Holiday houses in Shively

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

The House with the Orange Door

Near Churchill Downs (7mins) UofL (5mins) downtown (10mins) Convention Center (10mins) Fairgrounds (4mins), and close to restaurants, bars and coffee shops. The home offers two bedrooms with queen beds and a pull-out couch in the living room. Enjoy coffee or a relaxing evening on the back deck. The kitchen is fully equipped and the open living space provides a great area for socializing. Locally made art and decor is on display, adding to the uniqueness of the space. No local bookings please!

Walkout on wooded hillside by Airport and Downs

Welcome to your country retreat in the city! Our walk-out basement suite has everything you need, along with privacy and a lot of local, international, and fast food restaurants within a 5 minute drive. A beautiful neighborhood for a stroll, with several historic landmarks. Neighborhood is partially wooded, you may see wild turkeys, fox, and owls! 2 min from 700acre Iroquois Park, 10min from Churchill Downs, 17 minutes from downtown, and 7 minutes from the Louisville International airport.

Highland Victorian Retreat

Experience the epitome of old-world charm in our exquisite one-bedroom apartment! Indulge in the serenity of a separate bedroom featuring an exceptionally comfortable bed designed to ensure a restful night's sleep. The tastefully decorated living room is highlighted by an elegant antique fireplace, creating an inviting ambiance. The fully-equipped kitchen boasts modern appliances, including a brand-new washer and dryer, ensuring you have everything you need for a seamless and enjoyable stay.

✦ Near Expo ✦ Downtown ✦ Churchill ✦ Updated

Gather, relax, and explore from this cozy four-bedroom escape. Located in a quiet area with easy access to downtown, the Expo Center, distilleries, and local favorites. It’s the perfect spot to recharge after a full day out. Includes a stocked kitchen and fast Wi-Fi. No locals. No parties. 4 bedrooms, beds for 10 people - 3 miles to KY Expo Center - 10 min drive to downtown activities and distilleries - Churchhill downs = 1.5 miles No Locals No Parties (only registered guests)

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

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.

3BR Derby Home | 2 Minutes to Churchill Downs

Welcome to your stylish and spacious Louisville retreat! This beautifully designed first-floor apartment offers comfort, entertainment, and modern convenience, perfect for families, groups, or business travelers looking to stay near everything Louisville has to offer. Whether you're visiting for the Kentucky Derby, a weekend getaway, business travel, or family time, this spacious and modern apartment provides the perfect home base for your Louisville stay.

Colonial Hideout | Nulu Fest Coming Soon!

Ready for a relaxing stay in Louisville, Kentucky?! Welcome to a wonderfully homey stay minutes away from the KY Expo Center & Kentucky Fair Grounds. Perfect for hitting the Kentucky Bourbon Trail, heading to one of Louisville's many events, or heading to a game at the KFC Yum! Center. The property & driveway can easily manage horse trailers and car trailers if you’ve got a lot to haul. We look forward to hosting you! Coming soon: High Chair

Derby City Oasis

Welcome to your cozy getaway in Louisville! This charming Cape Cod home in the Beechmont neighborhood is just 1.5 miles from Churchill Downs and 2 minutes from the airport. With 3 bedrooms, 2 full baths, and a full-size futon, it’s perfect for families or small groups. Essentials like gas, groceries, and liquor stores are right around the corner. Enjoy a relaxing stay in this inviting home—your perfect base for exploring the city!

Urban Gem

Beautiful home, quiet neighborhood, 10 minutes from the Airport, Historic Churchill Downs, and downtown. Close to the heart of the city. It's a great place for business travelers, family members, and friends to wind down after work. There is a living room to gather and a "breezeway" with access to the deck and front of the house where you can sit and talk, listen to music, or just have some quiet time.

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.