Townhome vacation 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.

Value · Family · Long stay

2 Beds/2 Full Baths, Fenced Yard, Pets Welcomed!

This duplex is centrally located in a single family neighborhood in the heart of Richmond, Kentucky. No steps from the garage or front door. No carpet, pet friendly w/a privacy fenced extra large & flat corner lot. Large primary ensuite w/2 sinks, corner jetted tub, separate walk in shower w/door & walk in closet. Both bedrooms & living room have ceiling fans. Brand new (Jan. 2022) stainless appliances, washer & dryer in the unit, 1 car garage plus parking for 2 more cars. Roku TVs in bedrooms.

Value · Location · Comfort

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.

Value · Family · Sleep quality

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.

Location · Family · Indoor spaces

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**

Family · Value · Condition

2BR Central Loft w/ Garage near NCR and Downtown.

Bright pup friendly loft in 40509! Close to Richmond Road/ New Circle Road. A short drive to ANYwhere in Lexington, this centrally located property is close to shopping, dining, grocery stores and Starbucks. An open and airy loft, with amazing sunrise views, a one car garage, private patio and stocked coffee bar. Comfortable mattresses on both beds with high quality bedding, 65" smart TV w/ Netflix, high speed internet service and a desk for working remotely. You'll love this cozy loft.

Value · Location · Access

Luxury Stay at Kentucky Horse park-Newtown Springs

✥ Luxury townhouse in Lexington, KY ✥ ONLY 6 miles from the famous Kentucky Horse Park, this beautiful townhome is fully equipped with all the essentials you need *If traveling with a family/large group we offer discounted rates on our listings directly next to each other* ✦ 5 miles from Rupp Arena and Kroger Field ✦ Kroger across the street ✦ Right next to Amazon center! ✦ 5 minutes from the interstate I-75 / I-64 ✦ 2 minutes away from Lexington Downtown ✦ 8 miles from Keenland

Value · Location · Decor

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.

Location · Family · View

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 Transylvania University campus, which is just a block away.

Family · Location · Shared spaces

Man o’ War Cottage | Versailles KY Stay

Welcome to Man O’ War Cottage — a cozy 2BR/2BA getaway in downtown Versailles, just minutes from Keeneland and Kentucky bourbon distilleries. Start your morning with coffee on the inviting front porch, or unwind on the back deck with views of Big Spring Park. With restaurants, shops, and historic charm right outside your door, this cottage blends Kentucky heritage with modern comfort — perfect for bourbon travelers, horse racing fans, or couples seeking a relaxing retreat.

Value · Location · Condition

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

Location · Value · Walkability

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.

Value · Location · Wifi