Places to stay near Rupp Arena

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Top-rated vacation rentals near Rupp Arena

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Guest favorite

A countertop is shown featuring a Keurig coffee maker alongside a drawer filled with various coffee pods. The drawer is opened to reveal a neatly organized selection of colorful pods arranged in a wooden container.

Home in Lexington

4.93 out of 5 average rating, 773 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!

Guest favorite

Townhouse in Lexington

4.97 out of 5 average rating, 115 reviews

Distillery Luxury - 3 bedroom Townhome (2)

Welcome to my spacious urban townhouse in the vibrant Distillery District! This prime location is close to the best entertainment, restaurants, and attractions that Lexington has to offer including Rupp Arena. Immerse yourself downtown where you can explore local breweries, distilleries, and music venues just steps away from your front door. Indulge in the culinary scene of the city with dining options to satisfy everyone. The home boasts 3 bedrooms with king sized beds and private bathrooms!

Superhost

Apartment in Lexington

4.83 out of 5 average rating, 213 reviews

Historic Distillery View Apartment. KING BEDS!

Enjoy a stylish experience at this centrally-located apartment. Our historic Airbnb is located in Lexington’s first boarding house. Originally built in the 1800s as a place for travelers to stay as they passed through town. We are bringing the boarding house back to its initial intention. Thoughtfully decorated with comfort in mind you can sit back and relax while enjoying our cotton sheets, comfortable sofa, and unique touches that will make you feel like you live in a historic palace.

Guest favorite

The building's sign displays '175 LEX' in clean, modern lettering, softly illuminated against a neutral background. The design emphasizes simplicity and elegance, welcoming guests to the condo-hotel.

Condo in Lexington

4.87 out of 5 average rating, 139 reviews

175 LEX - Walkable Downtown Condo & Stunning View!

Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX! Condo 501 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 private washer/dryer. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops, & more!

Top guest favorite

A wooden sliding barn door is shown partially open, revealing a bathroom area with a shower. Pale wood paneling surrounds the door, and light-colored towels hang nearby, adding to the rustic charm of the entryway.

Apartment in Lexington

4.96 out of 5 average rating, 200 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 favorite

A rustic entryway features a large, arch-topped wooden door with a textured finish. Stained-glass windows in vibrant colors adorn one side, casting colorful reflections on the dark walls. An ornate mirror adds visual interest, while a handcrafted chair made of woven materials complements the unique decor.

Apartment in Lexington

4.98 out of 5 average rating, 484 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

Guest favorite

A spacious bedroom is set under sloped ceilings, featuring a large bed with soft bedding and decorative yellow pillows. A rocking chair is positioned beside a small side table. Abstract artwork and natural accents provide a calming ambiance, with light entering through a window.

Apartment in Lexington

4.81 out of 5 average rating, 266 reviews

The Loft @ West Second

Walk to Downtown! Located on West 2nd Street. Walkable to downtown and Rupp Arena and a block from trendy Jefferson street. This uniquely designed space will soothe and refresh after a long day of adventuring or bourbon tasting. Rupp Arena, The Civic Center, Triangle Park, The Burl and Distillery District and all that Downtown Lexington has to offer is at your fingertips. The University of Kentucky is less than 2 miles away, KY Horse Park and Keeneland are all within a 15 minute drive

Guest favorite

An open space features a large glass garage door adorned with a view of greenery, allowing natural light to fill the area. Two metal stools are positioned at a small wooden bar against the wall, providing a cozy spot for relaxation or meals.

Treehouse in Georgetown

4.93 out of 5 average rating, 221 reviews

Treehouse with TWO outdoor tubs by the creek!

Welcome to your romantic treehouse getaway! Nestled among the trees, this one-bedroom treehouse is the perfect spot if you're looking for a unique & unforgettable experience. The treehouse features a large glass rolling garage door allowing stunning views of the sunset, but the highlight is undoubtedly the double tubs overlooking the creek. ✔ Queen Bed ✔ Outdoor Deck with Seating ✔ Double Outdoor Bathtubs ✔ Outdoor Shower ✔ Composting Toilet ✔ Creek Access ✔ Indoor Cooking Station

Top guest favorite

The entrance of the cottage features a welcoming red door, complemented by a decorative window. A potted fern hangs beside the door, while vibrant flowers in the garden add color. A wooden barrel sign reads 'Welcome to My Old Kentucky Home' near the entrance.

Guesthouse in Lexington

4.97 out of 5 average rating, 643 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 !

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, 223 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 historic stone building showcasing intricate architecture and a prominent clock tower. Large windows reflect the clear blue sky, while a manicured green lawn surrounds the structure. Decorative light posts frame the entrance, enhancing the building's stately presence.

Apartment in Lexington

4.82 out of 5 average rating, 272 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 favorite

A modern kitchen features a marble-topped island with two gold-accented stools. Light fixtures hang above the island, while sleek appliances and cupboards are visible in the background. Mirrors on the wall add a touch of elegance, and natural light enters through the nearby window.

Condo in Lexington

4.91 out of 5 average rating, 128 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