Places to stay near Rupp Arena

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Top-rated holiday rentals near Rupp Arena

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

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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.

Top 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, 846 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 favourite
An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.
Condo in Lexington
4.95 out of 5 average rating, 241 reviews

Top Shelf the only Airbnb in KY above a Distillery

The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

Guest favourite
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
4.95 out of 5 average rating, 238 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.

Top Guest favourite
A custom California King wooden bed is featured within an immersive room, surrounded by dark hues and dramatic lighting. Adjacent is a unique chair and a traditional rug, enhancing the room's historical charm and fantasy theme.
Apartment in Lexington
4.98 out of 5 average rating, 517 reviews

Game of Thrones - Downtown

Be the lord or lady of this palatial chamber, in the center of downtown‘s hottest spots. Your OMG stay comes w/royal features inspired by your favorite fantasy series. •Custom Calif. King wooden bed w/playroom features and a mini-dungeon (not just for containing dragons!) •Luxurious bathroom w/steam shower for two •Decor from Old World Europe: hand-crafted torch sconces, medieval-style weaponry and an iron throne •Custom Coffee Bar w/touch-screen access to your favorite cafe coffees

Top Guest favourite
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
4.97 out of 5 average rating, 690 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 favourite
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, 276 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!

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, 267 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.

Top Guest favourite
A private entrance is displayed, featuring a white door with glass panels above. Wood railing with modern iron designs surrounds a small porch area, creating an inviting entrance. The exterior wall is clad in gray siding, complemented by a stylish light fixture.
Guest suite in Lexington
5 out of 5 average rating, 227 reviews

The Gainesway Suite-Near UK/Hospitals/Keeneland

A posh Guest Suite in popular Gainesway! Centrally located in a friendly, established neighborhood. Minutes to Lexington's best Concert Venues, Restaurants, UK, Rupp, Hospitals, and Shopping! Private entrance, luxurious and stylish furnishings, plus your own laundry room! Perfect for a night in town, traveling for a ballgame or show, visiting our famous distilleries and Keeneland! The suite is also equipped for longer stays, business travelers, you name it!

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, 179 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 modern living room features a large sectional sofa and a circular coffee table, complemented by hardwood flooring. Two pieces of artwork adorn the walls, and a round mirror reflects natural light. A large window provides views of the cityscape.
Condo in Lexington
4.92 out of 5 average rating, 119 reviews

Bourbon Condo Downtown Lexington

Offering exceptional views of Downtown Lexington with corner bedroom and unique floor to 11 foot ceiling bay window on Main St! Residing on the 4th floor, this condo-hotel features two bedrooms, with queen-sized beds, living room with two sleeper sofas, full kitchen w/ quartz countertops and private washer/dryer. Guests can also walk to Rupp Arena, Keeneland, local restaurants like Carson's, coffee shops, retail & more!

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, 150 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.)

Popular amenities for holiday rentals near Rupp Arena

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