Places to stay near Rupp Arena

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Top-rated vacation rentals near Rupp Arena

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
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 favorite
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, 848 reviews

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!

Top guest favorite
A modern studio living area features a spacious blue couch adorned with decorative pillows. A dining table is visible in the background, while a kitchenette with white cabinetry and stainless steel appliances is showcased. Natural light fills the room through multiple windows.
Loft in Lexington
4.95 out of 5 average rating, 260 reviews

Modern Mid-City Gem w/ Parking

Experience this beautifully appointed mid-city 2nd floor studio, with designated off street parking. The perfect downtown location, walkable to restaurants, coffee shops, breweries and UK campus. The clean, modern design with fast WIFI, 55” smart TV and open concept is the perfect spot for a couples get-a-way, visiting parents of UK students and travel nurses. * Rupp Arena - 1.5 miles * Keeneland Racetrack - 7 miles * Kentucky Horse Park - 9 miles * STR Reg #15078553 - Maximum occupants 4

Guest favorite
A modern living area features a light-colored leather sofa with contrasting white cushions, paired with a circular coffee table. A flat-screen TV is mounted on the wall opposite, with a glimpse of a fully equipped kitchen in the background. Natural light filters through skylights above.
Apartment in Lexington
4.93 out of 5 average rating, 112 reviews

Modern Loft | Parking Included, Walk to Downtown

• Walkable to Local Favorite Spots | Gratz Park, doodles • Located above a Speakeasy in Downtown Lexington (expect some sound from below! We provide a sound machine and earplugs for guests to use if needed 😁) • TVs in Living Room + Bedroom • Fully Equipped Kitchen • Free Off-street Parking Blackout blinds have been added to the living room windows! This removes the brightness from the security light mentioned in the reviews. Premise ID for Local Regulations & Licensing: 15018706 "dash" 1

Guest favorite
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, 513 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.

Guest favorite
An open living space features a compact kitchen with modern appliances, including a refrigerator and stove. A cozy sofa is positioned around a light area rug, and a small dining table is found nearby. Light enters through multiple windows, enhancing the homey feel.
Apartment in Lexington
4.94 out of 5 average rating, 241 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.

Superhost
A comfortable living area features a light gray sofa adorned with decorative pillows. A patterned armchair sits adjacent to the sofa. A wooden coffee table is centered on a soft area rug, while natural light enters through two windows, brightening the space.
Apartment in Lexington
4.87 out of 5 average rating, 125 reviews

Hidden Gem|One Bedroom Apt Downtown Lexington

Our One Bedroom Apartment is conveniently located near Downtown Lexington; University of Kentucky, Transylvania, Thoroughbred Park, The Legacy Trail, Restaurants, Fine Dining & Nightlife. It is a Guest Favorite for many travel nurses! They call it their favorite tucked away spot. Martine’s Pastry conveniently located next door. 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.

Top guest favorite
A cozy living area features a comfortable gray sofa and two white armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a stone fireplace, with built-in shelves displaying decorative items and framed photos.
Condo in Lexington
4.95 out of 5 average rating, 237 reviews

The FLAT at Bell Place - Downtown/Horse Park

Welcome to the historic Bell Court community, a close-knit neighborhood w/ lots of children & discerning families. Parties & other activities that do not meet the standards of the community will not be tolerated. Beautifully appointed 1st floor flat w/ stylish decor, a super comfortable bed & fast WIFI. * Rupp - 2 miles * Keeneland - 9 miles * Horse Park - 11 miles * STR Reg #15071157-1 - Max occupants 4 - Guests are prohibited from allowing more than Max occupancy *

Top guest favorite
A cozy living area features a brown sofa with a textured blanket, positioned near a circular coffee table set with glassware. Exposed brick walls and wood beams add character, while a subtle lighting fixture highlights the space. An antique painting adorns the wall beside a decorative fireplace.
Apartment in Lexington
4.97 out of 5 average rating, 282 reviews

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!

Superhost
A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.
Guesthouse in Lexington
4.88 out of 5 average rating, 309 reviews

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Guest favorite
A dining area features a wooden table surrounded by four white chairs, with a potted plant at its center. Natural light flows through sheer curtains, highlighting a colorful art piece on the wall. A doorway leads to a bathroom, visible in the background.
Apartment in Lexington
4.87 out of 5 average rating, 223 reviews

The Blue House & Gardens: Unit 3

Be our guest in a beautifully renovated private apartment in a historic three unit building located within the heart of Lexington's energetic NoLi neighborhood, just a few blocks from downtown. The building is surrounded by lovely gardens and has entertainment venues, restaurants and several breweries nearby. The space is decorated with original art by local artists and is bright and cheerful. The Blue House is a great space to rest while you enjoy Lexington.

Guest favorite
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, 269 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.

Popular amenities for vacation rentals near Rupp Arena

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