Condo holiday rentals in Kentucky

A spacious loft-style kitchen is highlighted by a modern white table surrounded by metal chairs. A vintage neon sign reading 'Louisville' adds a pop of color against the textured wall. Natural light pours in through large windows, reflecting off shiny purple floors.

4.95 out of 5 average rating, 269 reviews

★ 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

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The living area features large windows allowing natural light to fill the space. A comfortable couch is positioned beside a rustic coffee table, with a dining area featuring bar stools in the background. Exposed brick walls and glossy concrete floors add character.

4.99 out of 5 average rating, 163 reviews

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.

FamilyLocationWi-Fi

4.93 out of 5 average rating, 208 reviews

A cozy living room features a comfortable sofa and a decorative armchair. Two floor lamps provide soft lighting, while a coffee table occupies the center. A large television is positioned on a stand, and natural light filters through a window with closed blinds.

Condo in Lexington

*Bluegrass Getaway*

This apartment is a perfect location for catching a UK game, a weekend at Keeneland or a quick business trip. This apartment features an open concept kitchen and living area. The bedroom connects to a master bath with beautiful counter tops and fixtures. Simply pull the barn doors shut for privacy from the living area. Also features new stainless steel appliances, granite countertops, cultured marble shower, washer/dryer and convenient parking. 1.8 miles to Red Mile Casino, 2.5 miles to Rupp.

FamilyValueIndoor spaces

4.94 out of 5 average rating, 267 reviews

An open living area features large glass doors that provide views of the greenery outside. Industrial elements, such as exposed beams and metal accents, complement a cozy seating arrangement with a sectional sofa and wooden coffee table. A dining table with bar stools is visible in the background.

Condo in Lexington

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

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4.99 out of 5 average rating, 148 reviews

A modern townhouse features a two-story brick exterior with arched columns and large windows. A covered deck extends from the second floor, providing outdoor seating. A wrought-iron railing surrounds the deck, while access is available via a short ramp leading to the entrance.

Condo in Elizabethtown

“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!

ValueFamilyLayout

A spacious sectional sofa is center stage in a modern living area. The room is brightened by large windows, showcasing views of the outdoors. A decorative rug adds color and warmth, while a round coffee table completes the inviting setup.

4.98 out of 5 average rating, 191 reviews

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.

LocationFamilyAccess

4.94 out of 5 average rating, 312 reviews

The bedroom features a king-size bed dressed in luxurious linens with a decorative quilt. Unique patterned wallpaper adds character, while a bedside table holds a stylish lamp. Tall curtains frame a window, allowing natural light to filter in, and a patterned rug complements the warm wooden flooring.

Condo in Paducah

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.

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Condo in East Market District

A colorful mural featuring vibrant horses adorns the exterior wall of the NULU Marketplace. The artwork is complemented by geometric shapes and bright colors, adding visual interest to the building's facade. Small trees and landscaping enhance the inviting atmosphere of the marketplace.

4.96 out of 5 average rating, 149 reviews

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!

LocationFamilyLaundry

A spacious rooftop patio is highlighted by stylish furniture, including a large sectional and coffee table. Potted plants add greenery, while a scenic river view stretches in the background beneath a clear blue sky filled with light clouds.

4.98 out of 5 average rating, 189 reviews

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!

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The rooftop patio features a relaxing seating area with wicker furniture, including a couch and a stylish hanging chair. A coffee table sits in the center, complemented by potted greenery. The space is surrounded by a decorative railing and offers an inviting atmosphere for outdoor enjoyment.

4.95 out of 5 average rating, 143 reviews

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

LocationFamilyCheck-in

4.95 out of 5 average rating, 105 reviews

The exterior of the Paradise Inn B&B showcases a charming three-story building with a vibrant yellow and red brick façade. Large windows are framed in white, allowing natural light to illuminate the interior. A sign for Paradise Cafe is prominently displayed at the entrance.

Condo in Paris

Paradise Inn B&B - Honeymoon 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.

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