitchen, this two bedroom two bath cottage is...

The first master has a king bed, jacuzzi tub, and private balcony. The second master has a queen bed and a private entrance out onto the deck where you can watch the sunset. The last bedroom has two beds and an extra large closet for storing all of your belongings. Come and relax by visiting the...

Relax in the brand new hot tub and enjoy what is arguably the best view in the community. Their is a big screen tv in the master bedroom for you to watch after a day at the lake, or at the pool, or coming back from the bourbon trail. There is a king bed in one room, and a bunk bed, plus bed and...

Cozy two story former model home situated on Lexington's North side offers quiet, safe space to relax and enjoy the scenic area. You are 10 minutes from downtown and University life as well as 1 hour outside of Louisville and Cincinnati. This property features a private room that includes 1.5 bath...

Easy living awaits when you book this charming 5-bedroom, 3.5-bathroom vacation rental house in Lexington. With enough space for up to 8 guests, this home is the perfect destination for those wanting to rest and relax in a homey environment. When you’re not out exploring the abundant excitement of...

Charming cottage home sets on a quaint 20 acre farm with horses and a vineyard situated 10 minutes from downtown Lexington and Midway. You get to enjoy the best of both worlds with the city and the country. Accommodations are a quaint cottage guest house on the farm. Owners live in a main house on...

** Please note there is a separate unit on-site with a shared laundry room and others may be present during your stay ** Fall in love with the serenity of the Bluegrass State from the comfort of this 3-bedroom, 3-bathroom vacation rental home in Versailles. Nestled on a spacious pasture occupied...

Saddle up and hoof on over to this 2-bedroom, 2.5-bathroom vacation rental home in ‘The Horse Capital of the World’! This 2-story home offers 2,500 square feet of 80’s-style decor and pure comfort for up to 6 guests seeking a good ol’ Lexington getaway. Pony up at the Keeneland Race Track, warm up...

Whether you're in town for the horses, history, bourbon, or bluegrass, this vacation rental puts you close to it all! This charming 3-bedroom, 2-bathroom property is the perfect place to call home while you experience all that Lexington has to offer. Enjoy fun-filled days spent strolling downtown...

Experience the best of 'The Horse Capital of the World' from this well-appointed vacation rental house! It's idyllic for a family or group of friends, with 4 bedrooms, 3.5 bathrooms, and space for 8 guests. Amenities such as a fully equipped kitchen, outdoor fire pit, and a lavish soaking tub are...

Escape to the Kentucky countryside and stay at this picturesque family getaway! Boasting an expansive lawn, a spacious porch, top-floor balcony, and all the modern comforts, this 3-bedroom, 2-bath vacation rental offers a peaceful retreat just 5 miles outside of downtown Georgetown. Inside the...