Places to stay near Rupp Arena

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Top-rated vacation rentals near Rupp Arena

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Guest favorite
Home in Lexington
4.93 out of 5 average rating, 891 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

Top guest favorite
Apartment in Georgetown
4.85 out of 5 average rating, 151 reviews

Man O'War @ The HoM- KY Horse Park, Ark, Historic

Welcome to Man O War! A 1500 sq ft luxury 1st floor condo located inside the Historic House on Main. This 2-bedroom, 2 bath condo offers a perfect blend of modern luxury & style coupled with the elegant charm of a Historic Kentucky home. Originally built in 1872, The House on Main functions as a charming boutique hotel property with 4 units: Secretariat - 1st floor 2bed/2ba Man O’ War - 1st floor 2bed/2ba Sir Barton - 2nd floor 1bed/1ba (w/sleeper) War Admiral - 2nd floor 1bed/1ba (w/sleeper)

Top guest favorite
A furnished outdoor deck features a comfortable sectional sofa with red accent pillows and a glass top table. A colorful awning provides shade, while wooden railings border the space. The deck offers views of the surrounding area, enhancing the outdoor experience.
Apartment in Lexington
4.92 out of 5 average rating, 297 reviews

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.

Guest favorite
Condo in Lexington
4.94 out of 5 average rating, 166 reviews

Graffiti Art Haus - Walk to Central Bank Arena

Industrial art haus just 3 blocks to Rupp Arena, a short walk to Gatton Park & only one block from Jefferson Street, with lots of dining & drinking options! Less than 1 mile to the Distillery District. Our guests will enjoy covered parking, luxury bedding, 2 smart TVs, a well-stocked kitchen & commercial laundry with sleeping arrangements for 4 people (1 king bed & 1 sofa bed). Whether you're in town for a concert, Keeneland, a wedding, graduation or work - this art haus is the ideal getaway!

Superhost
Apartment in Lexington
4.87 out of 5 average rating, 366 reviews

1st Boarding House Lexington / Free Late Checkout

Welcome to Lexington’s oldest boarding house. Built in 1880 this massive landmark was constructed into rooms to accommodate train travelers. The property is found in the historic Woodward Heights, one block away from Rupp Arena and Lexington Center. Also, adjacent to the Lexington Brewing and Distilling Co. You can walk .5 miles the to downtown attractions or the distillery district. The home has been in our family for almost 40 years and, we are excited to welcome travelers, once again.

Guest favorite
The historic townhouse is showcased from the street, featuring a two-story facade with large windows and a decorative balcony. A tree is positioned in front, while outdoor seating is visible on the sidewalk. The building is bordered by brick and modern structures, reflecting downtown Lexington.
Townhouse in Lexington
4.88 out of 5 average rating, 254 reviews

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**

Guest favorite
A private hot tub is surrounded by lush greenery and hanging ferns. The area features a charming, screened structure with large windows. Soft fabric curtains provide a sense of privacy, while brick pathways lead into a tranquil outdoor setting.
Guesthouse in Lexington
4.96 out of 5 average rating, 732 reviews

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 !

Top guest favorite
The kitchen features modern white cabinetry and stainless steel appliances. A round wooden dining table is placed next to a comfortable seating nook. Natural light filters through the large windows adorned with white shutters, illuminating the textured tile flooring.
Townhouse in Lexington
4.94 out of 5 average rating, 537 reviews

LUXURY Downtown Retreat 💙 w/ King Tempur-Pedic Bed

Welcome to your Kentucky Home This beautifully remodeled historic property is located in Downtown Lexington. Walk to Rupp Arena, several cool bars/breweries and upscale restaurants. King Tempur-pedic mattress with sleeper sofa. 2 smart TV's and high speed internet service. Beautiful kitchen with gas range and stainless steel appliances. * Rupp Arena - 1 mile * Keeneland Racetrack - 7 miles * Kentucky Horse Park - 8 miles * STR Reg #15062369-5 - Maximum occupants 4

Top guest favorite
A cozy seating area features a vibrant red couch adorned with decorative pillows, positioned beside a stylish side table. A decorative screen with leaf patterns provides a backdrop, while plants add a touch of greenery. Soft lighting is offered by a modern table lamp.
Apartment in Lexington
4.99 out of 5 average rating, 158 reviews

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.

Guest favorite
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.
Apartment in Lexington
4.91 out of 5 average rating, 275 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.

Guest favorite
A welcoming front porch features a solid door with an address number visible. A small, potted evergreen plant stands next to the door. A black chair with a red cushion is positioned nearby, alongside a geometric decorative table. The porch floor is finished in dark wood.
Home in Lexington
4.93 out of 5 average rating, 458 reviews

Big Rock Cottage

Charming Cottage located in Downtown Lexington. Completely remodeled - clean and pristine. Two bedrooms and two full baths. Fully equipped kitchen, Waher / Dryer and large back porch. Only 1/2 a block away from Legacy Trail and walking distance to Rupp arena and all downtown activities. Please note that this is located downtown you will see diversity both in culture and socio-economic status. :1506321-1:

Superhost
Apartment in Lexington
4.86 out of 5 average rating, 246 reviews

*One Bed Apartment|One Mile to Rupp Arena*

Our brand-new 1-bedroom apartment is conveniently located near University of Kentucky, Transylvania, National Avenue Warehouse District, The Legacy Trail, Restaurants, fine dining & nightlife. Walkable to nearby yoga studios, Historic Lyric Theatre, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Martine's Pastries next door is a perfect spot for coffee and pastries. Approximately, 5 miles from I75\64.

Popular amenities for vacation rentals near Rupp Arena

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