Townhome vacation rentals in Jessamine County

Find and book unique townhouse rentals on Airbnb

Top-rated townhouse rentals in Jessamine County

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Superhost

Townhouse in Lexington

4.78 out of 5 average rating, 175 reviews

Bellaire Suite at Legacy Trail

Be our guest in downtown Lexington’s premier Airbnb experience, the Bellaire Suite! Nestled in the burgeoning West Sixth area, the chic and spacious ground-floor suite is located directly on the beautiful 12-mile Legacy Trail and a minute’s walk to local hot spots such as the West Sixth Brewery, County Club restaurant, and Coolalvin Park. You’ll find solace and inspiration under the 10 foot ceilings with plenty of natural light and fresh, contemporary design throughout. A plush, king-size bed welcomes your retreat, while a fully equipped kitchen tempts your best culinary endeavors. Movie nights are un-matched with a massive 84” theater and sound system with Roku streaming. Also included for exclusive guest use are a full-size washer/dryer, high speed internet, complimentary welcome snacks, and much more. Come enjoy this newly opened gem in downtown Lexington!

May 24 – 31

G$19,927 GYD per night

Guest favorite

Townhouse in Lexington

4.97 out of 5 average rating, 158 reviews

Quiet, comfy & near dining, UK, attractions, shop.

This nice, comfy townhome is big enough for the whole family with kids or multiple couples....3 Bedrooms (all upstairs), 2.5 baths, full kitchen, washer/dryer. One King, 1 Q, and 1 full bed. Large sofa for sleeping if needed (not sleeper sofa). Living room and 2 bedrooms have TV's & commercial grade wireless internet throughout. Only 1.5 miles to Fayette Mall and 2.5 from the new Summit at Fritz Farm for your shopping, dining, and entertainment needs. Close to UK, hospitals, and Keeneland.

Jun 20 – 27

G$25,716 GYD per night

Guest favorite

Townhouse in Lexington

4.95 out of 5 average rating, 426 reviews

LUXURY Downtown Retreat 💙 w/ King Tempur-Pedic Bed

* STR Reg #15062369-5 - Maximum occupants 4 - Guests are prohibited from allowing more than maximum occupancy * This beautifully remodeled historic property is located in Downtown Lexington. Walk to Rupp Arena, several cool bars/breweries and upscale restaurants. 15 minute car ride to Keeneland Racetrack, Kentucky Horse Park & Kroger Field. 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.

Jun 16 – 23

G$30,831 GYD per night

Superhost

Townhouse in Lexington

4.81 out of 5 average rating, 233 reviews

Spacious Lexington Townhouse

ALL NEW TEMPUR-PEDIC MATTRESSES (September 2023) This spacious townhome is located in a quiet residential neighborhood minutes away from downtown, Commonwealth Stadium, Rupp Arena and the University of Kentucky. You will be centrally located so as to be a short drive from Lexington's best shopping and dining in the Fayette Mall or Hamburg Pavilion. This townhome is situated on a cul-de-sac to maximize quiet and privacy while still in the heart of Lexington. It is attached to Mount Tabor Park.

Sep 16 – 23

G$32,866 GYD per night

Guest favorite

Townhouse in Lexington

4.9 out of 5 average rating, 396 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.

Mar 11 – 18

G$13,348 GYD per night

Guest favorite

Townhouse in Lexington

4.93 out of 5 average rating, 189 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 concert or basketball game at Rupp Arena, visit breweries and distilleries, or enjoy a day at Keeneland.

Mar 31 – Apr 7

G$26,638 GYD per night

Guest favorite

Townhouse in Lexington

4.99 out of 5 average rating, 147 reviews

Bourbon Trail for couples. Downtown & Free Parking

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.

Jul 9 – 16

G$34,010 GYD per night

Guest favorite

Townhouse in Lexington

4.79 out of 5 average rating, 185 reviews

Kentucky Horse park - Newtown Springs Townhouse

✥ 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 ✦ Right next to Amazon center! ✦ 5 minutes from the interstate I-75 / I-64 ✦ 2 minutes away from Lexington Downtown ✦ 8 miles from Keenland

Nov 8 – 15

G$32,862 GYD per night

Guest favorite

Townhouse in Lexington

4.96 out of 5 average rating, 24 reviews

Lochdale in Lexington

Welcome friends! Need a comfortable retreat from a busy day exploring all that Lexington has to offer? Whether here for the races at Keeneland, touring The Bourbon Trail, taking in a football game at Kroger Field or a basketball game at Rupp Arena, this cozy 2 bedroom, 1.5 bath townhouse is the perfect solution! Located in the heart of Lexington, Lochdale in Lexington is only minutes from adventure in "The Horse Capital of the World".

Jan 26 – Feb 2

G$33,640 GYD per night

Guest favorite

Townhouse in Frankfort

4.9 out of 5 average rating, 125 reviews

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.

Jun 29 – Jul 6

G$37,356 GYD per night

Superhost

Townhouse in Wilmore

4.94 out of 5 average rating, 18 reviews

“Old Forester” at The Glover House

The Old Forrester is a spacious one bedroom condo in the heart of the bluegrass that will exceed your expectations! It is furnished with a plush king sized bed, two smart TV’s, high speed WiFi and a kitchen with full amenities. This is located minutes from Keeneland, Rupp Arena, Kentucky’s Bourbon trail, and Blue Grass Airport. The perfect place to relax after a long day on the town.

Nov 9 – 16

G$29,804 GYD per night

Guest favorite

Townhouse in Lexington

4.84 out of 5 average rating, 251 reviews

Downtown Townhome Near Rupp Arena

A modern 2 bedroom, 2.5 bath townhome that is the ideal spot for UK basketball games, a weekend at Keeneland, or spending time in Lexington on business. In a historic neighborhood, a few blocks from Rupp Arena/Convention Center and attractions.

Sep 23 – 30

G$25,350 GYD per night