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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

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!

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

1st Boarding House Lexington / Free Late Checkout

Welcome to Lexington’s oldest boarding house. Built in 1880 this massive landmark was constructed into rooms to accommodate train travelers. The property is found in the historic Woodward Heights, one block away from Rupp Arena and Lexington Center. Also, adjacent to the Lexington Brewing and Distilling Co. You can walk .5 miles the to downtown attractions or the distillery district. The home has been in our family for almost 40 years and, we are excited to welcome travelers, once again.

Location! DWTN next to Rupp, KING BED w/ Parking

Welcome to 'The Shop'! This historic building once housed a general store right in the center of town! Now renovated with exposed brick, 12' ceilings, polished concrete floors & a flood of natural light. Park for free, walk to events, concerts and games. Designed with relaxation in mind, the home includes two Smart TVs, ample seating, a King Size Bed with Sealy mattress. The kitchen is fully outfitted with new stainless steel appliances and basic kitchen amenities. Enjoy your stay downtown!

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.

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 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!

Lovely Downtown Apt 1 Block from Rupp!

Walk to Rupp and all downtown has to offer from this cozy, one bedroom apartment. The space is outfitted with a Smart TV, plush linens and towels, brand new washer/dryer, all new appliances, basic kitchen amenities and free off street parking on the premises for an effortless stay in downtown Lexington. If this is your first time booking with us, welcome! We look forward to hosting you again soon. if you have stayed with us before, thanks for your loyalty.

LUX W 6th Penthouse w/ Private Balcony - King Bed

Welcome to your Kentucky Home Experience this beautifully appointed Penthouse Condo located on popular West Sixth Street. Walk or Uber to the following: Rupp Arena, Convention Center, Lexington Opera House, Transylvania University, 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 #15071157 - Max Guests: 8

💙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

Big Rock Cottage

Charming Cottage located in Downtown Lexington. Completely remodeled - clean and pristine. Two bedrooms and two full baths. Fully equipped kitchen, Waher / Dryer and large back porch. Only 1/2 a block away from Legacy Trail and walking distance to Rupp arena and all downtown activities. Please note that this is located downtown you will see diversity both in culture and socio-economic status. :1506321-1: