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

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!

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**

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, dining 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!

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

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 !

The LOFT at Bell Place - Downtown/Horse Park💙
Welcome to the Bell Court community, a close-knit neighborhood w/ lots of children & discerning families. Parties & other activities that do not meet the standards of the community will not be tolerated. This top floor loft (Apt #3) has ONE off street parking space & a private secured entrance. Beautifully appointed w/ a king size bed & queen sleeper sofa. * Rupp - 2 miles * Keeneland - 9 miles * Horse Park - 11 miles * STR Reg #15071157-3 - Max 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.

💙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

*Luxury One Bedroom Apt| Downtown Lexington*
Our Brand New One Bedroom Apartment is conveniently located downtown within walking distance to Rupp Arena, The Legacy Trail, The Historic Lyric Theater, Cup of Commonwealth Coffee Shop, Carson's Steakhouse, Fine Dining & Nightlife. Approximately, 5 miles from I-75\I-64. Enjoy your coffee on your private balcony while enjoying the Downtown view!

Secretariat @ 3Forty / 1BR Apt / Walk to Rupp
This unit, named Secretariat after the legendary American Triple Crown winner, is one of six newly renovated units in our luxury Airbnb property. You will have access to your own private unit, one parking spot, the community patio area and the snack/coffee bar in the lobby, which we keep stocked with delicious local treats.
Popular amenities for holiday rentals near Rupp Arena
Apartment rentals with wifi

Historic Downtown Condo

Lexington's Artistic Bunker / 1BR Downtown Condo

Thoroughbred Retreat Unit 803

Top Shelf the only Airbnb in KY above a Distillery

Comfort meets luxury in this city condo!

The Oaks

Gardenside Apartment: Private and Spacious

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator
Family-friendly house rentals

Parkview Cottage | Walkable to Food, Shops, Pool

Springside Equine Getaway

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

Maryland Luxury Downtown Manor

Quaint little farm house close to Keeneland/horses

Cottage w/Jacuzzi - centrally located, comfy beds!

Cozy 1-bedroom in Lexington

Liggett Lounge: Great location for ALL occasions
Apartment rentals with air conditioning

Canopy of trees

The Guesthouse on Lime

Cozy Broadway Apartment

The Blue House and Gardens: Unit 2

Downtown Dream Digs-Second Story

Victorian Apt Downtown Lexington

A Little Piece of Versailles

Comfy Retreat steps from UK/Chandler Hospital
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

Luxury Downtown Townhome, 5 min Walk to Rupp Arena

Lovely Downtown Apt 1 Block from Rupp!

Lovely Private Suite • Walk to Rupp • Free Parking




