Condo vacation rentals in Kentucky

Historic Downtown Condo w/River View-Walkable

Stay in the heart of downtown Paducah featuring a relaxing river view, located just off Maiden Alley in the historic Foxbriar Inn. Perfectly situated within walking distance to some of Paducah’s top attractions: 🎭 The Carson Center 🎬 Market House Theatre 🧵 National Quilt Museum 🎨 Lowertown Arts District 🍽️ Local restaurants and bars 🌊 Riverfront walking trail Whether you're visiting for art, entertainment, or a weekend getaway, you’ll love the convenience of a walkable downtown location.

Family · Location · View

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.

Value · Location · Comfort

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

Location · Value · Bathroom

“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!

Location · Family · Decor

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.

Location · Family · Quiet

Walk to Bourbon Trail | NULU Gem | Gated Parking

Stay in the heart of NULU—this modern ground-floor condo puts you steps from Louisville’s best restaurants, bourbon stops, and local shops. Walk to favorites like Angel’s Envy and Rabbit Hole Distillery, enjoy all the NuLu dining, or head downtown in minutes for concerts, games, or events. The condo is comfortable, quiet, and thoughtfully set up—ideal for couples, solo travelers, or business stays, with gated parking, fast Wi-Fi, and everything needed for short or extended stays.

Family · Location · Access

Cozy studio in The Foxbriar - Downtown

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.

Location · Family · Parking

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.

Family · Location · Checkout

The Old Fashioned~Luxury 1BR~Stay Nulu Marketplace

Welcome to The Old Fashioned presented by BNB Louisville! 🥃 Experience this spectacular unit in the hottest urban development in the city, NULU Marketplace. • Luxurious 1 Bedroom Suite with a King Bed and Sofa Bed 🛏️ • Historic charm with exposed brick, high ceilings, and pocket doors • Spa bathroom featuring a relaxing soaking tub 🛁 • Full kitchen and private laundry • Secure off street parking included 🚗 Perfect for a romantic getaway or a stylish city retreat!

Location · Value · Walkability

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!

Family · Value · Cleanliness

RiverSuite1-Experience the view w/a group of 10+

Relax by the river in this beautiful space that showcases a huge living room with a panoramic view of the Ohio River & Bridge. Walkout onto the enormous, covered deck to relax while you take in the mesmerizing view. Located less than a 1/2 mile away from the Downtown (DTR) where you can stroll along historic brick streets as you dine and shop at several unique spots. The view is often said to rival the world’s most beloved views.

Location · Value · Heating

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.

Location · Family · Bathroom