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Graffiti Art Haus - Walk to Central Bank Arena

Industrial art haus just 3 blocks to Rupp Arena, a short walk to Gatton Park & only one block from Jefferson Street, with lots of dining & drinking options! Less than 1 mile to the Distillery District. Our guests will enjoy covered parking, luxury bedding, 2 smart TVs, a well-stocked kitchen & commercial laundry with sleeping arrangements for 4 people (1 king bed & 1 sofa bed). Whether you're in town for a concert, Keeneland, a wedding, graduation or work - this art haus is the ideal getaway!

The Writer's Gambit Historic Suite Downtown

Stroll Downtown Lexington restaurants, shops & events from a studio apartment that pays homage to legendary Lexington author Walter Tevis (The Queen's Gambit, The Hustler, The Color of Money, The Man Who Fell to Earth). The unit has original hardwood floors, a Murphy bed w/ king memory foam mattress & a leather sleeper sofa, full kitchen w/ stainless steel appliances, washer/dryer, shared patio, hi-speed internet, & a 55" Roku HDTV. The fenced backyard features views of the downtown skyline.

Top Shelf the only Airbnb in KY above a Distillery

The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

Great Location - 2 Mi. to Downtown - Rupp - UK

📍 Prime Location - Chevy Chase / Ashland Neighborhood 🚶 0.05 mi to restaurants, breweries & coffee shops 🌳 1 block to Woodland Park 🎓 1 mi to UK & Downtown 🏀 2 mi to Rupp Arena & Kroger Field ✈️ 5 mi to Blue Grass Airport Perfect for UK game days, concerts, bourbon tours, business travel, or a weekend getaway while enjoying one of Lexington's most walkable neighborhoods. 🏡 Renovated 1900s home with a Speakeasy & Flapper theme 📺 Smart TVs • 🛜 Fast Wi-Fi • 🚗 Plenty of parking

Thoroughbred Retreat Unit 803

Welcome to The Vine, Lexington’s premier destination for luxury living and unparalleled amenities. The Vine offers an exquisite blend of modern design and sophisticated comfort. Experience elevated living in this high-end, fully private condo with private parking and an unbeatable location. Whether you're in town for Keeneland, The University of Kentucky, Rupp Arena, or Lexington’s renowned restaurants and bourbon scene, this stunning retreat offers luxury, comfort, and convenience.

The FLAT at Bell Place - Downtown/Horse Park

Welcome to the historic Bell Court community, a close-knit neighborhood w/ lots of children & discerning families. Parties & other activities that do not meet the standards of the community will not be tolerated. Beautifully appointed 1st floor flat w/ stylish decor, a super comfortable bed & fast WIFI. * Rupp - 2 miles * Keeneland - 9 miles * Horse Park - 11 miles * STR Reg #15071157-1 - Max occupants 4 - Guests are prohibited from allowing more than Max occupancy *

Lexington's Artistic Bunker / 1BR Downtown Condo

Lexington's Artistic Bunker is a space carefully crafted with amenities aplenty! Perfect for the traveling business, medical, or education professional, the guest visiting family/friends, or those experiencing the beauty of the Bluegrass, this modern condo is located in the heart of downtown Lexington. Featuring one bedroom, concrete floors, original murals, walk-in shower, and vaulted ceilings this high-end industrial condo will leave guests satisfied from every angle.

The Oaks

Welcome to our spacious Airbnb located on Main Street in beautiful Georgetown, Kentucky the heart of horse country and a prime stop along the Bourbon Trail! Nestled in a historic building brimming with character, our rental comfortably accommodates up to 8 guests. Book your stay today and get ready to create lasting memories in Georgetown, where Southern charm meets adventure! We look forward to welcoming you to our special retreat, where the best of Kentucky awaits you!

*Private Apartment with Balcony | W/D inside apt*

This apartment is the perfect location for catching a UK game, a weekend at Keeneland, business trips or clinical rotations. It features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer, private balcony and convenient parking.

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator

Welcome to your stylish and spacious penthouse retreat in the heart of downtown Lexington! This newly built, modern suite with one king bed, 2 queen beds and sofa bed, offers everything you need for an unforgettable stay in the Bluegrass State. Whether you're here for a game at Rupp Arena, visit to the distilleries, a business trip, or to explore all that downtown Lexington has to offer, our luxurious penthouse is the perfect place to call your home away from home.

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Historic charm w/ modern comforts in this immaculate downtown first floor flat. Positioned at the entrance to Town Brach Distillery, this beautiful home is walkable to incredible restaurants and bars downtown Lexington - Don’t park in the front of the house, they will issue a ticket. * Rupp Arena 0.5 miles * Keeneland Racetrack 5.5 miles * Kentucky Horse Park 8 miles * STR Reg #15062369-2 - Maximum occupants 4