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Mid-Century 3 BR In Heart of Downtown Lex

New contemporary home w/in walking distance to Rupp Arena, several breweries, coffee shops, restaurants & Transylvania University. Less than 2 miles to UK campus, 15 mins to Keeneland & the Ky Horse Park. We provide luxurious bedding, plentiful amenities, a chef's kitchen w/ stainless cookware, granite countertops & island. Stream your favorite channels using our hi-speed wifi on the 55" smart TV in the living room or the 43" smart TVs in each bedroom. (No cable.) Easy check-in w/ keyless entry.

Restored charm! Walk to Rupp. Easy Keeneland drive

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert or sporting event at nearby Rupp Arena (5 minute walk), watch the horse races at Keeneland (10 minute drive down the road), tour the bourbon distillery right around the corner, or explore the unique offerings of downtown Lexington. Stay in the heart of it all!

Distillery House Downtown w/ Hot Tub and Fire Pit

The Distillery House is a historic c. 1898 Kentucky farm house in the heart of downtown. Incredibly rebuilt in 2019 from the ground up with a modern touch. Amazing amenities like no other stay in town: Fully stocked bourbon bar mixers to make your own craft cocktails! (no alcohol) Real bourbon still to learn the bourbon making process! Private 6 person hot tub and fire pit! Bikes to ride the historic legacy trail! Plush bathrobes, entertainment center and more! 3 blocks to downtown!

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

KY & Bourbon & Horses, Oh My! Close to Keeneland

This home has been completely renovated with flawless finishes and top of the line appliances. This is for the UPSTAIRS only. (No one else lives at the residence & is solely for Airbnb) 10 minutes from Keeneland & a few miles from hospitals. Convenient location to shopping and restaurants. Clean and comfortable living spaces. This is a chefs kitchen, that has double doors to a walk out patio. The bathroom has a Bluetooth fan. I’ve provided everything to make your trip enjoyable as possible.

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms/one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

Urban Cozy Stay| Hot Tub| Near Downtown Lexington

Welcome to "Ivory Inn"- our modern / cozy house located in downtown Lexington, KY! This charming home features all the comforts you need for a memorable stay, including a relaxing hot-tub to unwind after exploring the city. Centrally located, you'll have easy access to attractions, restaurants, and shops, making it the perfect base for your adventures in the area- whether you're exploring horse country or out on the town. Come and enjoy this contemporary retreat with all the warmth of home!

Historic West Second Downtown Home

Beautiful historic house for a larger group. Located on West 2nd St. with easy on street parking. Walkable to downtown just off Jefferson St with shops and restaurants. Hop skip or jump to the new Gatton Park. Easy walk to Rupp Arena, The Civic Center, Triangle Park and all that Downtown Lexington has to offer. Sweet access to The Bourbon Trail! The University of Kentucky is less than 2 miles away, KY Horse Park, The Bluegrass Airport, and Keeneland are all within a 15 minute drive.

Liggett Lounge: Great location for ALL occasions

Liggett Lounge is the PRIME spot for any guest! One word; Location. UK fan? Horse lover? Nightlife? Like live music? Looking for a nice walk or bike ride? Or just in town to catch a flight? Liggett Lounge is your lucky place. A cute, relaxing place that meets all your needs with full amenities. -10 min. drive from the Bluegrass Airport and Keeneland. -1.5 mi. from Rupp Arena (Lexington Convention Center) & downtown -A small drive from the Legacy Trail -4 mi. from Interstate 75/64

Beautiful Bungalow w/High End Amenities💙🥃

Welcome to your Kentucky Home Experience this beautifully appointed bungalow positioned just one street over from the popular Jefferson to West Sixth Street. Walk or Uber to the following: Rupp Arena, many nearby bars, breweries, and your choice of upscale or laid-back restaurants. * Rupp Arena 2 miles * Keeneland Racetrack 9 miles * Kentucky Horse Park 11 miles * STR Reg #15071157-6 - Maximum occupants 6 - Guests are prohibited from allowing more than maximum occupancy *

3BR/2BA/4 bed house by UK/Downtown/Chevy Chase

Great location near UK! Sports fans.... 15-22 min WALK to Rupp Arena and Kroger (Commonwealth) Stadium. Less than a mile to UK campus/hospital, downtown Lexington and only 2 blocks to popular Chevy Chase restaurants and Euclid Ave Kroger. 8 miles to Keeneland, 12 miles to Kentucky Horse Park. 1 block to Woodland Park. A fantastic location to get a true Lexington experience. Great for UK sports fans, Equestrians, Keeneland, visiting campus (UK or Transy), Foodies, UK parents.

Midcentury Downtown in Warehouse Block District

A Cute Midcentury home located within the Warehouse Block District of Lexington where you can walk to many shops, restaurants, and breweries including Minton's for daily brunch and lunch, Eppings on Eastside for fine dining, Mirror Twin Brewing & Rolling Oven for craft beer and pizza, Blue Door Smokehouse for world-renowned BBQ, VOID Sake, Willow Wine Bar and Collective, and the Brewer Dude home brewing and tap Room!