Condo vacation rentals in Kentucky

The Garret in Butchertown's Bed N Brothel

Soak up the sunlight in this 1000sf penthouse of this retired historic 19th-century Butchertown brothel. Blanketed in natural light, this 3rd story Garret has the feel of a sun-bleached tree-top tent, and is ideal for a couple's retreat or a friends' outing. A few of the city’s top restaurants and bars are less than a block walk away. Endless other drinking, shopping, and attractions are nearby in Nulu, Frankfort Ave, and the Waterfront. & don’t miss our other listing, the Hilltop Hideaway!

The Dim Light — Lower Town Boutique Condos

The Dim Light’s newest property offers four individual boutique-style apartments, each featuring their own brand new kitchen, modern bathroom and stylish living areas. We are located within walking distance (or a 2 min drive) to the most popular restaurants, bars, theaters, boutiques and convention spaces in downtown Paducah. Enjoy watching movies under the stars with our outdoor movie theatre, featuring a 20 ft screen! Take a ride around historic downtown on the bikes provided during your stay!

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

Downtown Penthouse | Stylish Loft | Rooftop Patio

Prime downtown location! Walk to top attractions. Steps from 4th Street Live, dining and Whiskey row. Easy access to the Kentucky Derby, and the Convention Center. Perfect for business travelers and weekend getaways. The condo offers a comfortable, stylish retreat with a beautiful patio for outdoor enjoyment. Fully stocked with all necessities, you'll feel right at home. This condo is perfect for those looking for a sophisticated stay with easy access to the best the city has to offer.

Sleeping Turtle Lake Overlook

This unit is a condo overlooking a beautiful spring-fed lake and a wonderful mountain background. Feel free to take a stroll around the property, and in the evening make a fire and roast marshmallows. This location is just over 11 miles off of I75. Close attractions include Cumberland Falls, Levi Jackson, Pine Mountain, Colonel Sanders Museum, Laurel Lake and more. This is a former paylake and no longer used for fishing except when private events have booked the entire property.

Downtown Loft - Cozy studio in The Foxbriar

Home of the former Foxbriar Inn, this condo is located inside a beautiful historic building. This space is great for your weekend away or a longer term stay. Exposed brick and high ceilings make it a charming and cozy experience. Enjoy the perks of walking to lots of great restaurants, specialty shopping and boutiques. We are just seconds from a beautiful stroll along the River. Bakery and coffee shop underneath. Enjoy brunch on the weekends or a sweet treat anytime in the week

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.

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!

Luxury 2 BR 2 Bath Downtown Double Condo

This luxury 2 bed 2 bath 1900 square foot double condo is centrally located in downtown Paducah across the street from Maiden Alley, the Carson Center, and the Market House Theater. Built in 1870, “The Parlour” is a historic property that has been renovated with modern touches while preserving yesterday’s charm. Guests can walk to many local attractions and Paducah’s best bars, shops, and restaurants.

Amazing Location 2 Mi. Downtown - Rupp - UK Campus

2 mi to Rupp Arena • 2 mi to Kroger Field1 mi to University of Kentucky • 1 mi to Downtown Lexington One block from Woodland Park in the coveted Chevy Chase / Ashland neighborhood, our home blends urban convenience with serene park views. Stroll to top restaurants, local breweries, and coffee shops—all just minutes away. Enjoy the best of Lexington—perfect for exploring, dining, and entertainment!

The Highlands Modern Condo

Our brand new renovated 1BR condo is located in a famous Highlands' neighborhood. Conveniently located about 5-8 minutes from Churchill Downs, KFC Yum Center, Cardinal Stadium, Convention Centre, Center for the Art, Downtown Distilleries, Paristown, Nulu and Germantown area, 12 minutes from Airport. Walking distance to many great restaurants, bars, shops, and parks.