Condo vacation rentals in Fayette County

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.

4.95 out of 5 average rating, 84 reviews

Gardenside Apartment: Private and Spacious

7 minute drive to Railbird! You will 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!

4.94 out of 5 average rating, 160 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 dining area is highlighted by a large table surrounded by six upholstered chairs. Natural light floods in through multiple windows, illuminating a neutral-colored rug below. A stylish light fixture hangs above, and a decorative mirror is mounted on the wall.

5 out of 5 average rating, 20 reviews

The Penthouse at Hampton Court

This charming 3 bedroom, 2 bathroom penthouse has recently been completely renovated in a classic cottage style. The furnishings are an eclectic mix of traditional and contemporary. This home is bright with plentiful windows that provide natural light throughout. It's ideally located within walking distance of downtown Lexington and the vibrant Jefferson corridor. No smoking. No pets. No parties or events. See further information below. Premises ID and Local Registration #15062176-5

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, 180 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.

4.95 out of 5 average rating, 248 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

5 out of 5 average rating, 6 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.

A cozy living area features a comfortable gray sofa and two white armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a stone fireplace, with built-in shelves displaying decorative items and framed photos.

4.95 out of 5 average rating, 241 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.

4.9 out of 5 average rating, 248 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 welcoming bedroom features a spacious bed layered with neutral and earthy-toned bedding. A round mirror reflects natural light from the window, enhancing the room's brightness. A comfortable chair and a sleek dresser are positioned beside the bed, while an area rug adds warmth to the hardwood floor.

4.98 out of 5 average rating, 53 reviews

Historic Downtown Condo

Enjoy a unique experience at this historic, centrally-located condo in downtown Lexington. This charming condo is two blocks from Rupp Arena and Gratz Park. Located at the end of our street is the local Stella's Diner, Wine + Market, and Villainous- a board game bar. This historic property was built in the early 1900s and was part of the Campbell-Hagerman Women’s College. Now, in the heart of the city, it is one of Lexington’s many treasures.

A modern living room features a large sectional sofa and a circular coffee table, complemented by hardwood flooring. Two pieces of artwork adorn the walls, and a round mirror reflects natural light. A large window provides views of the cityscape.

4.92 out of 5 average rating, 124 reviews

Bourbon Condo Downtown Lexington

Offering exceptional views of Downtown Lexington with corner bedroom and unique floor to 11 foot ceiling bay window on Main St! Residing on the 4th floor, this condo-hotel features two bedrooms, with queen-sized beds, living room with two sleeper sofas, full kitchen w/ quartz countertops and private washer/dryer. Guests can also walk to Rupp Arena, Keeneland, local restaurants like Carson's, coffee shops, retail & more!

A view from the balcony shows neighboring buildings and outdoor spaces. A modern brick structure and a historic building with a gazebo-style roof are visible. A landscaped area is presented, along with a parking lot, framed by a bright sky.

4.91 out of 5 average rating, 162 reviews

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

Historic charm w/ modern comforts in this immaculate downtown first floor flat. Positioned at the entrance to Town Brach Distillery, this beautiful home is walkable to incredible restaurants and bars downtown Lexington - Don’t park in the front of the house, they will issue a ticket. * Rupp Arena 0.5 miles * Keeneland Racetrack 5.5 miles * Kentucky Horse Park 8 miles * STR Reg #15062369-2 - Maximum occupants 4

A stylish bedroom is highlighted by a large bed topped with fresh linens and decorative pillows. Rich green curtains frame the windows, while contemporary artwork adorns the dark wall. A mounted TV and accent chair enhance the room's modern aesthetic.