House rentals near Rupp Arena

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

Hot Tub | Walkable | Patio | Fire Pit | Game Room

Chevy Chase is the part of Lexington people actually want to stay in — tree-lined streets, local restaurants and coffee two blocks away, and the University of Kentucky and the Arboretum a short drive out. This updated three-bedroom home sits right in the middle of it, and it's built for the way families and groups actually travel: room to spread out, a hot tub for the adults, and a game room that keeps everyone else busy. You can walk to dinner, park four cars off-street, and settle up to eight

Distillery House Downtown w/ Hot Tub and Fire Pit

The Distillery House is a historic c. 1898 Kentucky farm house in the heart of downtown. Incredibly rebuilt in 2019 from the ground up with a modern touch. Amazing amenities like no other stay in town: Fully stocked bourbon bar mixers to make your own craft cocktails! (no alcohol) Real bourbon still to learn the bourbon making process! Private 6 person hot tub and fire pit! Bikes to ride the historic legacy trail! Plush bathrobes, entertainment center and more! 3 blocks to downtown!

The Clayton House | Chic & Cozy

Welcome to our stylish, newly renovated 2-bedroom, 1-bath home, centrally located just minutes away from Georgetown College! This spacious gem boasts an inviting open full-kitchen and living room concept, a back patio, and back yard. Whether you're visiting the college, exploring the town, or simply looking for a comfortable and modern retreat, The Clayton House is the ideal choice for your stay. Experience the perfect blend of convenience and comfort in this newly revitalized space. *No pets

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms/one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

Historic West Second Downtown Home

Step into a piece of local history in this beautifully preserved urban home, where classic architecture meets modern comfort. This centrally located retreat offers easy access to the city’s best dining, culture, and nightlife, yet feels like a quiet escape the moment you walk through the door. High ceilings, original details, and thoughtfully curated furnishings create a warm, welcoming atmosphere perfect for relaxing after a day of exploring. Enjoy being right in the heart of it all.

Historic Mansion in Heart of Downtown Lexington!

Located in the heart of historic downtown Lexington, the home combines original craftsmen woodwork from 1902, yet modern amenities to provide an upscale stay. Fully remodeled in 2018, the home is walking distance to Rupp Arena, both the University of Kentucky and Transylvania University's campuses, fine dining at Jeff Ruby's, Tony's, Frank & Dino's and many others, as well as event spaces at the Limestone Hall, the Grand Reserve, and the newly completed Lexington Convention Center!

The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark

Where elegant vintage meets modern design. Come and enjoy this historic home on a quiet street in downtown Georgetown. You will be within walking distance of shops, restaurants, Georgetown College, and parks. Home is also a ten minute commute to the Kentucky Horse Park and interstate. Equipped with a fully stocked kitchen, full dining room, and a Loft office space. You can enjoy your Private backyard oasis boasting a relaxing hot tub, fire pit, black stone grill, and outdoor tv.

3 bed (2kings) 2.5 bath spacious remodeled home

Great find in downtown Lexington 3 bed 2.5 bath, with two huge king beds, and a queen mattress. Multiple queen air mattresses as well. Located less than half a block from Lexington’s greyline station (restaurants and market) and new limestone bay golf simulator and surrounded by everything the city has to offer. • 600 feet to the greyline station (food and market) and 250 feet to the golf simulator • 1.2 mi to Main Street • 1.9 mi to UK Center • 15 mins (7 mi) to Keeneland

Cozy 1-bedroom in Lexington

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.)

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: