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Spring Street Loft by Rupp-Covered Parking + Deck

Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful and centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens and a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read and art from local artists - all for sale. Close to downtown, campus, NOLI District and I-75 / I-64. Great stay for traveling professionals, nurses/doctors.

1st Boarding House in Lexington Most Histortic BNB

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.

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, kitchen table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

Cozy Kenwick Bungalow in the Heart of Lexington

Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

1 Mi. to UK Campus-Rupp-Kroger Field - Downtown

We Waive Airbnb Service fees-15% Savings compared to other listings Each Bed Room is fitted w/ King Size Beds and 55 plus Smart TVS 📺 1 Mile to Rupp Arena -University of Kentucky - Downtown Lex-Transylvania University Escape to the lively heart of Downtown Lexington & immerse yourself in the city's vibrant culture. Our beautifully renovated centenarian home is the perfect blend of historic charm and modern comfort, offering you a unique and unforgettable experience.

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

El Retro- Mid Century Ranch near Horse Park & Rupp

Welcome to “El Retro.” Unwind in this comfortable Mid-Century Modern Home with a dedicated office space. When it’s time to relax, sit back on a comfy leather couch, watch your favorite shows or movies on a Smart TV, or cook delicious meals in our fully stocked kitchen. Don't worry about cleaning up after your stay! Our cleaners will take care of everything! Pet fee is an additional $150, due to extra cleaning! Premises ID/Local Registration #15085095-1

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