Condo vacation rentals in Kentucky

★ Victorian Louisville ★ 1000 sqft Glassworks Loft

Fresh, modern and sleek 950 SqFt loft style unit. Constructed inside the historic glassworks building, this condo is one of the most unique in the city. You will be amazed by the style, but also the amenities nearby. With a 2 minute walk to Museum row, and a 7 minute walk whiskey row, the convention center, the YUM! center and the center for the arts - everything is nearby. With Wifi, Netflix, and Hulu provided you have everything you need. The perfect spot for relaxing or going out on the town

Glassworks Loft at Louisville Skyline

This unique and modern 850 square foot downtown loft is situated in the historic Glassworks building; boasting 12-foot ceilings and a wall of windows overlooking Louisville’s CBD and the Ohio river bridges / fireworks of Thunder. Enjoy all of the comforts of home with new scenery or venture out and relish our great city. Ideal for couples but can sleep 4 comfortably. Great for business or pleasure with close proximity to the KICC, Slugger Factory, Yum Center and 7 distilleries within 4 blocks.

*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.

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

“New” Downtown Modern Luxury Townhouse!

Welcome to one of the premier new locations to stay right in the heart of Elizabethtown! This modernly decorated two bedroom luxury townhouse has many features you won’t find at other sites at an incredible and convenient location. You can work from the townhouse in a dedicated office area with high speed internet. You can relax in the open living area on the second floor or on the covered deck. The place also features a rooftop terrace.You can walk to a lot food and fun! Enjoy it!

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.

The FLAT at Bell Place - Downtown/Horse Park

Welcome to the historic Bell Court community, a close-knit neighborhood w/ lots of children & discerning families. Parties & other activities that do not meet the standards of the community will not be tolerated. Beautifully appointed 1st floor flat w/ stylish decor, a super comfortable bed & fast WIFI. * Rupp - 2 miles * Keeneland - 9 miles * Horse Park - 11 miles * STR Reg #15071157-1 - Max occupants 4 - Guests are prohibited from allowing more than Max occupancy *

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.

Lexington's Artistic Bunker / 1BR Downtown Condo

Lexington's Artistic Bunker is a space carefully crafted with amenities aplenty! Perfect for the traveling business, medical, or education professional, the guest visiting family/friends, or those experiencing the beauty of the Bluegrass, this modern condo is located in the heart of downtown Lexington. Featuring one bedroom, concrete floors, original murals, walk-in shower, and vaulted ceilings this high-end industrial condo will leave guests satisfied from every angle.

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!

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.

Downtown Penthouse Loft- Free Parking & Elevator

A warm, comfortable downtown penthouse 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