
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

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. Pioneer Split Units for AC and Heat. Free parking for easy access to conventions, concerts, and games.

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!

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**

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

Treehouse with TWO outdoor tubs by the creek!
Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

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 !

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!

Downtown Dream Digs-Second Story
This beautiful historic home in downtown Lexington is just a few minutes walk to several downtown attractions, including Rupp Arena, Transylvania University, the University of Kentucky, and countless delicious local cafes and bars. 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 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!
Popular amenities for holiday rentals near Rupp Arena
Apartment rentals with wifi

Lexington's Artistic Bunker / 1BR Downtown Condo

Thoroughbred Retreat Unit 803

The FLAT at Bell Place - Downtown/Horse Park

Top Shelf the only Airbnb in KY above a Distillery

Paradise Inn B&B - Lover's Suite

Private Condo Downtown, Walk to Rupp Arena

Comfort meets luxury in this city condo!

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

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

Buffalo Springs Distilling Company

Cottage w/Jacuzzi - centrally located, comfy beds!

Liggett Lounge: Great location for ALL occasions

Big Rock Cottage
Apartment rentals with air conditioning

Canopy of trees

Heart of downtown.A block from court house.

The Guesthouse on Lime

Cozy Broadway Apartment

Modern Remodeled Downtown Midway Studio

Victorian Apt Downtown Lexington

Comfy Retreat steps from UK/Chandler Hospital

The Horse on High Knoll - DOWNTOWN Lexington!
Other great holiday rentals near Rupp Arena

Walk to Rupp Arena/3Bedroom/Parking

Centrally Located Lex Apartment!

BoHo Paradise - Fire Pit- Downtown - Rupp Arena

Luxe Distillery District Townhome Near Downtown

Modern & Unique Shipping Container

Luxury Downtown Townhome, 5 min Walk to Rupp Arena

Lovely Downtown Apt 1 Block from Rupp!

Lovely Private Suite • Walk to Rupp • Free Parking




