Holiday rentals with breakfast in St. Matthews

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

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 5 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.

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!

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

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!

Two Bedrooms walking to Expo Center & KY Kingdom!

Spacious private two bedroom in charming Louisville neighborhood. Perfect location is close to everything! Bus Stop and Multiple Restaurants (short walk) Interstate 264 (1 mile) KY Expo Center (1.1) 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)

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.

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!

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.