Apartment holiday rentals in Kentucky

Boujee DT APT in Bardstown2

Enjoy a stylish experience at this centrally-located apartment in downtown Bourbon Capital. Recently renovated & professionally decorated to make your stay comfortable. You'll be able to look out the tall historic windows to see the downtown area while being within walking distance of many restaurants and bars. Even an awesome family-owned, highly reputable donut shop. There are many boutiques located nearby to satisfy your shopping desires. Be in the heart of it all in downtown Bardstown.

Family · Location · EV charging

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

Location · Value · Breakfast

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

Location · Family · Outdoor spaces

Luxe speakeasy-inspired condo in the heart of NuLu

Welcome to Luxe Louis! Our home is a stylish art deco retreat with a moody and eclectic speakeasy vibe, sleeping 4 and perfectly situated for an unforgettable Louisville experience. A short walk from Whiskey Row, the Louisville Slugger Museum, and UofL, with Churchill Downs a quick ride away. Located in the vibrant East Market District (NuLu), enjoy unique art galleries, specialty stores, antique shops, and a renowned culinary scene. Embrace the spirit of Louisville in style at Luxe Louis!

Value · Family · TV

Location! DWTN next to Rupp, KING BED w/ Parking

Welcome to 'The Shop'! This historic building once housed a general store right in the center of town! Now renovated with exposed brick, 12' ceilings, polished concrete floors & a flood of natural light. Park for free, walk to events, concerts and games. Designed with relaxation in mind, the home includes two Smart TVs, ample seating, a King Size Bed with Sealy mattress. The kitchen is fully outfitted with new stainless steel appliances and basic kitchen amenities. Enjoy your stay downtown!

Family · Location · Long stay

4th Street Suites - Opulent King Bed Suite

Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, pullout couch, a fully stocked kitchen, and a bright living area. Wake up to city sights, stroll to restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool in the clubhouse. This is your launchpad for adventure—or a quiet, stylish escape when it’s time to rest. Come make it yours!

Value · Family · Quiet

Riverview 2 … enjoy the view !

Enjoy the spectacular views of the Kentucky River from this second-floor studio. Located within an easy walk of hiking trails and dining. Visit the Waterfront Grill or Hall’s on the River. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby. This property is nestled on the riverbank. You will encounter bugs if you are enjoying the outdoors. We have regular exterminations, but an occasional cob web is to be expected.

Family · Location · Hospitality

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

Family · Value · Kitchen

Historic Loft in Frankfort Entertainment District

Experience the charm of a newly renovated 2-story loft in the Historic St. Claire Entertainment District of Frankfort, KY. Immerse yourself in the best of Kentucky, with convenient access to world renowned distilleries like Buffalo Trace and Woodford Reserve or catch the excitement of live thoroughbred racing at Keeneland Racetrack, just a short drive away in Lexington, KY. This special place is close to everything, making it easy to plan your visit.

Value · Location · Condition

Adventure Awaits Studio

Escape to our cozy & peaceful studio space just minutes from Mammoth Cave National Park. Located on the 2nd story above our detached garage in a country setting. Adventure is all around you with Mammoth Cave National Park a quick 3 minutes away, and the Visitor Center is a 15 minute drive. Nolin Lake is 25 minutes and just 25 minutes to Bowling Green. Perfect for couples, small families, and the solo adventurer. Your Adventure Awaits!

Family · Value · Check-in

Location! Stylish Downtown Frankfort Studio Apt

Enjoy a stylish experience at our 1 bedroom, 1 bathroom apartment centrally-located in historic downtown Frankfort. The historic building has been remodeled and updated with modern style and conveniences. This apartment features a king bed with comfortable linens. The bathroom is stocked with hotel-quality towels. The freshly remodeled kitchen has all of the essentials you need to feel at home.

Location · Value · Cleanliness

Historic Apt w/ Jet Tub & EV Charger, Walk to Down

Experience the elegance of a royal getaway in this stunning condo within the historic Hearne Mansion. Featuring ornate details, a canopy bed, and a prime location in Covington, Kentucky, this apartment offers easy access to local shops, restaurants, and the iconic Roebling Bridge leading to Cincinnati. Enjoy the charm of a historic neighborhood and a luxurious stay.

Location · Family · Quiet