Holiday houses in Brownsboro Village

Cozy cottage open for Bourbon and beyond

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

Hidden GEM, newly furnished in a safe, great area

Our “unit” is a great place to stay. Absolutely wonderful neighborhood with beautiful historic setting, cozy, safe and quiet. Short walking distance to many restaurants, shops, coffee houses. Majestic trees line properties and homes. Downtown & NULU 4 miles. Churchill Downs 10 miles, University of Louisville is 13 miles away. Golf & swim center .25 miles this. property is duplex. Very separate accommodations! Private! If you have baby we have supplies, portable crib changing pad upon request!

The Sweet Spot! - Live Like a Local

Live like a local in one of Louisville’s most sought-after neighborhoods, young professionals and families alike. Rich in history and surrounded by wall-to-wall dining, shopping, and entertainment, this vibrant area is known for its charm, energy, and premium appeal. Originally built as a single condo over two decades ago, the owner later acquired the neighboring unit and completely reimagined the entire second level. The result is a thoughtfully crafted space that truly feels like a retreat.

The Cottage @ Mellwood

BRAND NEW CONSTRUCTION! This cozy cliff side cottage offers serenity in the city with amazing outdoor spaces and beautiful view of the downtown skyline. It is centrally located, minutes away from downtown Louisville & NULU. This property is especially unique as it is steps away from Mellwood Arts Center; home to events, art studios, shops, cafes, and brewery. This location is ideal for any wedding party, bourbon tours, festivals, fireworks show or any other reason to visit the Derby city!

The Eastern Don David

Two houses were completely renovated between 2022 & 2023 and joined to make one huge property! Everything is new. It is now a 6 bed 3 bath house with 5 king beds & 7 twin beds. It can sleep 17 people comfortably with no one having to sleep on a couch. Located in St Matthews & walking distance to the best restaurants and bars in Louisville, it is less than 10 minutes from Churchill Downs and downtown. The backyard is private and has a covered patio and plenty of room for cornhole & games.

Iconic Lighthouse Estate on Scenic Ohio River!

Settle into this spacious 2,200-square-foot Prospect retreat along the Ohio River, accommodating up to 10 guests across a king suite, bunk room, and flexible loft. The home features 2.5 bathrooms, a full galley kitchen with dishwasher and Keurig, a bar family room, and a living room with a smart TV. A private in-home elevator connects the two levels — a rare touch that sets this retreat apart. Five dedicated parking spaces, whole-home Wi-Fi, and in-home laundry complete the package.

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

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.

Walk to Clifton: Pet-Friendly Home, Fenced Yard

Stylish retreat in Historic Clifton, a charming 600 sq ft shotgun home (1900s) with modern updates. Steps from vibrant Frankfort Ave shops & restaurants. Features King bed, pull-out sofa, fully equipped kitchen, fenced yard, and fire pit. Dog-friendly! Comfortably fits 2-4 guests. Explore Highlands, Nulu, and Downtown Louisville easily. A unique blend of history and comfort.

Relaxing stay near Louisville's top attractions!

Relax in this calm, stylish space that has plenty of space for a small group. This home is nestled at the front of a residential property but provides the ultimate experience for calm, tranquil, relaxation. Tucked away on a quiet street, you almost forget your in the middle of a prime area. Come enjoy this home away from home!

Groovy Hidden Gem w/Park 2 min Walk

Discover the city in my cozy Airbnb, perfectly located in St. Matthew’s within walking distance to lush parks, vibrant coffee shops, eclectic bars, and delicious restaurants. Most everything you would want to see in Louisville is a 15 min drive or less from this location. Your perfect base to explore, relax, and indulge.

cozy two bedroom apartment

Newly styled 2 bed/2bath apartment in St. Matthews. This second floor unit has lots of natural light, hardwood floors throughout, and is located in a quiet neighborhood within 10-15 minutes to Frankfort Avenue and downtown Louisville. This apartment is also a very close drive to many shops, local restaurants, and bars.