Condo vacation rentals in Jefferson County

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Top-rated condo rentals in Jefferson County

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Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 209 reviews

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!

Jun 10 – 17

G$23,486 GYD per night

Guest favorite

Condo in Louisville

4.98 out of 5 average rating, 166 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.

Aug 19 – 26

G$31,975 GYD per night

Guest favorite

Condo in Highlands

4.97 out of 5 average rating, 124 reviews

Swanky 2 LEVEL CONDO WALK TO Everything Highlands!

Located in The Highlands; one of the most fun & safest areas in all of Louisville. You can walk to shops, restaurants, parks, bars, etc. Some are literally a stone's throw away. Best of all, this condo is secluded four blocks from Bardstown Road (an entertainment mecca) so you’ll be able to sleep without being awoken by the city’s 4AM night life! A perfect home base centrally located for touring local attractions or bourbon distilleries. Just mins to downtown, NuLu, expo center, I-65, & airport.

Nov 4 – 11

G$41,256 GYD per night

Guest favorite

Condo in Saint Matthews

4.95 out of 5 average rating, 220 reviews

The Sweet Spot! - Live Like a Local

Live like a local in Louisville’s most sought-after neighborhood for young professionals and families. Rich in history and packed with wall to wall entertainment; this neighborhood carries a premium price tag for its aspiring residents. This condo began life two decades ago as a single unit, but the owner purchased the property next door and gutted the entire second level to create the masterpiece before you! You will truly enjoy this home away from home. No Smoking or Vaping Inside the Home!

Jan 17 – 24

G$38,788 GYD per night

Superhost

Condo in Louisville

4.91 out of 5 average rating, 216 reviews

Downtown Condo | Private 1 CAR Garage & Balcony

Beautiful Downtown Loft Condo with private balcony overlooking 4th Street. Walking distance to fantastic eateries, bars, concerts, ball games, and much more. Steps to the Palace Theater and 4th Street Live and next door to the Seelbach Hotel. Private 1 CAR, connected to the building for easy downtown parking. Building has secure entry and an elevator. The building is an old clothing department store, BYCKS. This 4th floor unit boasts exposed ceilings, brick walls, and hardwood flooring.

Jan 12 – 19

G$45,906 GYD per night

Guest favorite

Condo in Louisville

4.97 out of 5 average rating, 116 reviews

THE DERBY CITY LOFT, High style living downtown

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.

Oct 6 – 13

G$43,054 GYD per night

Guest favorite

Condo in Louisville

4.86 out of 5 average rating, 558 reviews

Custom 1920s Bungalow in Historic Highlands

Beautifully renovated, 800 sq ft, 2 Bedroom, 1 bath apartment centrally located in the historic Highlands neighborhood. Small but efficient kitchen for staying in, and a coffee bar in the dining room, to get you moving. Excellent restaurants, coffee shops, and boutique shopping within a few blocks. Beautiful Cave Hill Cemetery, and Cherokee Park are nearby, as well as a playground and dog park just a block away. A Walgreens is just a few steps away for groceries, etc.

Oct 1 – 8

G$32,294 GYD per night

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 109 reviews

Peaceful Retreat on 4th Street - Parking included!

Welcome to Louisville! Our condo is mere steps away from Fourth Street Live, the Convention Center, live theater and stage venues, Whiskey Row, the starting point of the Bourbon Trail, and a host of restaurants where you can indulge your "Foodie" side. Cardinal Stadium, Churchill Downs, the airport, fairgrounds, Kentucky Kingdom and the zoo are a short ride away. This condo is ideally located for fun or business, yet when you're inside it is blissfully quiet!

Aug 24 – 31

G$35,716 GYD per night

Guest favorite

Condo in Central Business District

4.98 out of 5 average rating, 117 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!

Jan 26 – Feb 2

G$63,121 GYD per night

Superhost

Condo in Louisville

4.85 out of 5 average rating, 149 reviews

2 bdrm wt theater. Central location near highlands

Hi this is a 4plex apartment style condo used only for Airbnb. Off bardstown rd. 2 miles from the highlands, 6 miles from Churchill downs. Near ky kingdom & the zoo. 2 bdrms; king size bed wt a 110" motorized theater, queen size bed wt 45" tv in the 2nd bdrm. Samsung washer & dryer in the unit. Fireplace, central air & heat, 2 tvs & a theater with over 200 hd channels & wifi. Kitchen is equipped. No local guests from Louisville or surrounding areas allowed.

Jul 9 – 16

G$34,439 GYD per night

Guest favorite

Condo in Louisville

4.96 out of 5 average rating, 223 reviews

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.

Feb 22 – Mar 1

G$21,805 GYD per night

Guest favorite

Condo in Louisville

4.99 out of 5 average rating, 276 reviews

Louisville's Best Neighborhood Gallery Square NuLu

One bedroom contemporary condo with plenty of amenities including TV in bedroom and living room, fully furnished kitchen, washer/dryer, ironing board, walk-in closet and secured parking for one vehicle. Located in the trendy NuLu area of downtown Louisville with bars, shops and numerous restaurants that are just minutes away from the front door.

Jun 28 – Jul 3

G$31,290 GYD per night