
Places to stay near Rupp Arena
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Top-rated holiday rentals near Rupp Arena
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

175 LEX - Spacious Two Bedroom Downtown Lexington
Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX. Condo 507 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 two bedrooms, with queen-sized beds, living room with sleeper sofa, full kitchen w/ quartz and private washer/dryer. Guests can also walk to Rupp Arena, local restaurants like Carson's, coffee shops, retail & more!

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.

Top Shelf the only Airbnb in KY above a Distillery
The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

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**

Graffiti Art Haus - Walk to Central Bank Arena
Industrial art haus just 3 blocks to Rupp Arena, a short walk to the Distillery District & only one block from Jefferson Street, with lots of dining & drinking options (West 6th Brewing)! 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!

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 !

Cozy DT Loft in Victorian Home Great Location
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. *My prices have gone up only because I have had bad luck with the guests that have booked with lower prices. I do now give discounts to my 5 star repeat guests!

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.

Sunset Over Lex-Downtown w Deck at Rupp Arena
Spacious, light-filled apartment across from Rupp Arena, walkable to downtown and UK's campus. The bedroom features a king sized Sealy mattress and plush bedding. Enjoy a gorgeous bathroom, full kitchen, and huge second level deck overlooking Rupp. Located in a historic building but newly renovated, top to bottom. Equipped for remote work or relaxation with high speed internet and a Smart TV. Free parking for easy access to conventions, concerts, and games.

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
Condo rentals with Wi-Fi

*Bluegrass Getaway*

Lexington's Artistic Bunker / 1BR Downtown Condo

The FLAT at Bell Place - Downtown/Horse Park

2 Queen bed condo / Quiet City life

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

Private Condo Downtown, Walk to Rupp Arena

Comfort meets luxury in this city condo!

The Oaks
Family-friendly house rentals

Parkview Cottage | Walkable to Food, Shops, Pool

Downtown Rupp Arena 2Bed/1Bath cozy home

Quaint little farm house close to Keeneland/horses

Game room! 6 beds 2 baths

Cottage w/Jacuzzi - centrally located, comfy beds!

El Retro- Mid Century Ranch near Horse Park & Rupp

Silver Streak Equestrian Horse Haven

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

"Uptown Retreat" - Cozy Fireplace & Sauna

Canopy of trees

Downtown Digs-Spacious Loft

Swanky Boho - Downtown

The Guesthouse on Lime

High style on the Bourbon Trail

Cozy Broadway Apartment

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

Walk to Rupp Arena/3Bedroom/Parking

Centrally Located Lex Apartment!

BoHo Paradise - Fire Pit- Downtown - Rupp Arena

Maryland Luxury Downtown Manor

Apt 1

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

New! Stylish Historic Downtown Home | Walk to Rupp

Modern Townhouse Near Rupp and Distillery District




