Townhome holiday rentals in Lexington

A spacious living area is highlighted, featuring a brown couch and a circular coffee table atop a patterned rug. Large windows allow ample light, while a ceiling fan enhances airflow. A dining table and kitchen area are visible in the background, promoting an open layout.

4.92 out of 5 average rating, 238 reviews

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.

A living area features a blue loveseat with two red cushions, complemented by a patterned armchair. Two checkered ottomans provide additional seating. A small round table with a lamp sits beside the loveseat, contributing to a cozy and inviting environment.

4.94 out of 5 average rating, 71 reviews

Bounce to Hamburg/I-75/St. Joe E

Welcome to Lexington! Kick back and relax in this calm, stylish space. It's a short drive to all things Hamburg near I-75. Walk to Brighton Place Shoppes where you will find many appetizing restaurants, shops, gas station, etc. Spend the day shopping in Hamburg, take a short drive to a University of Kentucky sporting event, or visit the Kentucky Horse Park just minutes away. Perfect location for health professionals working at St. Joe East or any of the nearby clinics. Your adventure awaits!

Townhouse in Meadowthrope

The living room is showcased, featuring a comfortable full-size sofa and two armchairs. The walls are adorned with framed artwork, and a coffee table sits in the center. Soft lighting creates a welcoming atmosphere, complemented by colorful area rugs underfoot.

4.88 out of 5 average rating, 517 reviews

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.

5 out of 5 average rating, 56 reviews

Downtown Townhome. Private Garage + Walk to Rupp.

Welcome to Stay Lex, 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. 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 and top attractions.

A spacious living room is highlighted by a large chandelier and a classic fireplace. Elegant furniture includes a gray sofa and two armchairs surrounding a coffee table. Natural light streams through tall windows, and the rich area rug adds warmth to the inviting space.

4.89 out of 5 average rating, 240 reviews

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**

A spacious living area features a comfortable sofa adorned with patterned pillows. Natural light illuminates the wooden ceiling and warm tones of the furnishings. A decorative area rug complements a coffee table, while soft lighting from side tables enhances the inviting atmosphere.

4.97 out of 5 average rating, 91 reviews

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.

5 out of 5 average rating, 205 reviews

Bourbon Trail for couples. Downtown & Free Parking

#15066671-3 Cozy townhome in downtown Historic Mulberry Hill on Limestone. We can see Transylvania University campus... it's one block walk. An easy flat walk to Rupp Arena, restaurants & bars, craft breweries, downtown events, opera house, farmers market & more. Or a $7 Uber if the weather is bad. Just 8 miles drive to Keeneland Horse Racetrack and 9 miles to the Kentucky Horse Park. Check out our adjacent property with an identical floorplan. Our home is not suitable for kids.

The kitchen features modern white cabinetry and stainless steel appliances. A round wooden dining table is placed next to a comfortable seating nook. Natural light filters through the large windows adorned with white shutters, illuminating the textured tile flooring.

4.94 out of 5 average rating, 520 reviews

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

The living area is furnished with a spacious sectional sofa in light grey, accented by decorative pillows. A wooden coffee table and side tables complement the space. Natural light filters through sheer curtains, illuminating the dining table with chairs positioned nearby, while a private yard is visible through the sliding glass doors.

4.92 out of 5 average rating, 118 reviews

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

4.83 out of 5 average rating, 46 reviews

Stylish 2‑Bed Townhouse: Walk to Downtown & Rupp

Discover a modern 2-bed, 2.5-bath townhouse in downtown Lexington, KY—just minutes from Rupp Arena, distilleries, Keeneland, the bourbon trail and UK campus. Enjoy a fully equipped kitchen, high-speed Wi‑Fi, smart TVs, private patio, and free parking. Perfect for families, couples, and business travelers. Relax in the cozy living room or work remotely with ease. Self check-in with digital key code makes arrival seamless. Your ideal Lexington retreat awaits!

4.97 out of 5 average rating, 119 reviews

The exterior of the historic Carter House is depicted, showcasing a two-story brick facade with green shutters and a centrally located white door. Surrounding trees provide shade, and the porch on the right side offers additional outdoor space, blending heritage with a welcoming presence.

Townhouse in Versailles

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.

A spacious living room features a modern fireplace and a large flat-screen TV mounted above it. Large windows provide ample natural light, while a patterned area rug lies beneath a central coffee table. Comfortable seating is arranged around the space, accented by two red lamps.

4.78 out of 5 average rating, 120 reviews

TWO-STORY Townhome at the Kentucky Horse Park - KJ

✥ Luxury two-story 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 *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 ✦ 5 minutes from the interstate I-75 / I-64 ✦ 8 minutes away from Lexington Downtown ✦ 8 miles from Keenland

Popular amenities for townhouse rentals in Lexington

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly townhouse rentals

Townhouse in Meadowthrope

4.88 out of 5 average rating, 517 reviews

Cozy, cute 2BR townhouse near downtown, businesses

The kitchen features dark cabinetry paired with elegant granite countertops, creating a modern aesthetic. Stainless steel appliances, including a refrigerator and stove, complement the design. The spacious central island is equipped with a sink, providing additional preparation space and seating options.

4.82 out of 5 average rating, 251 reviews

Luxury Stay at Kentucky Horse park-Newtown Springs

4.78 out of 5 average rating, 120 reviews

TWO-STORY Townhome at the Kentucky Horse Park - KJ

4.92 out of 5 average rating, 238 reviews

Mulberry Hill

4.92 out of 5 average rating, 118 reviews

Town home with private garage and backyard

The living room is arranged with a dark sofa and matching armchairs, complemented by a wooden coffee table. A decorative clock adorns the wall above a fireplace, while a floor lamp and window treatments allow for ambient lighting.

4.76 out of 5 average rating, 411 reviews

3 Bedroom Downtown Townhouse, Close to All!

The living area features a dark sofa adorned with green and patterned pillows, complemented by a comfortable armchair. A coffee table sits at the center, and a flat-screen TV is mounted above a decorative fireplace. Natural light filters in through large windows with patterned curtains.

4.76 out of 5 average rating, 352 reviews

Cozy Downtown Townhouse

A welcoming chalkboard wall displays a map of Bourbon attractions and a list of local distilleries, breweries, and restaurants. A modern kitchen area is visible, featuring wooden countertops and bar stools, while the living room beyond offers a comfortable seating arrangement and a serene atmosphere.

4.87 out of 5 average rating, 237 reviews

*Bourbon, Bourbon, Bourbon*

Townhouse accommodation with a washing machine and dryer

A bright bedroom features a spacious bed with a light grey patterned duvet. Two windows allow natural light to fill the room, complemented by side tables with lamps. A light grey area rug adds warmth to the hardwood floor, and a dresser stands against one wall.

5 out of 5 average rating, 14 reviews

Homestretch - An Elegant, Equestrian Themed Home!

4.95 out of 5 average rating, 37 reviews

A cozy living area features a light green wall, a decorative fireplace with a unique design, and a mounted television. Comfortable seating options, including a gray sofa and a leather armchair, are arranged around a patterned area rug. Natural light enters through nearby windows.

Townhouse in Mentelle

JW Loft -5min to Kentucky University

4.68 out of 5 average rating, 122 reviews

Rupp and Rye

A cozy living room features a comfortable sofa alongside a side table and an armchair. Natural light filters through glass doors leading to an outdoor space. A textured area rug extends across the floor, adding warmth, while framed artwork adorns the walls.

Townhouse in Open Gates

The Longleaf Lair/ 4Bedrooms/15min to Downtown Lex

The open-concept living and dining area features a leather couch and a coffee table atop a textured rug. A dining table is seen along with bar stools at the kitchen counter. Natural light pours in through a large window, enhancing the inviting atmosphere.

4.87 out of 5 average rating, 52 reviews

The Midland- Walk to brewery/shops

A cozy deck area features a fire pit with flames gently flickering atop a marble table. A single chair is positioned nearby, providing a view of the skyline, where multiple buildings are visible against a clear blue sky.

4.87 out of 5 average rating, 15 reviews

Entire Downtown Condo

A spacious living area features a large sectional leather sofa with a light-colored throw draped over one of the seats. A colorful area rug adds a decorative touch to the hardwood floor, while the open layout includes a modern kitchen visible in the background.

4.97 out of 5 average rating, 34 reviews

BlueGrass Townhome - DTown & Gym!

A light-filled living room features a gray sofa adorned with decorative pillows, along with a small armchair beside a round wooden coffee table. Large windows provide views of the outside, and a ceiling fan hangs from the white ceiling, offering a sense of spaciousness.

4.71 out of 5 average rating, 7 reviews

Hiltonia Horse Haus

Townhouse rentals with a patio

Private room in Bell Court

The exterior of a townhouse is displayed, featuring a brick facade and a welcoming blue front door. A United States flag is mounted prominently, while neatly trimmed greenery and a small flowering plant are visible alongside the pathway.

4.98 out of 5 average rating, 45 reviews

Modern Upscale Townhouse in Downtown Lexington

5 out of 5 average rating, 26 reviews

A modern kitchen features rich wooden cabinetry and stainless steel appliances. A spacious island with three stools stands at one end, while natural light streams through a sliding glass door, illuminating the room's warm wooden flooring.

Townhouse in Georgetown

Welcome to Amy’s Place!

An open living area features a light wooden floor with a patterned area rug below a coffee table. A white console table is positioned against the wall, accompanied by a flat-screen TV. Large glass doors provide views of the outdoor space.

5 out of 5 average rating, 52 reviews

Southern Charm | 2BR | BBQ | Walk to Kroger Field

5 out of 5 average rating, 3 reviews

Winners Circle | 2BR | Patio-Garage | Walk to Rupp

A comfortable living area is presented with two dark leather sofas, adorned with light pillows. A wooden coffee table is centered between the sofas, and natural light enters through a nearby window. A lamp stands beside the seating area, enhancing the cozy ambiance.

4.85 out of 5 average rating, 41 reviews

Magnolia Charm

A bright living room features a beige sectional sofa and a coffee table with decorative items. A ceiling fan hangs above, and large windows provide ample natural light. In the background, an open doorway leads to another comfortable seating area.

4.95 out of 5 average rating, 19 reviews

Keeneland- LEX Airport Darling

4.83 out of 5 average rating, 6 reviews

A living area is shown with light-colored furniture, including two armchairs and a spacious couch. A coffee table sits at the center on a vibrant floral area rug. Walls are decorated with artwork, and a kitchen area is visible in the background.

Townhouse in Winchester

Horse Country Hideaway