Apartment holiday rentals in Lexington

An aerial view captures a two-story house with a dark roof and a white exterior, positioned next to a well-maintained lawn. A concrete driveway leads to the entrance, with paths of grass lining the edges. Surrounding buildings and greenery are also visible.

4.92 out of 5 average rating, 124 reviews

Victorian Apt Downtown Lexington

Cozy Downtown Retreat - Walk to Rupp Arena & Dining! Welcome to your ideal Lexington getaway! Nestled downtown, our cozy retreat is the city's best at your doorstep. A short walk from Rupp Arena, it's perfect for sports fans, concert-goers, and culture lovers. Enjoy a comfortable stay with a modern living area, fully-equipped kitchen, and plush bed. With top dining, shopping, and nightlife nearby, plus high-speed Wi-Fi and free parking, our home offers everything you need. Book your stay today!

Superhost

A welcoming living area features a warm beige sofa adjacent to a wooden coffee table. Large windows allow natural light to fill the space. Decorative artwork hangs on the walls, and a tall floor lamp adds soft illumination. A vibrant area rug complements the overall decor.

4.9 out of 5 average rating, 422 reviews

Trendy 2 bedroom in the Distillery District

This trendy two-bedroom apartment is located in Lexington’s coolest new spot, the Distillery District (Breweries, Restaurants, Bars, Pizza, Ice Cream, and Live Music). You can’t ask for a more convenient location… 2 blocks from The Burl 5-minute walk to the Distillery District Less than 1 mile to Manchester Music Hall 1.5 miles to Rupp Arena 2 miles to Downtown Lexington 20 minutes to Keeneland and the Airport We provide all the amenities you might need, including a fully supplied kitchen.

4.96 out of 5 average rating, 98 reviews

Witchy Boutique Studio in 1890s Saloon Downtown

Close to everything in downtown Lexington. Perfect for two people visiting Lexington for a game, an event, or a special occasion who would like to stay somewhere interesting and fun. Built in the 1890s, this corner commercial building originally served as a saloon! The first floor houses a popular boardgame pub while the second floor has been converted into studios for travelers. Within a short walk radius: Rupp Arena, Opera House, Manchester Hall, fine & casual dining, bars & Gatton Park

A spacious living area is highlighted by a light-colored sofa adorned with decorative pillows. Artwork featuring playful horse designs decorates the gray walls. A glass coffee table sits atop a patterned rug, and a TV is positioned on a white media console, creating a cozy atmosphere.

5.0 out of 5 average rating, 112 reviews

Downtown 2BR | Walk to Rupp · Porch · Parking

Centrally Located 2-Bedroom in Downtown Lexington! Step into a charming 1910 second-floor apartment in the heart of downtown — walk to Rupp Arena, the Lexington Opera House, restaurants, and nightlife. Fully stocked kitchen with gas stove, air fryer, and all cookware. Keurig, coffee, and tea provided. Smart lock entry, private covered porch, washer/dryer with detergent, and thoughtful extras stocked throughout. Perfect for game days, Keeneland, or a Lexington getaway. Premise ID:11032400-1

A spacious bedroom features a king bed with a light-colored coverlet against a backdrop of eclectic wall decor and built-in shelving. Textured rugs cover the hardwood floor, while large windows with patterned drapes allow natural light to fill the room, creating a cozy atmosphere.

4.98 out of 5 average rating, 644 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.

A spacious bedroom features a comfortable bed with plush linens, complemented by a decorative area rug. Natural light enters through two windows, illuminating the room. An air conditioning unit is mounted on the wall, and a stylish lamp stands beside the bed.

4.95 out of 5 average rating, 273 reviews

Location! Beautiful Downtown Apt, Across from Rupp

Beautiful, fully renovated (2021) apt in a historic building on Spring Street--as close as you can be to Rupp Arena and the Convention Center. PARKING IS AVAIL. You can walk to everything! Coffee shops, restaurants/bars & anywhere in downtown Lexington! Extra spacious & outfitted with comfortable furnishings, plush linens, basic kitchen amenities & new appliances. The home includes WIFI and two ROKU Smart TVs. Enjoy your morning coffee from the comfort of your large, private porch.

A living room showcases a gray tufted sofa paired with a patterned area rug. A glass coffee table sits at the center, complemented by a purple armchair and matching lamps on side tables. An open doorway leads to a kitchen beyond, indicating spaciousness.

4.85 out of 5 average rating, 104 reviews

Norway's 2Bed Quaint Duplex / 3miles to Downtown

This 2 bedroom, 1 bath home is situated in a peaceful residential neighborhood, offering a tranquil retreat from the bustling city life. It’s strategic location provides easy access to the University of Kentucky’s campus, hospital, and football stadium, Kroger Field - which is just a stone's throw away. Additionally, with a downtown area just minutes away, residents can effortlessly indulge in the vibrant southern lifestyle, exploring shops, restaurants, and cultural attractions.

A stylish living area features a spacious sofa adorned with decorative pillows, complemented by a glass coffee table. An ornate gold-framed mirror adds elegance to the wall, while a nearby lamp and art pieces create a cozy yet sophisticated ambiance.

4.98 out of 5 average rating, 168 reviews

The Guesthouse on Lime

A hidden treasure in the heart of the city. The space has a modern feel in a historic setting. Built in 1897, the building was first purposed as a tavern, and then housed several businesses through the years. In the 1980s, the building was renovated and transformed into two living spaces. This space is the first level, The Penthouse On Lime is the top level and is also available for rent. Original hardwood floors and high ceilings add to the charm of this gorgeous urban space.

4.86 out of 5 average rating, 137 reviews

A spacious living room features a large, light-colored sofa adorned with decorative pillows, complemented by a stylish coffee table. A floor lamp and an armchair provide additional seating. Artwork depicting a horse decorates the wall, and a fireplace adds to the cozy ambiance.

Flat in Chevy Chase

*One Mile to UK-In the heart of Chevy Chase*

Cozy on Cochran is located in the heart of 40502! Enjoy our 2-bedroom, 1-bathroom apartment that has been recently renovated. This gem is located in the heart of the highly desired Chevy Chase where guests are able to walk to UK, the Arboretum, Kroger Field, & so much more. This unit is the left-side of a duplex equipped with all the modern-day amenities a guest could desire. Guests will live like a true Lexingtonian and will be conveniently located for all their stay needs.

A spacious living area features exposed brick walls and a stylish combination of furnishings. A plush blue sofa is positioned alongside an armchair, with a glass coffee table at center. Large windows provide natural light and views of the surrounding downtown scenery.

5.0 out of 5 average rating, 124 reviews

The Horse on High Knoll - DOWNTOWN Lexington!

Experience The Horse on High Knoll where historic Lexington charm meets modern comfort. Located in the heart of downtown, this unique stay features exposed brick, stylish finishes, and all the amenities you need for the perfect getaway. Walk to Lexington’s best restaurants, bars, coffee shops, and nightlife while enjoying the energy of the city. Whether you’re in town for Keeneland, bourbon, UK sports, or a weekend escape, you’ll be right in the middle of it all.

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.

4.95 out of 5 average rating, 256 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. Living room has a pullout sofa. Street parking only. The back and driveway are our private areas