Guesthouse vacation rentals in Fayette County

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Top-rated guesthouse rentals in Fayette County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite
A charming stone cottage with a gabled roof is set back from a winding driveway, surrounded by landscaped gardens. The entrance is flanked by trees and shrubs, creating a serene and inviting environment. A foggy atmosphere adds a touch of mystery to the scene.
Guesthouse in Lexington
4.99 out of 5 average rating, 156 reviews

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.

Top guest favorite
Lush green grass frames the scene, with two flowering trees prominently in the foreground. A wooden fence lines the area, leading to a cottage that is partially obscured by the trees. Natural light brightens the surroundings on a clear day.
Guesthouse in Nicholasville
4.98 out of 5 average rating, 370 reviews

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.

Superhost
Guesthouse in Paris

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.

Top guest favorite
The exterior of the carriage house is highlighted by a modern design, featuring a grey facade and large windows. A quaint cupola sits atop the building, while a paved driveway leads to a two-car garage. Surrounding greenery adds a touch of nature.
Guesthouse in Lexington
4.97 out of 5 average rating, 74 reviews

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.

Guest favorite
A cozy living area is highlighted by a warm color palette. A patterned armchair and a dark sofa frame a rustic coffee table, while a flat-screen TV and decorative artwork are positioned nearby. Natural light filters through large windows, illuminating the space.
Guesthouse in Lexington
4.88 out of 5 average rating, 24 reviews

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 !

The image displays a cozy living area featuring a futon draped with various cushions. A spacious bed is positioned in the background under a window, allowing natural light to illuminate the space. A small table with decorative items rests in front of the futon.
Guesthouse in Lexington
4.7 out of 5 average rating, 496 reviews

'Edith' Carriage House Getaway - I-75/Hamburg!

This renovated turn-of-the-century carriage house is located just a few minutes from both the I-75 exit and the Hamburg area of Lexington: quick, easy interstate access but in a country setting! Downtown Lexington is just 12-15 minutes drive. The apartment is very cozy, featuring a deck and large yard on filled with trees and flowers. There is a comfortable futon as a 2nd bed. Come as a quick stop off the interstate or as a weekend getaway from the city, we look forward to hosting you!

Top guest favorite
A private hot tub is surrounded by lush greenery and hanging ferns. The area features a charming, screened structure with large windows. Soft fabric curtains provide a sense of privacy, while brick pathways lead into a tranquil outdoor setting.
Guesthouse in Lexington
4.97 out of 5 average rating, 686 reviews

My Old Kentucky Home-Downtown LEX's Premier Stay!

Welcome to My Old Kentucky Home downtowns premier Kentucky themed Air B&B. The best Airbnb in Lexington for a romantic or relaxing getaway! No detail or amenity was spared; private hot tub, plush bath robes, back deck, fire pit, patio and garden with views of the city. Full bourbon bar mixers provided to make your cocktails! ( no alcohol ) Central downtown-1 block from Rupp arena and 3 blocks from UK campus! For a video tour visit the last picture to see the link !

Superhost
A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.
Guesthouse in Lexington
4.88 out of 5 average rating, 307 reviews

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.

Top guest favorite
A queen size bed with a carved wooden frame is centrally positioned in the bedroom, flanked by soft pink drapes. Two framed horse prints adorn the walls, complementing the elegant decor. Natural light filters softly through the windows, enhancing the room's serene ambiance.
Guesthouse in Wilmore
4.96 out of 5 average rating, 161 reviews

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.

Guesthouse in Lexington
4.57 out of 5 average rating, 14 reviews

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!

Guest favorite
The exterior of a brick cottage is shown, featuring a circular driveway with gravel and green grass. Flanking the front entrance are two small shrubs, and a dog is seen standing near the edge of the driveway, contributing to the farm's welcoming atmosphere.
Guesthouse in Lexington
4.91 out of 5 average rating, 202 reviews

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!

Guest favorite
The exterior of a modern shipping container structure is highlighted, featuring a staircase leading to a spacious upper deck. The building combines materials, with one side showcasing a wooden facade and large windows. Lush greenery and street-facing trash bins create a lively neighborhood atmosphere.
Guesthouse in Lexington
4.95 out of 5 average rating, 199 reviews

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.

Popular amenities for Fayette County guesthouse rentals