Holiday rentals in Jefferson County

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Top-rated holiday rentals in Jefferson County

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Guest favourite

Flat in Louisville

4.94 out of 5 average rating, 297 reviews

Chic, Luxurious Carriage House in Ideal Location

Selected by Architectural Digest as best Airbnb in Kentucky. Sink into the rounded, studded armchair under exposed wooden beams at a characterful retreat with minimal, modern style. This historic space contrasts deluxe touches including the 6-foot soaking tub with sash windows and a sliding barn door. This fully furnished apartment is perfect for a getaway weekend or for short to medium rental as an executive apartment. The historic property has been lovingly renovated as a luxurious apartment with high-end finishes while maintaining the historic character of its past as a carriage house. You enter the apartment through a hallway that houses a dedicated washer and dryer. Upstairs features a large living/working space, a beautiful kitchen with brand new-high end appliances, and a 50" 4K smart TV. The sliding barn door separates the bedroom, where you will also find a large walk-in closet, a marble bathroom with a 6 foot soaking tub, and a brand new queen sized Tuft and Needle mattress. We will meet our guests and orient them to the house and neighborhood, or provide self check-in depending on preference. For the remainder of your stay, we will be close by for any additional needs. Cherokee Triangle is one of the most historic neighborhoods in Louisville, built in the late 19th century and part of the larger Highlands area. The tree-lined streets are a short walk from the restaurants, bars, and boutiques on Bardstown Road. You do not need a car around here - everything is a short walk away. Parks, restaurants, shops, grocery stores are all within 5 minutes on foot. Downtown or Churchill Downs are is a 5-10 minute drive away. Street parking is available.

Guest favourite

Flat in Louisville

4.94 out of 5 average rating, 155 reviews

NuLu Arts District Designer Curated Studio

Steps from the city’s favorite restaurants, distilleries, breweries, coffee, shopping, wine bars, and galleries, you can fall out of bed and into your choice of any number of NuLu experiences. Easy access to bike and scooter rentals. - In the heart of NuLu, next door to NuLu Marketplace - Within a block of restaurants, breweries, distilleries, wine bars, coffee shops, & retail - Contemporary architecture, furnishings, and art - Professionally managed - Kitchenette includes a refrigerator, sink

Top guest favourite

Guest suite in Louisville

4.94 out of 5 average rating, 287 reviews

Hide away close to everything

Recently remodeled in law suite. We just upgraded the bed to a queen size. Very private, detached garage getaway. A cozy sitting area 60" CableTV with HBO SHOWTIME and STARZ. Wet bar with fridge, ice maker, coffee maker, microwave, hot plate, dishes and some cookware. Private bath has shower and a walk in closet. This private apt. is above the garage. Outside has fenced in yard for your furry friend, outdoor fire pit and sitting area. Close to the interstate and minutes from downtown.

Guest favourite

Campervan/Motorhome in Louisville

4.95 out of 5 average rating, 114 reviews

Stella Airstream at Progress Park in Derby City

This gorgeous silver bullet is our Stella Airstream, lovingly named after Wally Byam's wife Stella! She is a 1983 Airstream Classic. She's loaded with all the modern amenities! Stella can sleep 6 comfortably with 2 king beds and 2 bunk beds. There's a private toilet/shower with 2 add'l nearby. You'll have a kitchen & covered patio with grill & firepit. There are 11 total units on site. 2 houses, 8 airstreams & a bunk house. *DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

Top guest favourite

Cabin in Louisville

5 out of 5 average rating, 234 reviews

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Guest favourite

Flat in Clarksville

4.93 out of 5 average rating, 180 reviews

Modern stay overlooking downtown

Forget your worries in this Luxury spacious and serene space. Make yourself at home! Relax in the unique 1Bedroom Queen size bed with Restaurants and smoothie bar in building! you’ll be close to Restaurants alongside the Ohio river, Kfc Yum Center, Downtown Walking bridge , Deserts , bars , music and more! Great wifi, meeting rooms open 24/7 charging stations for your electric vehicle! Last but not least Beautiful overlook of downtown Louisville on charming rooftop patio!

Guest favourite

Loft in Louisville

4.81 out of 5 average rating, 658 reviews

DerbyLoft Louisville

Enjoy the best of Louisville in our second floor loft, a studs-up renovation with modern amenities, full kitchen, and a beautiful bathroom. We're in a central location from which guests can easily tour the heart of Louisville. Private entrance Free parking on street Free Wifi 10min (0.5mi) walk to Churchill Downs 25min (1.5mi) walk to Cardinal Stadium 5min (1.8mi) drive to historic Old Louisville 6min (1.9mi) drive to KY Expo Center 12min (3.2mi) drive to Louisville Airport

Top guest favourite

Dome in Mount Washington

4.98 out of 5 average rating, 185 reviews

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

Superhost

Home in Louisville

4.89 out of 5 average rating, 209 reviews

*Walk to Churchill Downs!*Close to Expo, UL, YUM!

This house just went under a full renovation! Everything is new and awaits your stay. This property is only .4 miles away from the historic Churchill Downs! A quick Uber or cab ride will get you to 4th Street Live, the Highlands, Frankfort Ave, and many more attractions. We are also only 1.9 miles away from the Kentucky Fair and Expo Center which hosts events every week, concerts, Kentucky Kingdom amusement park, and the state fair.

Top guest favourite

Guest suite in Louisville

4.95 out of 5 average rating, 333 reviews

Highlands Lower Level Studio Guest Suite

Private, well-lit, entrance is in rear of home. The space is approx. 600sq. ft. There is a gas fireplace, 42" HD TV w/Netflix & Amazon Prime. Kitchen has Keurig coffee maker, convection oven, inferred glass top burner, microwave, refrigerator/freezer w/ice, washer/dryer& a large marble shower, with heated floors in the shower room. Also space equipped w/ Medify air purifier w/H13 true Hepa medical grade filter.

Top guest favourite

Guest suite in Louisville

4.96 out of 5 average rating, 163 reviews

One Room Apartment with Private Off Street Parking

Room is a stand alone efficiency with a kitchenette, blackout curtains, and reclining queen bed. It has one designated parking space and seperate entrance. Unit has private bath and walk in closet, and kitchenete. Also has refeigerator, coffee maker, work desk microwave, 42" smart tv, Ninja airfryer oven, and couch. Private porch with table and chairs. Close/secure single parking space.

Guest favourite

Guest house in Louisville

4.92 out of 5 average rating, 1,058 reviews

HIghlands Modern Get Away

Ideal, quiet place in the highlands. You have the apartment over the garage. You'll have a place all to yourself with most the amenities of your own home. Studio apartment with a balcony if you decide to hang out and relax for the evening. There is a cook top, but no oven in the kitchen. Park in the driveway in front of the garage. Pets are welcome, plz add them when booking.