Condo vacation rentals in Kentucky

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Top-rated condo rentals in Kentucky

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Guest favorite

Condo in Elizabethtown

4.95 out of 5 average rating, 176 reviews

Lavish Downtown ROOFTOP Condo - Sleeps 6

Your whole group will enjoy easy access to everything from this beautiful centrally located condo in downtown Elizabethtown. Be right in the middle of all the action with new restaurants, bars and shopping. Condo is 1 bedroom, 1 bath but can sleep up to 6. Bedroom has queen size bed, living room has pull out bed in couch and there is also a full size murphy bed. Fully equipped kitchen and a pool table! The rooftop offers a great view of the city that you can enjoy while relaxing in the hammock.

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 106 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.

Guest favorite

Condo in Louisville

4.94 out of 5 average rating, 167 reviews

Modern 1 BR Downtown | Free Parking | EV Charger 6

The Theatre Building is a beautifully renovated Art Deco building listed on the Historical Register located next to the Palace Theater. You will enjoy easy access to all of downtown from our central location for fun or work. The unit has its own dedicated high speed (300MB) wi-fi connection, HDTV w/cable & streaming apps, as well as 1 FREE off-street, hotel garage parking space. There are numerous entertainment, shopping, dining and bourbon tasting options available within a short walk.

Guest favorite

Condo in Paducah

4.95 out of 5 average rating, 577 reviews

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.

Guest favorite

Condo in Shelbyville

4.89 out of 5 average rating, 122 reviews

Your Kentucky Home Away From Home

Lovely, renovated Patio Home features 2 bedrooms and 2 full baths – one with a low-entrance shower and one with a full tub. This Open Floor Plan has 1st Floor Entry, front-door parking and 36” doors, making it easily accessible. This home is fully furnished throughout, including a full kitchen with all appliances, dishes, drinkware and silverware, washer and dryer, wall-mounted flat-screen television, tasteful art, linens, towels and more. This is your home away from home!

Guest favorite

Condo in Paducah

4.96 out of 5 average rating, 161 reviews

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.

Guest favorite

Condo in Louisville

4.98 out of 5 average rating, 446 reviews

Remodeled suite in one of Louisville's BEST areas

Beautiful basement suite in charming Louisville neighborhood. Perfect location close to everything! Bus Stop and Multiple Restaurants (walking) Interstate 264 (1 mile) KY Expo Center (half mile) Norton Hospital (1.2) Interstate 65 (1.4) UofL (1.5) Kentucky Kingdom (1.5) Louisville Zoo (2.1) Airport (2.3) Mega Cavern (2.6) Churchhill Downs (2.8) Bardstown Road (3.0) Derby City Gaming (3.4) 4th Street Live (4.3) Waterfront Park (4.5) Yum! Center (4.6) Slugger Museum (5.0)

Guest favorite

Condo in Gray

4.84 out of 5 average rating, 110 reviews

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 roughly 10 mins off of I75. Close attractions include Cumberland Falls, Levi Jackson, Pine Mountain and Laurel Lake. Summertime means fishing! You are welcome to watch the fish unload from the truck and see local fishermen catching their limit!

Guest favorite

Condo in Paris

4.93 out of 5 average rating, 104 reviews

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.

Guest favorite

Condo in Paducah

5 out of 5 average rating, 148 reviews

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.

Guest favorite

Condo in Lexington

4.91 out of 5 average rating, 138 reviews

Across From UK Hospital-Weekly/Monthly Discounts!

Welcome to Lexington! Stay in our cozy condo in the heart of the University of Kentucky campus. It's walkable or a short ride to restaurants, bars, downtown, and shopping. Take in a University of Kentucky sporting event, check out the cool nightlife, or try your luck at nearby Red Mile Racetrack or at the Legendary Kenneland Race Course. Your adventure awaits!

Guest favorite

Condo in Elizabethtown

5 out of 5 average rating, 216 reviews

*New* Kentucky Industrial Bourbon Downtown Loft!

Updated Listing!* The updated industrial downtown loft welcomes you in with a stunning entry staircase, topped with a unique hand railing with a large open living area & wood flooring throughout. All walking distance to downtown activities. Enjoy the coffee shop just below you along with the many boutiques, yoga, restaurants, bourbon trail & more!