Holiday rentals in Fayette County

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Top-rated holiday rentals in Fayette County

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Top guest favourite
A well-maintained single-story home features a neatly landscaped front yard with green grass and shrubs. Steps lead to the covered entrance, framed by large windows on either side. A driveway displays parked vehicles, surrounded by a grassy area and trees.
Flat in Wilmore
4.97 out of 5 average rating, 358 reviews

Basement apt. w/private entrance & kitchenette

Our full basement apartment with private entrance is modest but comfortable. Located within one mile of Asbury Seminary and University, our space is ideally suited for commuting students, out-of-town guests, or folks visiting the beautiful Bluegrass region. Our home is a 15-minute walk from the campuses and business district. We are a family of six and you will occasionally hear our boys upstairs, but as a Christian family, we strive to treat our guests as we would want to be treated. Reg. 9485

Guest favourite
The bedroom features a spacious bed with multiple pillows and a cozy blanket. Light-colored walls enhance the bright ambiance, complemented by two windows on either side. A decorative wall hanging adds character, while bedside tables hold books and lamps for a welcoming touch.
Flat in Lexington
4.81 out of 5 average rating, 273 reviews

The Loft @ West Second

Book the 2nd floor Loft of this beautiful historic house. Located on West 2nd St. with easy on street parking. Walkable to downtown off ofJefferson St with shops and restaurants. Hop skip or jump to the new Gatton Park. Easy walk to Rupp Arena, The Civic Center, Triangle Park and all that Downtown Lexington has to offer. Sweet access to The Bourbon Trail! The University of Kentucky is less than 2 miles away, KY Horse Park, The Bluegrass Airport, and Keeneland are all within a 15 minute drive.

Top guest favourite
A spacious outdoor deck features a wooden dining table with bench seating, illuminated by soft lighting. The entrance to the loft is visible with a light blue door and multiple windows. Lush greenery surrounds the area, providing a serene backdrop.
Loft in Lexington
4.98 out of 5 average rating, 297 reviews

Spring Street Loft by Rupp-Covered Parking + Deck

Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

Guest favourite
A compact kitchen showcasing wooden cabinets and granite countertops. Stainless steel appliances include a gas range, microwave, and refrigerator. A coffee maker sits on the counter. A small wooden dining table with black chairs is positioned beside the door, which features a natural wood finish.
Flat in Lexington
4.89 out of 5 average rating, 266 reviews

Clean Private Studio w/Full Kitchen (Wildcat Den)

This private studio apartment is in a historic triplex near the University of Kentucky and downtown Lexington, KY. There are two large rooms - a kitchen and a bedroom - in addition to the small bathroom. The bedroom has a comfy queen bed and a full-sized futon couch (for an additional sleeping option). The kitchen is fully stocked with dishes, pots, pans, and utensils. Forget something? Kroger grocery is only 1/2 block away, as are a variety of local restaurants, bars, and retail stores!

Guest favourite
Townhouse in Lexington
4.88 out of 5 average rating, 521 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.

Top guest favourite
A modern kitchen features granite countertops with a central island equipped with bar stools. Stainless steel appliances, including a refrigerator and oven, are positioned against white cabinetry. Pendant lights above accentuate the workspace, while various kitchen items are thoughtfully arranged for convenience.
Home in Lexington
4.98 out of 5 average rating, 450 reviews

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms/one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

Top guest favourite
Flat in Lexington
4.98 out of 5 average rating, 603 reviews

Haven on High Street Private Apt Historic Home

Haven on High St. Quiet-gracious-comfy-one bedroom apartment in 1842 home. Off street parking. King bed in bedroom, comfy queen sofa bed in living room, claw foot tub. Eclectic decor-a visual artistic treat. By design, the space is not kid or pet friendly. Fully furnished kitchen+coffee, tea, snacks. Private apartment-shared courtyard. Walk to coffee shop, UK, Rupp, downtown dining. Beautifully landscaped gardens with patio and porch seating. Host lives next door and available-as needed.

Top guest favourite
Home in Lexington
4.98 out of 5 average rating, 163 reviews

The Rosewood Cottage of Lexington I Elegant & Cozy

Rosewood Cottage is one of Lexington's most unique and charming properties. Located steps away from Ashland Park and under 5 minutes to Downtown, this picturesque 1920's cottage offers history, charm and elegance in one extraordinary home. Relax with a bubble bath & champagne while reading a book from the host's curated collection, roast s'mores by the backyard firepit, or dive into some southern cooking in the newly renovated kitchen. This home away from home is not one to miss.

Top guest favourite
Bungalow in Lexington
4.97 out of 5 average rating, 221 reviews

Cozy Kenwick Bungalow in the Heart of Lexington

Welcome to your home away from home in Kenwick, one of Lexington's favorite neighborhoods! This classic bungalow has 3 bedrooms (queen beds in 2 rooms and 2 twin beds in another room) plus a bright basement room with a sleeper sofa. Sit outside on the covered front porch or sit on the back deck and enjoy the fenced in yard. Kenwick is centrally located and is an easy drive to many popular destinations including downtown, UK, the bourbon trail, the Kentucky Horse Park, and Keeneland.

Top guest favourite
The exterior of a two-story brick building is displayed, featuring a welcoming porch with white railings. Lush green trees frame the entrance, and a path leads to the front door. The property exhibits a blend of classic architecture and natural surroundings.
Flat in Lexington
4.95 out of 5 average rating, 229 reviews

Canopy of trees

Enjoy this peaceful and centrally-located apartment. Across the street from the historic Henry Clay estate. Just a few miles from Rupp arena, Uk, stadium and downtown. A short drive to the horse park. Walking distance to restaurants. There is a $50 per pet fee. Please be sure to include pet in your booking. This is a one bedroom with a queen bed. The couch folds into a sleeper and there are curtains for privacy.. Street parking only. The back and driveway are our private areas

Top guest favourite
The exterior view showcases a modern cottage with a striking red front door and two large windows. A pathway leads up to the entrance, bordered by landscaped greenery and a potted plant on one side, enhancing the inviting appearance of the space.
Guest house in Lexington
4.99 out of 5 average rating, 161 reviews

West meets South in this Garden Cottage Retreat

STR PERMIT #15078463 Guests must be 25+ in age. A cozy backyard cottage nestled in historic Pensacola Park. 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.

Guest favourite
The kitchen features modern white cabinetry and stainless steel appliances. A round wooden dining table is placed next to a comfortable seating nook. Natural light filters through the large windows adorned with white shutters, illuminating the textured tile flooring.
Townhouse in Lexington
4.94 out of 5 average rating, 522 reviews

LUXURY Downtown Retreat 💙 w/ King Tempur-Pedic Bed

Welcome to your Kentucky Home This beautifully remodeled historic property is located in Downtown Lexington. Walk to Rupp Arena, several cool bars/breweries and upscale restaurants. 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. * Rupp Arena - 1 mile * Keeneland Racetrack - 7 miles * Kentucky Horse Park - 8 miles * STR Reg #15062369-5 - Maximum occupants 4

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