Holiday rentals with outdoor seating in Jefferson County

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

House of Black & White|Hot Tub|Fire Pit|King Bed

- 5-minute walk to center of Nulu - Relax in a backyard packed with flowers and a Hot Tub, Fire Pit, & outdoor dining area - Fully equipped chef's kitchen with Instapot, rice maker, toaster, and every type of coffee maker under the sun - Full cable tv along with Netflix, Disney+, Hulu, HBO - Nintendo Switch w/multiple games - Numerous board games - 5 minute walk to <3 of NuLu - 15 minute walk to Highlands (5 min drive) - 15 minutes to Churchill Downs - 15 minutes to airport - 10 minutes to UofL

The Marie Airstream at Progress Park in Derby City

NOTE: FOR DERBY WE DON'T ALLOW CHECK INS OR OUTS ON FRI OR SAT. THURS-SUN MIN RQUIRED. This gorgeous silver bullet is our Marie Airstream! Marie is a 1996 Excella. She sleeps 5 and includes a private bathroom with shower, and a full kitchen. Your covered patio will have a firepit, grill & hammock & a short walk to all the fun & water activities. Boats & lifejackets provided. Progress Park is a shared glamping property with 11 total units on site. 2 houses, 8 airstreams & a bunk house.

Fully Renovated 2 Bedroom Apt with Private Deck

You will enjoy this huge two bedroom unit includes beds for up to 6 guest. Perfect for families or work crews in town who need an affordable, clean place to stay. The whole group will enjoy easy access to everything from this centrally located place. Close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

The Jungalow: 65" 4K TV, memory foam, kid-friendly

Michael and Ashley (Lumos Stays) welcome you to Louisville, home of bourbon! Centrally located, minutes from the interstate, and close to downtown and the bourbon trail, this is your home base for adventure. Enjoy the 65" 4K Roku TV, fast wifi (~387mbps), green tea memory foam mattresses, modern kitchen, kid-friendly amenities… and did you see that outdoor space? Solo Stove fire pit, hammock, propane grill, and games. Enjoy the private fenced-in backyard and large driveway!

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.

Bourbon Trail-King Bed-BBQ-Fire Pit-W&D-Office

⚜1900 sq-ft of modern living space ⚜Immaculate outdoor entertainment space equipped with grill, fire pit, and outdoor dining ⚜Fully stocked kitchen ready for any traveler's experience ⚜Dry Bar ⚜Big Screen TV's equipped in every bedroom ⚜Games, switch console & books for kids and adults ⚜3rd story office space with twin bed and city skyline views ⚜Urban bourbon trail ⚜Pet friendly! ⚜Minutes from Churchill Downs, Distilleries, Downtown, & KY Expo Center

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.

king bed and oasis backyard with hot tub

11 miles to Derby. Come enjoy our newly decorated house with a hot tub, gazebo outdoor fun area and lounge furniture and wood burning fire pit. The idea is to both indoor and outdoor give you a great experience that not everyone offers! We sleep 4 adults comfortably in our 1 KING size bedroom and 1 QUEEN size bedroom. We're located in a quiet neighborhood with a fully fenced in backyard and we're Pet Friendly with a fee!