Condo holiday rentals in Kentucky

*One Bedroom Apt | One Mile to Downtown Lex*

One Bedroom Apartment in Downtown Lexington. Enjoy a walk on the Legacy Trail or grab a bite to eat at one of the many restaurants in Downtown Lexington. Our One Bedroom Apartment is conveniently located near University of Kentucky, Transylvania, Legacy Trail, Restaurants, Fine Dining & Nightlife. Walkable to nearby yoga studio, Lyric Theatre, Cup of Commonwealth Coffee Shop & Carson's Steakhouse. Martine's Pastry next door is perfect for your morning wake up. Approximately, 5 miles to I75/64.

Downtown Condo | Private 1 CAR Garage & Balcony

Beautiful Downtown Loft Condo with private balcony overlooking 4th Street. Walking distance to fantastic eateries, bars, concerts, ball games, and much more. Steps to the Palace Theater and 4th Street Live and next door to the Seelbach Hotel. Private 1 CAR, connected to the building for easy downtown parking. Building has secure entry and an elevator. The building is an old clothing department store, BYCKS. This 4th floor unit boasts exposed ceilings, brick walls, and hardwood flooring.

Top Shelf the only Airbnb in KY above a Distillery

The Top Shelf is a space carefully crafted with amenities aplenty! Perched on top of the 90-year-old Pepper Bourbon Distillery, this condo is for the Lexington visitor who likes to be in the middle of the action. Soaring views, three balconies, and all the amenities to make your Bluegrass visit one of a kind. The Top Shelf is perfect for a discerning couple, an adventuring family, or for a group of fun-seekers. Large parties are not allowed. Maximum guests, per LFUCG code restrictions =10

The Derby City Loft, luxury, walk to museum row

Located in historic downtown Louisville the Derby City Loft is a show stopper! This PENTHOUSE luxury condo offers stunning views and high end living. The open floor plan boasts 3 queen beds, curtains can be pulled to make it a 2 bedroom. Plus the oversized sectional sofa may sleep 2 comfortably as well. Fully stocked kitchens and bathrooms with everything! This home was designed and styled with your comfort in mind, kick back, relax and enjoy high style living at the Derby City Loft.

175 LEX - Walkable Downtown Condo & Stunning View!

Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX! Condo 501 has recently been renovated featuring all the modern-day amenities a guest would desire when visiting Central KY. Residing on the 5th floor, this condo-hotel features one bedroom with a queen-sized bed, living room with sleeper sofa, full kitchen w/ quartz and private washer/dryer. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops, & more!

Winner's Circle: Comfy Downtown King Free Parking

Centrally located - enjoy easy walkable access to all of downtown Newer condo in historic Theatre Building Elevator access in building Next door to the Palace Theater 1 FREE parking space in parking garage High speed wi-fi 65" HDTV - cable & streaming Tourist Area - local shops, eateries and bourbon tasting rooms around 2 Blocks from 4th Street Live 0.6 miles to Convention Center 0.8 Miles to Whiskey Row & Yum! Center 3.6 miles to Churchill Downs 4 Miles to Expo Center/Airport

The Hilltop Hideaway

Come hunker down at The Hilltop Hideaway, a centrally-located historic 19th-century shotgun style cottage apartment perched atop Clifton’s hills. Perfect for a couple’s getaway, a friends’ rendezvous, or a creative’s retreat, you may find yourself not wanting to leave. But the location couldn’t be better, with Frankfort Ave’s restaurants, coffee shops, and bars all within walking distance, and nearby entertainment options plentiful with Butchertown and NULU only minutes away.

Stylish Condo on Broadway

Experience the beauty of downtown Paducah at our stunning historic condo. Curated by local interior designer, this space boasts stylish design elements combined with modern amenities to create a truly unique stay. You'll love the large windows, soaring ceilings, and original hardwood floors. You'll also have 24 hour access to a state-of-the-art gym. With its prime location overlooking Broadway, you'll be just steps away from top dining, shopping, and entertainment options.

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

BNB Louisville presents "The Old Fashioned!" 🥃 Experience this spectacular unit in Louisville's hottest urban development, NULU Marketplace. • Luxurious 1-Bedroom Suite (King Bed + Sofa Bed) 🛏️ • Historic Charm: Exposed brick, high ceilings, & pocket doors • Spa Bathroom with Soaking Tub 🛁 • Full Kitchen & In-Unit Laundry • Secure Off-Street Parking Included 🚗 Located steps from breweries, shops, and dining. Perfect for a romantic getaway or stylish city retreat!

Perfect Nulu Getaway w/ Best Location- low fees

You can’t find a better location in the city. Welcome to Lou Lou on Washington, our Nulu condo. We are located just steps away from the best food, drinks, and events in the derby city. We are located on a quiet street, only one block away from Main St. You can walk to breweries next door or even a soccer game at Lynn Family Stadium. The Yum Center is only a few blocks away, and we have one of the few properties located walking distance from Waterfront Park.

Charming Penthouse/Rooftop Patio/Downtown

Unwind and enjoy sweeping river views on the rooftop patio while staying in this private 5th floor Penthouse apartment. Intentionally designed and decorated. Features include: a full upscale kitchen, open concept living and dining area, cozy King bed, large plush bathroom, and laundry in the suite. Whether visiting for work or pleasure, this spacious urban suite is located on The Bourbon Trail and within walking distance to Louisville's most popular venues!

Downtown Penthouse Loft- Free Parking & Elevator

A warm, comfortable downtown loft with garage parking — ideal for work trips, longer stays, or a quiet city escape. It’s a true city loft — open, airy, and easy to live in while still being right in the middle of everything. Located in a historic downtown building, the condo sits on a quiet residential floor, making it a calm, comfortable place to come back to after a day out. Secure garage parking and elevator access make coming and going simple