
Places to stay near Rupp Arena
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Top-rated holiday rentals near Rupp Arena
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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!

Modern Loft | Parking Included, Walk to Downtown
• Walkable to Local Favorite Spots | Gratz Park, doodles • Located above a Speakeasy in Downtown Lexington (expect some sound from below! We provide a sound machine and earplugs for guests to use if needed 😁) • TVs in Living Room + Bedroom • Fully Equipped Kitchen • Free Off-street Parking Blackout blinds have been added to the living room windows! This removes the brightness from the security light mentioned in the reviews. Premise ID for Local Regulations & Licensing: 15018706 "dash" 1

Cozy, cute 2BR townhouse near downtown, businesses
Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

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

175 LEX - Stunning Downtown Views on Main Street!
Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX! Condo 508 has recently been renovated featuring all the modern-day amenities a guest would desire when visiting Central KY. Residing on the 5th floor, this condo-hotel features one bedroom with a queen-sized bed, living room with sleeper sofa, full kitchen w/ quartz and washer/dryer in-unit. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops, & more!

Cozy Downtown Apt - 1 block from Rupp
Walk to Rupp & all downtown has to offer from this cozy 1 bedroom apartment located on the first floor. The space 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 staying booking with us, welcome! We look forward to hosting you again soon. If you have stayed with us before, thanks for your loyalty.

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.

Cozy Downtown Private Loft in Victorian Home
Inside my historical home on a beautiful street in downtown Lexington. Located walking distance to many attractions. *Do not book if live in the Lexington Area without my approval. *Must be 21 years old to book *Free street parking *I allow 3 guests with added fee but do not recommend for more than 2 days. *there is also a fee for early check ins and late check outs. Please note you can check in as late as you want with no fees. $20 dollars each additional hour.

Downtown Digs-Spacious Loft
This beautiful historic home in downtown Lexington is just a few minutes walk to several downtown attractions, Transylvania University, countless delicious local cafes and bars, a 20 minute walk to Rupp Arena and 25 minute walk to The University of Kentucky. The area is loaded with charm, the neighborhood is full of victorian architecture, and a park sits less than a block away. It is a 15 minute drive to the Kentucky Horse Park and 14 minute drive to Keeneland.

The Blue House & Gardens: Unit 3
Be our guest in a beautifully renovated private apartment in a historic three unit building located within the heart of Lexington's energetic NoLi neighborhood, just a few blocks from downtown. The building is surrounded by lovely gardens and has entertainment venues, restaurants and several breweries nearby. The space is decorated with original art by local artists and is bright and cheerful. The Blue House is a great space to rest while you enjoy Lexington.

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.

Wildcat Den Downtown Rupp Arena *King*Sized*Bed*
Welcome to our Wildcat Den! Whether you are a UK fan or just traveling through Lexington this air bnb offers you comfort, tranquility, with a little bit of UK whimsy! The king bed is very comfortable made with 100% cotton sheets. And the blue sofa is made to melt into! And the location is walking distance or a quick (inexpensive) Uber ride to downtown restaurants and nightlife. Best of all it is ONE BLOCK OVER from the Central Bank Center/ Rupp Arena!
Popular amenities for holiday rentals near Rupp Arena
Apartment rentals with wifi

Lexington's Artistic Bunker / 1BR Downtown Condo

*Bluegrass Getaway*

The FLAT at Bell Place - Downtown/Horse Park

2BR/2BA Condo in Downtown LEX!

Across From UK Hospital-Weekly/Monthly Discounts!

Top Shelf the only Airbnb in KY above a Distillery

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

Paradise Inn B&B - Lover's Suite
Family-friendly house rentals

Downtown Rupp Arena 2Bed/1Bath cozy home

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

The Rosewood Cottage of Lexington I Elegant & Cozy

Quaint little farm house close to Keeneland/horses

Midcentury Downtown in Warehouse Block District

El Retro- Mid Century Ranch near Horse Park & Rupp

Liggett Lounge: Great location for ALL occasions

Big Rock Cottage
Apartment rentals with air conditioning

"Uptown Retreat" - Cozy Fireplace & Sauna

Canopy of trees

Swanky Boho - Downtown

The Guesthouse on Lime

High style on the Bourbon Trail

10 minutes from Keeneland,airport, downtown and UK

Downtown Apartment in Victorian Home

Haven on High Street Private Apt Historic Home
Other great holiday rentals near Rupp Arena

Centrally Located Lex Apartment!

Cottage Retreat - Wine, Horses, Convenient

Apt 1

Downtown/UK, Private, Quiet (Local ID 15067121)

The Statesman / Walk to Rupp / Superb Deck

Modern Townhouse | Walk to Rupp & Downtown

Stylish Downtown Apt in Historic Bldg | Walk2Rupp

Walk to Rupp Arena, Town Branch Park, & Downtown