Places to stay near Rupp Arena

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Top-rated holiday rentals near Rupp Arena

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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.
Apartment 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.

Guest favourite
A modern kitchen features sleek dark cabinetry and stainless steel appliances, offering ample counter space. Natural light floods the room, highlighting the herringbone-patterned floor. A wooden dining table with white, upholstered chairs invites meals together, while decorative shelves accentuate the wall.
Home in Lexington
4.93 out of 5 average rating, 859 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 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!

Guest favourite
A spacious sleeping area includes a bed with a light-colored duvet, framed by large windows. A cozy seating area features a plush chair and small table, while an artwork with vibrant colors adds character to the wall. Warm wooden flooring enhances the inviting atmosphere.
Loft in Lexington
4.98 out of 5 average rating, 299 reviews

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!

Guest favourite
The living room is showcased, featuring a comfortable full-size sofa and two armchairs. The walls are adorned with framed artwork, and a coffee table sits in the center. Soft lighting creates a welcoming atmosphere, complemented by colorful area rugs underfoot.
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.

Top Guest favourite
A spacious bedroom features a king bed with a light-colored coverlet against a backdrop of eclectic wall decor and built-in shelving. Textured rugs cover the hardwood floor, while large windows with patterned drapes allow natural light to fill the room, creating a cozy atmosphere.
Apartment in Lexington
4.98 out of 5 average rating, 603 reviews

Haven on High Street Private Apt Historic Home

Haven on High St. Quiet-gracious-comfy-one bedroom apartment in 1842 home. Off street parking. King bed in bedroom, comfy queen sofa bed in living room, claw foot tub. Eclectic decor-a visual artistic treat. By design, the space is not kid or pet friendly. Fully furnished kitchen+coffee, tea, snacks. Private apartment-shared courtyard. Walk to coffee shop, UK, Rupp, downtown dining. Beautifully landscaped gardens with patio and porch seating. Host lives next door and available-as needed.

Guest favourite
A spacious living area features a blue sofa, a decorative wall art of an elephant, and a small dining table with two chairs. Natural light illuminates the room through several recessed lights, highlighting the warm wood flooring.
Apartment 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 spacious bedroom features a large king bed with white bedding and decorative pillows. A blue-lit Kentucky silhouette adorns the wall, casting a soft glow. A comfortable blue sofa is positioned nearby, with a coffee table displaying a few items, enhancing the inviting setting.
Apartment in Lexington
4.82 out of 5 average rating, 191 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 comfortable living area features a gray sofa positioned near a window. A round table sits in front of the sofa, accompanied by a decorative bowl. The walls display a multi-panel artwork depicting a tree branch with blossoms, complemented by a ceiling fan and natural light.
Apartment in Lexington
4.82 out of 5 average rating, 293 reviews

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.

Guest favourite
A modern kitchen is equipped with stainless steel appliances and sleek countertops featuring a marble pattern. Bar stools provide seating at a breakfast bar, while a flat-screen television is mounted on the wall. Natural light illuminates the space, enhancing the open layout.
Home in Lexington
4.89 out of 5 average rating, 157 reviews

Luxurious 1-bedroom with free parking on premise

Historical home located in the heart of Lexington, Kentucky. Few minute walk to Woodland Park, Kroger, Starbucks, bars, and restaurants. Gas station right around the corner. A convenient 3 minute drive and you're in the middle of downtown Lexington. Rupp Arena (1 mi), Kroger Field (1.5 mi), Keeneland (7 mi), Kentucky Horse Park (10 mi), Buffalo Trace Distillery (26 mi). 1GB fiber optic wifi. (This home is a duplex.)

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.
Condo 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
The living area features a comfortable gray sofa paired with two orange accent chairs. A dark coffee table sits in front, complemented by a large, colorful artwork on the wall. A flat-screen TV is positioned on a wooden stand, with plants adding a natural touch.
Apartment in Lexington
4.98 out of 5 average rating, 347 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

Guest favourite
The kitchen features wooden cabinetry and black appliances, including a stove and microwave. A double sink is positioned near a window that allows natural light. Counter space is available for food preparation, with dish towels and a kitchen mat visible on the floor.
Condo in Lexington
4.82 out of 5 average rating, 384 reviews

*Gorgeous Hideout | Close to Everything*

Our Newly One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, National Avenue Warehouse District, The Legacy Trail, Restaurants, Fine Dining & Nightlife. Martine's Pastry conveniently located two doors down. Walk-able to nearby yoga studios, Historic Lyric Theater, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Approximately, 5 miles from I-75\I-64.

Popular amenities for holiday rentals near Rupp Arena

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