
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!

The Flat @ West Second
Book the First floor of this beautiful historic house. Located on West 2nd St. with easy on street parking. Walkable to downtown just off Jefferson St with shops and restaurants. Hop skip or jump to the new Gatton Park. Easy walk to Rupp Arena, The Civic Center, Triangle Park and all that Downtown Lexington has to offer. Sweet access to The Bourbon Trail! The University of Kentucky is less than 2 miles away, KY Horse Park, The Bluegrass Airport, and Keeneland are all within a 15 minute drive.

KY & Bourbon & Horses, Oh My! Close to Keeneland
This home has been completely renovated with flawless finishes and top of the line appliances. This is for the UPSTAIRS only. (No one else lives at the residence & is solely for Airbnb) 10 minutes from Keeneland & a few miles from hospitals. Convenient location to shopping and restaurants. Clean and comfortable living spaces. This is a chefs kitchen, that has double doors to a walk out patio. The bathroom has a Bluetooth fan. I’ve provided everything to make your trip enjoyable as possible.

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**

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.

Canopy of trees
Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway are our private areas

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.

My Old Kentucky Home-Downtown LEX's Premier Stay!
Welcome to My Old Kentucky Home downtowns premier Kentucky themed Air B&B. The best Airbnb in Lexington for a romantic or relaxing getaway! No detail or amenity was spared; private hot tub, plush bath robes, back deck, fire pit, patio and garden with views of the city. Full bourbon bar mixers provided to make your cocktails! ( no alcohol ) Central downtown-1 block from Rupp arena and 3 blocks from UK campus! For a video tour visit the last picture to see the link !

LUXURY Downtown Retreat 💙 w/ King Tempur-Pedic Bed
Welcome to your Kentucky Home This beautifully remodeled historic property is located in Downtown Lexington. Walk to Rupp Arena, several cool bars/breweries and upscale restaurants. King Tempur-pedic mattress with sleeper sofa. 2 smart TV's and high speed internet service. Beautiful kitchen with gas range and stainless steel appliances. * Rupp Arena - 1 mile * Keeneland Racetrack - 7 miles * Kentucky Horse Park - 8 miles * STR Reg #15062369-5 - Maximum occupants 4

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!

Heart of downtown.A block from court house.
This is a modern apartment in the heart of downtown. 1880 year old building, with a popular bar on the ground floor. It can be very noisy on Friday and Saturday nights from 10pm-2.30 am. We are ideally located for Rupp Arena, the Convention Centre, the Opera House, Kentucky Theatre and lots of great local restaurants. There is street metered parking outside $1 / hour Mon-Fri 8am to 5pm and free after 5pm and on weekends.

*One Bed Apartment|One Mile to Rupp Arena*
Our brand-new 1-bedroom apartment is conveniently located near University of Kentucky, Transylvania, National Avenue Warehouse District, The Legacy Trail, Restaurants, fine dining & nightlife. Walkable to nearby yoga studios, Historic Lyric Theatre, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Martine's Pastries next door is a perfect spot for coffee and pastries. Approximately, 5 miles from I75\64.
Popular amenities for holiday rentals near Rupp Arena
Apartment rentals with wifi

Historic Downtown Condo

Lexington's Artistic Bunker / 1BR Downtown Condo

*Bluegrass Getaway*

Thoroughbred Retreat Unit 803

The FLAT at Bell Place - Downtown/Horse Park

Top Shelf the only Airbnb in KY above a Distillery

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

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

Cottage Circle Home

The Rosewood Cottage of Lexington I Elegant & Cozy

3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown

3 bed (2kings) 2.5 bath spacious remodeled home

Distillery District Diamond-pet friendly

Maryland Luxury Downtown Manor

Cottage w/Jacuzzi - centrally located, comfy beds!

Centrally Located Bungalow | Outdoor Fireplace
Apartment rentals with air conditioning

Downtown Digs-Spacious Loft

High style on the Bourbon Trail

10 minutes from Keeneland,airport, downtown and UK

Cozy Broadway Apartment

The Blue House and Gardens: Unit 2

Comfy Retreat steps from UK/Chandler Hospital

Haven on High Street Private Apt Historic Home

Clean Private Studio w/Full Kitchen (Wildcat Den)
Other great holiday rentals near Rupp Arena

Walk to Rupp Arena/3Bedroom/Parking

Bright Dwntn Loft | Lng/Shrt Stay | Fast WiFi | 5*

Centrally Located Lex Apartment!

BoHo Paradise - Fire Pit- Downtown - Rupp Arena

Stylish 2‑Bed Townhouse: Walk to Downtown & Rupp

Cozy, cute 2BR townhouse near downtown, businesses

Absolutely perfect downtown location

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




