Places to stay near Rupp Arena

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Top-rated holiday rentals near Rupp Arena

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Guest favourite
Home in Lexington
4.93 out of 5 average rating, 864 reviews

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

Guest favourite
The bedroom features a spacious bed with multiple pillows and a cozy blanket. Light-colored walls enhance the bright ambiance, complemented by two windows on either side. A decorative wall hanging adds character, while bedside tables hold books and lamps for a welcoming touch.
Flat in Lexington
4.81 out of 5 average rating, 273 reviews

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.

Superhost
Apartment in Lexington
4.89 out of 5 average rating, 325 reviews

*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.

Guest favourite
A spacious living area is highlighted, featuring a brown couch and a circular coffee table atop a patterned rug. Large windows allow ample light, while a ceiling fan enhances airflow. A dining table and kitchen area are visible in the background, promoting an open layout.
Townhouse in Lexington
4.92 out of 5 average rating, 239 reviews

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.

Guest favourite
Townhouse in Lexington
4.88 out of 5 average rating, 521 reviews

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.

Superhost
A bright bedroom area features large windows that offer views of Downtown Lexington's skyline. A spacious bed is positioned against a wall, and light-colored curtains frame the windows, allowing natural light to fill the room.
Apartment in Lexington
4.81 out of 5 average rating, 130 reviews

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!

Guest favourite
Flat in Lexington
4.94 out of 5 average rating, 247 reviews

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.

Guest favourite
A spacious living area is accented by a plush sectional sofa in soft tones, inviting relaxation. A colorful area rug with intricate patterns complements the hardwood floors. Nearby, a hammock chair and a large papasan can be seen, providing comfortable seating options within the cozy space.
Bungalow in Lexington
4.9 out of 5 average rating, 353 reviews

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.

Guest favourite
The exterior of the building features a two-story structure with a gray facade and a prominent porch. Wooden steps lead to the entrance, and surrounding greenery is visible. The area is well-defined by wooden fencing, with a glimpse of additional buildings and parking spaces beyond.
Flat in Lexington
4.91 out of 5 average rating, 271 reviews

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.

Superhost
A cozy living space is highlighted with soft blue illumination from a Kentucky-shaped wall feature. A comfortable sofa is positioned near a sleek coffee table, which is arranged with decorative items. Pillows add a touch of comfort, complementing the inviting atmosphere.
Flat in Lexington
4.82 out of 5 average rating, 192 reviews

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!

Guest favourite
A view from the balcony shows neighboring buildings and outdoor spaces. A modern brick structure and a historic building with a gazebo-style roof are visible. A landscaped area is presented, along with a parking lot, framed by a bright sky.
Apartment in Lexington
4.91 out of 5 average rating, 161 reviews

💙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

Top guest favourite
A charming historic home is framed by a well-maintained garden and a welcoming porch. The front features a light-colored exterior with intricate details, tall windows, and a wooden railing. Lush greenery and a gravel pathway lead to the entrance, inviting guests to explore.
Flat in Lexington
4.98 out of 5 average rating, 348 reviews

Downtown Apartment in Victorian Home

You’ll love our place which is centrally located in the historic Woodward Heights neighborhood. We are close to Rupp Arena, Downtown Lexington, Keeneland, Town Branch Distillery, Red Mile, restaurants, and nightlife. Enjoy outdoor spaces, friendly hosts, and the clean and spacious apartment with high ceilings, rustic hardwood floors, and fresh, comfortable bedding. Local Registration Number 15082852

Popular amenities for holiday rentals near Rupp Arena

  1. Airbnb
  2. United States
  3. Kentucky
  4. Fayette County
  5. Lexington
  6. Rupp Arena