Holiday rentals with breakfast in Jefferson County

Find and book unique Holiday Accommodation with Breakfast on Airbnb

Top-rated Holiday Accommodation with Breakfast in Jefferson County

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Top Guest favourite

Guest suite in Louisville

4.97 out of 5 average rating, 137 reviews

Action City! Extravaganza at Bardstown Rd!

In the HEART of the Highlands, this spot sits near the corner of the main strip- just steps to Bardstown Rd. A few minutes drive to anywhere in city limits! And exactly where YOU want to be! Action Packed: Restaurants, Shopping, Bars, Parks, and Church- all walkable. A surprise local GIFT CARD given with each stay! This place is stylish, chic, cozy, and extremely quiet, as double pane windows have been installed. Recently renovated, it houses all the essentials for a weekend or week long stay.

Guest favourite

Home in Louisville

4.88 out of 5 average rating, 131 reviews

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

Guest favourite

Loft in New Albany

4.93 out of 5 average rating, 87 reviews

The Fun-Sized Getaway You Didn’t Know You Needed

-🌆 Just steps from local restaurants, boutiques, historic sites, and the scenic Ohio River ☕ Start your day with our fully stocked coffee bar—complimentary snacks included! 🚶‍♀️ Walk to the farmers market, riverfront trails, and weekend festivals 🎰 Only minutes to downtown Louisville and Caesars Casino 🛏️ Spotless, secure, and thoughtfully designed for a comfortable stay 🚗 Easy, convenient parking + quick self check-in 💬 Hosted by responsive locals ready with personalized recommendations

Guest favourite

Cabin in Louisville

4.95 out of 5 average rating, 341 reviews

Captain's Cabin: Bourbon Trail, History & Romance

Your own log cabin on a wooded hillside with gourmet breakfast served to your door (on weekends)! It's been the location for 4 movies, including Lifetime! Period furnishings and modern conveniences make this an unforgettable retreat. A massive stone fireplace creates a quiet ambiance. Watch wildlife by the lake, creek or from back porch swings. Comfy bed, luxury sheets, high-speed internet, bluetooth stereo and special touches make your stay magical! Ask for Cooking With Bourbon Experience.

Guest favourite

Loft in Louisville

4.97 out of 5 average rating, 842 reviews

Bourbon City Loft - Free downtown parking!

If this loft is booked, please check out my other listings... https://www.airbnb.com/h/derby-city-loft https://www.airbnb.com/h/river-city-loft Spacious 950 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! You'll be 4 blocks from the YUM! Center, 2 blocks from the Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Top Guest favourite

Guest suite in Jeffersonville

4.96 out of 5 average rating, 140 reviews

Cozy! Minutes from Louisville. No cleaning fees.

NO CLEANING FEES!Relax in this modern yet cozy space. (2)Queen beds/bedrooms, (1)Queen air mattress available NOTE: We too reside in upper level but will not invade your privacy. NO SHARED LIVING SPACE. 6 minutes to 2nd St bridge/65S to downtown Louisville or 2 minutes to East End Bridge (265E) to Louisville LOU (SDF) Airport 20 min CHURCHILL DOWNS 21 min Highland Festival Grounds/Ky Expo Ctr 18 min LOU Waterfrnt 12 min KFC YUM Ctr 12 min Ky Kingdom 16 min

Superhost

Home in Louisville

4.74 out of 5 average rating, 674 reviews

Relaxing Oasis - Churchill Downs

Fantastic Location! This newly updated home offers a 5-minute walk to Churchill Downs and the University of Louisville, 5-minute drives to the airport and Fairgrounds/Exposition Center, and 10-minute drives to trendy NuLu, Highlands, and Germantown neighborhoods. This space will offer the best of what Louisville has to offer. THIS AIRBNB PROPERTY HAS A ZERO TOLERANCE FOR PARTIES OF ANY KIND. THE POLICE WILL BE CALLED AND THERE IS A $500 FEE LEVIED ON GUESTS FOR HOSTING PARTIES

Guest favourite

Guesthouse in Louisville

4.9 out of 5 average rating, 137 reviews

Cottage Park Carriage House. Rest w/Hollyhock

The Carriage house is located behind a historic mansion in beautiful Crescent Hill. Situated next to a park, this ideal location is still one block away from Frankfort Ave. shopping & dining, conveniently located near downtown, Churchill Downs, & four blocks from the Largest park in downtown Louisville. Newly designed and renovated-includes two separate bedrooms, office area, full kitchen, bathroom, & laundry. Free wifi, & parking. Refresh and relax in this satisfying getaway!

Top Guest favourite

Guesthouse in Louisville

4.98 out of 5 average rating, 295 reviews

Highlands Carriage House

Secluded Retreat in the Heart of the Highlands! Perfect for DERBY! Our carriage house is perfectly located in the heart of all Louisville has to offer. We are only steps from the finest dining, entertainment, pubs, shopping, parks, and coffee in Louisville. Bustling and eccentric Bardstown Road is only half a block away, yet the Carriage House feels secluded and very private. It is located 5 miles from Churchill Downs, 7 miles from the airport, and 2 miles from downtown.

Guest favourite

Apartment in Louisville

4.95 out of 5 average rating, 398 reviews

Sunny Clifton Loft

Recently renovated studio apartment with loads of natural light, steps from award-winning local restaurants, bakeries, bars, and housed above our independent record store. We do our best to AirBnB ethically & responsibly.. Revenue from this unit helps to 1) keep on-site residential rents affordable & increase-free 2) maintain the historic building & protect it from outside development while 3) help us steer our future as a brick and mortar independent business.

Guest favourite

Tiny home in Louisville

4.96 out of 5 average rating, 170 reviews

Trendy Tiny Home w/ King Bed Loft

Unique experience in style! Enjoy a weekend or an extended stay at this charming carriage house just walking distance to popular restaurants, breweries and local shops. The location is perfect! Inside you'll find a fully equipped kitchen, bathroom, living room with a 55" smart tv, a dedicated work space/desk and a king sized bed in the loft. Guests will have privacy with self-check in smart locks and a dedicated parking space. We can't wait to host you!

Top Guest favourite

Home in Louisville

4.99 out of 5 average rating, 135 reviews

Yellow Bird - Best Nest on Frankfort - Sleeps 4-6

One fantastic location right on "The Avenue", walkable to restaurants, bars & shops, minutes from Downtown. Our 2nd place here can host guests who need more space than our "Front Porch on Frankfort" just a couple blocks away (See our 5 Star Reviews!). With the most comfy Queen beds in each bedroom, a full size sofa bed in the back den, a well-stocked kitchen, we can host long term guests. There's a dedicated dining area plus a patio table out back too.