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

The Flower Pot

Welcome to The Flower Pot! Come and stay at our newly renovated mid century modern home complete with a record player collection and great natural sunlight. This location is a hidden gem in Lexington! HIGHLIGHTS: - One turn off main road for easy access to ALL attractions and necessities in Lexington - The Distillery District, Rupp Arena, Keeneland, Red Mile(Railbird Music Festival), UK Campus all approximately 10 MINUTES OR LESS - 1 King bed/ Two Queen Beds with smart TVs - New luxury bathroom

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!

Historic and elegant Morrison Cabin built in 1787

The 1787 Morrison Log Cabin is located in the Gratz Park Historic District in Downtown Lexington & is the oldest house in Lexington on its original site. It’s a short walk to wedding venues,historic sites,the Convention Center,Opera House,Rupp Arena & the best dining and nightlife Lexington has to offer. Convenient to the Horse Park. The house is great for couples, business travelers & families.The completely renovated 1805 Thomas January Hemp House located next door is also available to rent.

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.

*Chevy Chase TH (1) mile to UK | EV Charging*

The Moody Chevy Chaser is located in the heart of 40502! Enjoy our 2-bedroom, 1-bathroom apartment that has been recently renovated. This gem is located in the heart of the highly desired Chevy Chase where guests are able to walk to UK, the Arboretum, Kroger Field, & so much more. This unit is the right-side of a duplex equipped with all the modern-day amenities a guest could desire. Guests will live like a true Lexingtonian and will be conveniently located for all their stay needs.

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!

Beautiful Bungalow w/High End Amenities💙🥃

Welcome to your Kentucky Home Experience this beautifully appointed bungalow positioned just one street over from the popular Jefferson to West Sixth Street. Walk or Uber to the following: Rupp Arena, many nearby bars, breweries, and your choice of upscale or laid-back restaurants. * Rupp Arena 2 miles * Keeneland Racetrack 9 miles * Kentucky Horse Park 11 miles * STR Reg #15071157-6 - Maximum occupants 6 - Guests are prohibited from allowing more than maximum occupancy *

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.)