Townhome holiday rentals in Lexington

Luxe Distillery District Townhome Near Downtown

A modern & spacious retreat in Lexington. 2 private ensuite bedrooms, an office/workout space & private garage- this home is ideal for couples, business travelers, families, or friends exploring all things Lexington. 🏙 Prime Location Walkable to: Rupp Arena, Downtown, Distillery District The Distillery District — Lexington’s trendiest spot for live music, bars, coffee, craft ice cream, and local dining. Quick drive to downtown, UK campus, Keeneland, The Kentucky Horse Park & top attractions.

Mulberry Hill

Mulberry Hill, in the heart of Lexington's historic district, is steps away from nightlife, restaurants, shopping, events, and culture. This sunny townhome is the perfect blend of cozy and modern - its clean, bright and newer construction is paired with historic details like reclaimed heart of pine floors. This is a great spot if you’re in town to visit a Transy or UK student, attend a show at Rupp Arena or event at the Horse Park, visit breweries and distilleries, or enjoy a day at Keeneland.

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

Explore Bourbon Trail ♥Downtown & Free Parking

#15066671-2 Two spacious bedrooms, each with its very own full on-suite bathroom – think of it as a double dose of hotel-style comfort for the price of one! Not only is our place a cozy haven, but it's also nestled within a vibrant neighborhood...a leisurely stroll away from over a dozen restaurants, bars, craft breweries, a lively farmers market, & the opera house. If you peek out the window, you'll catch a glimpse of the charming Transylvania University campus, which is just a block away.

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**

Modern Townhome Close to UK

Welcome to this modern townhome, located in the desirable Chinoe neighborhood. Steps away from Chinoe Shopping Center, you'll find a supermarket, salon, and several restaurants. It's just a quick drive to Kroger Field, and a short drive to the heart of downtown. So whether you're here to place a bet at the Keeneland racetrack, attend a concert at Rupp Arena, tour one of our many bourbon distilleries, or cheer on the Wildcats, you'll find that this townhome is in a convenient location.

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

Town home with private garage and backyard

Beautiful town home in convenient location to downtown, chevy chase and UK. Pay half than what you would pay for at the nearby downtown Hyatt or Hilton and get much more amenities. It's within walking distances to restaurants coffee shops and bars. The unit has a walk in tile shower as well as closet space for hanging clothes. A 75" TV is in the living room! Note: Space is listed as a 1 bedroom town home and not intended for parties LFUCG Registration #15087316-1

Charming Historic Home in Downtown Versailles

Experience early American architecture while enjoying modern conveniences in the Carter House. This unique, newly renovated first-floor apartment is located in the Versailles historic district, in easy walking distance of restaurants and shops. It’s the perfect place for a family or a group of friends to relax, enjoy time together, and visit surrounding sites. The host lives in the apartment upstairs and can be available if any issues arise.

Luxury Stay at the Kentucky Horse Park-Kearny Hall

✥ Luxury townhouse in Lexington, KY ✥ ONLY 3 miles from the famous Kentucky Horse Park, this beautiful townhome is fully equipped with all the essentials you need ✦ 5 miles from Rupp Arena and Kroger Field ✦ 5 minutes from the interstate I-75 / I-64 for your perfect place to stop by on your long road trip ✦ 8 minutes away from Lexington Downtown and Convention Center. ✦ 8 miles from Keenland and Bluegrass Airport.

Bourbon Trail Lakehouse - Pet Friendly!

Lake house? ✔️ 🛶 Bourbon Trail? ✔️ 🥃 Horse country? ✔️ 🐎 You’re sure to fall in 💗 with lake views, cozy bedding, modern decor & a well-stocked kitchen. Located in the capital on the Ky Bourbon Trail, this peaceful Lakehouse is sure to be the perfect getaway for couples, friends & families alike! Minutes to several distilleries, 10 mins to the Capitol, 30 mins to Lexington. Pets are allowed for $150 per stay.

*Bourbon, Bourbon, Bourbon*

Just named to the Best Places to Stay in Bourbon Country, this modern Bourbon-themed townhouse is in Lexington's Northside, close to the Jefferson St retail corridor, West 6th Brewing & Rupp Arena. It's an ideal pad for exploring Bourbon Country, a Keeneland weekend, or cheering on the UK Wildcats. You will be within a 5 minute walking radius of a distillery, brewery, and the Legacy trail.