
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

The Loft @ West Second
Book the 2nd floor Loft of this beautiful historic house. Located on West 2nd St. with easy on street parking. Walkable to downtown off ofJefferson 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.

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!

*One Bedroom Apt | One Mile to Downtown Lex*
One Bedroom Apartment in Downtown Lexington. Enjoy a walk on the Legacy Trail or grab a bite to eat at one of the many restaurants in Downtown Lexington. Our One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, Legacy Trail, Restaurants, Fine Dining & Nightlife. Walkable to nearby yoga studio, Lyric Theatre, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Martine's Pastry next door is perfect for your morning wake up. Approximately, 5 miles to I75/64.

Mulberry Hill
Mulberry Hill, in the heart of Lexington's historic district, is steps away from nightlife, restaurants, shopping, events, and culture. This sunny townhome is the perfect blend of cozy and modern - its clean, bright and newer construction is paired with historic details like reclaimed heart of pine floors. This is a great spot if you’re in town to visit a Transy or UK student, attend a show at Rupp Arena or event at the Horse Park, visit breweries and distilleries, or enjoy a day at Keeneland.

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.

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.

BoHo Paradise - Fire Pit- Downtown - Rupp Arena
Start your mornings with fresh coffee and unwind in the indoor hammock with a good book. This cozy, boho-inspired cottage comes fully furnished in the heart of Lexington’s vibrant Distillery District. Just 1.5 miles from Rupp Arena and 5 miles from Keeneland, it’s ideally located for city excitement and classic Kentucky charm. Relax by the backyard fire pit or step out to nearby cafés, restaurants, and downtown energy. A stylish, comfortable retreat for your Lexington stay.

Swanky Boho - Downtown
Discover a trendy and stylish bohemian-inspired oasis. Immerse yourself in the vibrant and artistic ambiance, perfect for a memorable stay. Relax amidst eclectic decor, embrace the laid-back bohemian lifestyle, and indulge in the inviting atmosphere. With modern amenities and a prime downtown location near hip cafes, coffee shops, and nightlife, this is the ultimate choice for those seeking the boho-chic vibe. Unforgettable memories await in this captivating retreat.

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!

💙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
Popular amenities for holiday rentals near Rupp Arena
Apartment rentals with wifi

Historic Downtown Condo

Lexington's Artistic Bunker / 1BR Downtown Condo

*Bluegrass Getaway*

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

Comfort meets luxury in this city condo!

Graffiti Art Haus - Walk to Central Bank Arena
Family-friendly house rentals

The Rosewood Cottage of Lexington I Elegant & Cozy

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

Distillery District Diamond-pet friendly

Hot Tub | Walk to Downtown | Patio | Fire Pit | Ga

Southern Hospitality! Best location close to UK!

Midcentury Downtown in Warehouse Block District

Distillery House Downtown w/ Hot Tub and Fire Pit

Centrally Located Bungalow | Outdoor Fireplace
Apartment rentals with air conditioning

Heart of downtown.A block from court house.

Downtown Digs-Spacious Loft

High style on the Bourbon Trail

Nonie's Abode

10 minutes from Keeneland,airport, downtown and UK

Cozy Broadway Apartment

The Blue House and Gardens: Unit 2

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

Walk to Rupp Arena/3Bedroom/Parking

3 bdTownhouse Downtown

Centrally Located Lex Apartment!

Apt 1

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

Lovely Downtown Apt 1 Block from Rupp!

Luxury 2 bedroom condo close to downtown and UK

The Statesman / Walk to Rupp / Superb Deck




