Condo vacation rentals in Fayette County

4.92 out of 5 average rating, 175 reviews

Graffiti Art Haus - Walk to Central Bank Arena

Industrial art haus just 3 blocks to Rupp Arena, a short walk to Gatton Park & only one block from Jefferson Street, with lots of dining & drinking options! Less than 1 mile to the Distillery District. Our guests will enjoy covered parking, luxury bedding, 2 smart TVs, a well-stocked kitchen & commercial laundry with sleeping arrangements for 4 people (1 king bed & 1 sofa bed). Whether you're in town for a concert, Keeneland, a wedding, graduation or work - this art haus is the ideal getaway!

A cozy living room features a comfortable sofa and a decorative armchair. Two floor lamps provide soft lighting, while a coffee table occupies the center. A large television is positioned on a stand, and natural light filters through a window with closed blinds.

4.93 out of 5 average rating, 208 reviews

*Bluegrass Getaway*

This apartment is a perfect location for catching a UK game, a weekend at Keeneland or a quick business trip. This apartment features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer and convenient parking. 1.8 miles to Red Mile Casino, 2.5 miles to Rupp.

An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.

4.94 out of 5 average rating, 267 reviews

Top Shelf the only Airbnb in KY above a Distillery

The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

A cozy sitting area features exposed brick walls and hardwood floors. A 55" Roku TV is mounted above an original but non-functioning fireplace. Two pull-out sleeper sofas and an armchair provide comfortable seating, complemented by a four-top dining table in the background.

5.0 out of 5 average rating, 32 reviews

Mary LeGrand's Penthouse - Downtown with parking

Mary LeGrand's Penthouse features two king bedrooms with ensuite full baths in a newly renovated and modernized 1860s Italianate home with original hardwood floors, a spacious private sipping porch, and more. Located in the childhood home of the University of Kentucky's first female valedictorian, Mary LeGrand Didlake, this 1550 square foot second story penthouse is just steps from everything Downtown Lexington has to offer, and is only a few feet off the campus of Transylvania University.

The bedroom features a spacious bed dressed in white linens, accented by vibrant green pillows. Tall green curtains frame two windows, allowing natural light to enhance the room. A large artwork adorns the wall above the bed, while a plush bench sits at the foot of the bed.

4.98 out of 5 average rating, 162 reviews

Keenland Special- 2 Mi. to Downtown - Rupp - UK

📍 Prime Location - Chevy Chase / Ashland Neighborhood 🚶 0.05 mi to restaurants, breweries & coffee shops 🌳 1 block to Woodland Park 🎓 1 mi to UK & Downtown 🏀 2 mi to Rupp Arena & Kroger Field ✈️ 5 mi to Blue Grass Airport Perfect for UK game days, concerts, bourbon tours, business travel, or a weekend getaway while enjoying one of Lexington's most walkable neighborhoods. 🏡 Renovated 1900s home with a Speakeasy & Flapper theme 📺 Smart TVs • 🛜 Fast Wi-Fi • 🚗 Plenty of parking

5.0 out of 5 average rating, 16 reviews

Thoroughbred Retreat Unit 803

Welcome to The Vine, Lexington’s premier destination for luxury living and unparalleled amenities. The Vine offers an exquisite blend of modern design and sophisticated comfort. Experience elevated living in this high-end, fully private condo with private parking and an unbeatable location. Whether you're in town for Keeneland, The University of Kentucky, Rupp Arena, or Lexington’s renowned restaurants and bourbon scene, this stunning retreat offers luxury, comfort, and convenience.

4.96 out of 5 average rating, 260 reviews

The FLAT at Bell Place - Downtown/Horse Park

Welcome to the historic Bell Court community, a close-knit neighborhood w/ lots of children & discerning families. Parties & other activities that do not meet the standards of the community will not be tolerated. Beautifully appointed 1st floor flat w/ stylish decor, a super comfortable bed & fast WIFI. * Rupp - 2 miles * Keeneland - 9 miles * Horse Park - 11 miles * STR Reg #15071157-1 - Max occupants 4 - Guests are prohibited from allowing more than Max occupancy *

Superhost

A modern living area features a comfortable gray sofa with colorful accent pillows, complemented by an elegant coffee table. An artistic mural adorns the wall behind, creating a vibrant focal point. Ambient lighting is provided by stylish floor lamps, enhancing the contemporary decor.

4.87 out of 5 average rating, 279 reviews

Lexington's Artistic Bunker / 1BR Downtown Condo

Lexington's Artistic Bunker is a space carefully crafted with amenities aplenty! Perfect for the traveling business, medical, or education professional, the guest visiting family/friends, or those experiencing the beauty of the Bluegrass, this modern condo is located in the heart of downtown Lexington. Featuring one bedroom, concrete floors, original murals, walk-in shower, and vaulted ceilings this high-end industrial condo will leave guests satisfied from every angle.

A living room is presented with a large brown couch and a bright red armchair. A wooden coffee table sits in front of the couch, and a television is mounted on a stand opposite the seating. Soft lighting is provided by a lamp.

4.96 out of 5 average rating, 91 reviews

Gardenside Apartment: Private and Spacious

Come and enjoy easy access to everything Lexington from this centrally located place. This 1,200 square foot apartment has everything you need for a long term or quick getaway. Send us a message to request a 30 day or longer stay pricing and we will send you a special offer. It is the basement unit of our personal home where we live on the first floor. There is a private entrance and parking. Large rooms - kitchen, living room, full bath and bedroom are all yours!

A modern kitchen features a central island with a light-colored countertop, surrounded by four wooden bar stools. Stainless steel appliances and sleek cabinetry are visible, complemented by pendant lighting above. The space is designed with a mix of tile and hardwood flooring.

4.96 out of 5 average rating, 27 reviews

HUGE 3BR Penthouse King bed. Walk 2 RUPP elevator

Welcome to your stylish and spacious penthouse retreat in the heart of downtown Lexington! This newly built, modern suite with one king bed, 2 queen beds and sofa bed, offers everything you need for an unforgettable stay in the Bluegrass State. Whether you're here for a game at Rupp Arena, visit to the distilleries, a business trip, or to explore all that downtown Lexington has to offer, our luxurious penthouse is the perfect place to call your home away from home.

5.0 out of 5 average rating, 5 reviews

Condo in Georgetown

The Luxe | Walk to Downtown|King Bed | 2BR Retreat

Welcome to The Luxe @ South Hamilton, a stylish 2-bedroom apartment in the heart of historic Downtown Georgetown. Walk to restaurants, coffee shops, boutiques, and Georgetown College. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, in-unit washer and dryer, and a private outdoor patio perfect for relaxing. Just minutes from the Kentucky Horse Park, Toyota, Lexington, Keeneland, and the Bourbon Trail—ideal for work trips or weekend getaways.