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Updated 1910 charm! Walk to Rupp/near Keeneland!

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/sporting event at nearby Rupp Arena (5 min walk), stroll through Gatton Park (2 min walk), view the horse races at Keeneland (10 min drive), tour the Alltech bourbon distillery around the block, or explore the offerings of downtown just outside your front door

Sunset Over Lex-Downtown w Deck at Rupp Arena

Spacious, light-filled apartment across from Rupp Arena, walkable to downtown and UK's campus. The bedroom features a king sized Sealy mattress and plush bedding. Enjoy a gorgeous bathroom, full kitchen, and huge second level deck overlooking Rupp. Located in a historic building but newly renovated, top to bottom. Equipped for remote work or relaxation with high speed internet and a Smart TV. Pioneer Split Units for AC and Heat. Free parking for easy access to conventions, concerts, and games.

Downtown 2BR | Walk to Rupp · Porch · Parking

Centrally Located 2-Bedroom in Downtown Lexington! Step into a charming 1910 second-floor apartment in the heart of downtown — walk to Rupp Arena, the Lexington Opera House, restaurants, and nightlife. Fully stocked kitchen with gas stove, air fryer, and all cookware. Keurig, coffee, and tea provided. Smart lock entry, private covered porch, washer/dryer with detergent, and thoughtful extras stocked throughout. Perfect for game days, Keeneland, or a Lexington getaway. Premise ID:11032400-1

Witchy Boutique Studio in 1890s Saloon Downtown

Close to everything in downtown Lexington. Perfect for two people visiting Lexington for a game, an event, or a special occasion who would like to stay somewhere interesting and fun. Built in the 1890s, this corner commercial building originally served as a saloon! The first floor houses a popular boardgame pub while the second floor has been converted into studios for travelers. Within a short walk radius: Rupp Arena, Opera House, Manchester Hall, fine & casual dining, bars & Gatton Park

Arcadium Downtown KING BED / Free Late checkout

Located in a Victorian home this apartment is perfect for a trip into Lexington! Located just a block away from the Central Bank Center, the location is great. The beds are comfortable and the space is great for a night in or a quick walk downtown. We are located just minutes from Keeneland. UPDATE: Just added a 4player Arcade Emulator machine, with up to 5,000 games to keep you entertained. This custom arcade is a gamer’s dream, featuring thousands of console games and classic arcade games.

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!

The Statesman / Walk to Rupp / Superb Deck

The Statesman, in the heart of Lexington, allows opportunity to experience the conveniences of downtown by foot. This 3-story (stairs only) historic townhouse has undergone a face lift, having spared no expense with high end finishing. Enjoy modern day conveniences while maintaining the old-world charm. **Located above a local bar Henry Clay's Public House; noise is a potential on the second-floor bedroom/living room (3rd floor is less disturbed) from the live music; no parties allowed**

Game of Thrones - Downtown

Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees

Hidden Gem|One Bedroom Apt Downtown Lexington

Our One Bedroom Apartment is conveniently located near Downtown Lexington; University of Kentucky, Transylvania, Thoroughbred Park, The Legacy Trail, Restaurants, Fine Dining & Nightlife. It is a Guest Favorite for many travel nurses! They call it their favorite tucked away spot. Martine’s Pastry conveniently located next door. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

The Guesthouse on Lime

A hidden treasure in the heart of the city. The space has a modern feel in a historic setting. Built in 1897, the building was first purposed as a tavern, and then housed several businesses through the years. In the 1980s, the building was renovated and transformed into two living spaces. This space is the first level, The Penthouse On Lime is the top level and is also available for rent. Original hardwood floors and high ceilings add to the charm of this gorgeous urban space.

The Prohibition - Downtown Speakeasy with Hot Tub

Welcome Flappers and Gents to 1928 the height of the Roaring 20's! The Prohibition is a historic Victorian home in the heart of Downtown Lexington, walkable to everything! Your stay will transport you to the greatest time and party in history! Victorian and Art-Deco Antiques and Décor Flapper and Gent Cloths for Photos Hidden Speak Easy Bed Room Bourbon Mixing Bar (No Alcohol) Private Hot tub Scavenger Hunt Bicycles Private Parking and Entrance So much more!

The Horse on High Knoll - DOWNTOWN Lexington!

Experience The Horse on High Knoll where historic Lexington charm meets modern comfort. Located in the heart of downtown, this unique stay features exposed brick, stylish finishes, and all the amenities you need for the perfect getaway. Walk to Lexington’s best restaurants, bars, coffee shops, and nightlife while enjoying the energy of the city. Whether you’re in town for Keeneland, bourbon, UK sports, or a weekend escape, you’ll be right in the middle of it all.