Guesthouse vacation rentals in Fayette County

West meets South in this Garden Cottage Retreat

STR PERMIT #15078463 A cozy backyard cottage nestled in historic Pensacola Park, part of the national register of historic places. Conveniently, located along Hwy 27 (Nicholasville Road). A stones throw from the University of Kentucky, Kroger Field, 3 hospitals (Baptist Health, UK, and Children's Hospital), and Lexington's celebrated state botanical garden: The Arboretum. This standalone cottage features one dedicated parking space, full amenities, garden views, and artistic embellishments.

Cottage Retreat - Wine, Horses, Convenient

Just south of Lexington KY. Cottage Retreat - nestled between horse farms & open land this 25 acre farm is a unique & convenient location to relax and spend time unwinding. 7.8 miles from the Bluegrass Airport, 10.8 miles from Rupp Arena, 8.4 miles from Keeneland - you're close to numerous items of interest. Enjoy the fully remodeled private cottage, stroll down the lane, enjoy the close proximity of horses, and perhaps buy a bottle of wine on site. No pets and no smoking. Thank you.

The Cottage

This was once the central hub of the farm because out front, between the Cottage and the gazebo, the farm hosted yearling thoroughbred sales. Now it’s a peaceful location to take a deep breath, yet close enough to town to enjoy amenities. There is a Guest Home next door, a gazebo with comfortable seating, a flower garden, and sheep all within looking distance. Sit and sip or walk around the farm and enjoy the tree lined driveways and horses. This is a smoke / vape / drug free property.

Modern & Luxurious Carriage House on Paris Pike

This modern & luxurious 1 Bedroom, 1 Bath private carriage house is a dream! (Sleeps 3) The open ambiance, high ceilings, natural lighting & elegant features provide you with the vacation magic you desire. Come here to relax & enjoy all the charm Central KY has to offer. Surrounded by horse farms, the Carriage House at Warsaw is only minutes from the interstate, Horse Park, Lexington Country Club, Keeneland, Fasig-Tipton, downtown, UK, Red Mile, dining, shopping & more! License 15081686.

Charming Cottage in country setting

Nestled in the heart of the Bluegrass with easy access to 75/64, downtown, Keeneland and Kentucky Horse Park this gated property features award winning gardens and views of neighboring horses grazing and the local peacocks. The perfect place to stay for the races at Keeneland, or horse sales @ both Keeneland or Fasig Tipton. A great place to stay to explore Lexington’s many breweries or The Bourbon Trail. Oh my gosh , I almost forgot… minutes away to watch our beloved Wildcats at Rupp !

Cozy studio with private pool and firepit

Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

The Bourbon House- Downtown Lex’s Premier Air B&B

Welcome to "The Bourbon House" Downtown Lexington's Premier spot to stay for an authentic Kentucky experience. This cottage was built by me from the ground up with no details spared to immerse my guests in the finest things Kentucky has to offer- Fully stocked bourbon bar mixers! (You supply bourbon) Hand crafted house and furnishing from reclaimed wood and bourbon barrels, private hot tub, bathrobes, garden, fire pit, and walking distance to downtown and Rupp arena

Coach House at the 1898 Red Bud B & B

Lovingly renovated coach house unit was originally the workshop attached to the back of the coach house. It is a ground floor accommodation with private entrance located behind the main bed & breakfast. We are only two city blocks from Asbury! We make a perfect base to explore the area. The Bourbon Trial, numerous horse farm tours, vineyards, Keeneland, the Horse Park, and historic sites such as Shaker Village of Pleasant Hill. Only 11 miles from Lexington.

Antebellum Abode

Escape to the heart of horse country with this charming studio apartment, located on a working equestrian facility. Featuring a spacious king-size bed, a full pull-out couch, full bathroom and kitchenette. Wake up to the peaceful sounds of the countryside and enjoy close-up views of majestic horses right outside your door. Just 7 minutes from KY Horse Park and 10 minutes from Keeneland. Whether you're here for relaxation or equestrian events, come enjoy our farm!

*Luxury Guest House in the heart of Keene Manor*

Relax with the whole family at this peaceful guest house in the heart of Keene Manor neighborhood! This guest house/basement has everything for the entire family. From a movie theater, pool table, outdoor grilling area, fire pit, etc you can relax while watching the local golfers. This home sits right on Keene Manor Golf Course. Within 10 minutes to Keeneland Race Track, 5 minutes to Ashbury University and a 20 minute drive to Downtown Lexington.

Horse Farm Cottage near Keeneland and Horse Park

Horse lovers dream and only 5 minutes from the Horse Park! This updated and professionally decorated cottage is located on a beautiful 120 acre horse farm 5 minutes from the Horse Park, 10 minutes from Keeneland and the airport, and 20 minutes from downtown Lexington. There are many activities located close by such as: horse races, horse competitions, Woodford Reserve, Buffalo Trace, and so much more!

Modern & Unique Shipping Container

Stay in our unique space in the North Limestone area. The Shipping Container (8X20) features 1 bedroom (queen mattress) + 1 bath and kitchen. We are located 4 blocks from Greyline station. Drive downtown in under 10 minutes, or to Keeneland in just 15. Easy walk to Castlewood Park. Come & explore the artisan culture in our up-and-coming neighborhood.