Holiday rentals in Shively

A cozy living space features comfortable seating arrangements with a dark couch and plush chair. A stone fireplace is situated centrally, while a flat-screen TV is mounted above it. Natural light filters in through the windows, enhancing the inviting atmosphere.

4.85 out of 5 average rating, 259 reviews

Adorable 2 BR - WALK to The Kentucky Derby!

Adorable, recently remodeled home only 3 blocks from Churchill Downs and only minutes from the University of Louisville and Cardinal Stadium, Kentucky Expo Center, Kentucky Kingdom and 3 miles from Downtown. It's also just an Uber away from the Bourbon distilleries! Our home has 2 comfortable Bedrooms with new mattresses, that sleeps 4. Our couch is comfortable enough to sleep a 5th guest. Private Parking in Driveway. 50% of our home's electric is sourced from eco-friendly, renewable energy .

4.91 out of 5 average rating, 307 reviews

The exterior of a charming single-story house is shown, featuring a covered porch and stone columns. Lush green bushes frame the entrance, and two seats are visible on the porch. A modest yard surrounds the house, with a clear sky above.

Home in Clifton Heights

Quiet Neighborhood Home With Outstanding Location

Situated on a quiet hilltop neighborhood in Clifton Heights, this is the perfect location for a professional or personal visit to Louisville and very animal friendly. It is within 10 minutes of Downtown, Waterfront Park, Nulu, Frankfort Avenue, the Highlands, the Convention Center, and just 15 minutes from historic Churchill Downs. These neighborhoods feature the best dining and entertainment in the city. Just a block away is the Mellwood Arts Center complex with shops and dining.

4.81 out of 5 average rating, 698 reviews

An open loft space features a spacious bed with a blue accent blanket. A comfortable sofa sits opposite a stylish dining area, adorned with a round table set for six. Large windows allow natural light to brighten the wooden flooring and inviting decor.

Loft in Louisville

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

Guest suite in Louisville

A spacious master bedroom features a large bed with an intricately designed headboard. Accent lamps sit on each side, complemented by a beautifully patterned bedding set. A wooden dresser and a nightstand add functional elegance, while natural light enters from the window, enhancing the warm ambiance.

4.96 out of 5 average rating, 338 reviews

Delectable Delor

Private section of home. There are no shared spaces, so you have privacy, but I do live on the other side of the house which is divided by a locked door. You have your own entrance through the front door, and off street parking. My entrance is the back of the house through the gate, which is off limits. Please be aware that 2 cats live on my side of the house, for those of you with allergies, but they won't have access to your space when you’re there.

4.93 out of 5 average rating, 261 reviews

An open living space features a wall-mounted TV opposite a sectional sofa. A bar-height dining table with seating for four is positioned beside the sofa. Light walls and large windows contribute to a bright atmosphere, while decorative wall art adds visual interest.

Home in Iroquois

Parkside Pad - Iroquois Park

Central Location! One bedroom & One Bath Home. This home offers a 5 minute walk to wonderful Iroquois Park and the charming Beechmont Neighborhood. Short 5 minute drives to Churchill Downs and the University of Louisville, 10 minute drives to the Airport and Fairgrounds/Exposition Center, and 15 minute drives to trendy NuLu, Highlands, and Germantown neighborhoods. This space will offer the best of what Louisville has to offer.

Guest house in Louisville

A blue carriage house is presented, featuring a spacious driveway with a two-car garage below. A staircase leads to the upper level, framed by a tree dusted with snow, creating a serene winter scene.

4.92 out of 5 average rating, 1,129 reviews

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.

4.88 out of 5 average rating, 175 reviews

1 mile to Churchill•Expo Center•Fenced Yard

Book a stay in our lovely 2 Bedroom House for 5 in Louisville, Kentucky and enjoy an unforgettable stay near the top iconic attractions! You'll love our convenient location - just a few blocks from Churchill Downs where the world famous Kentucky Derby takes place! Whether you're traveling with friends or family, our property offers plenty of space and comfort for your group.

Home in Cherokee Triangle

The kitchen area is characterized by white cabinetry and granite countertops, reflecting natural light from a nearby window. Stainless steel appliances are featured, along with two wooden stools at the breakfast bar. A small round dining table with two chairs is positioned to the side.

4.96 out of 5 average rating, 425 reviews

The Highlands Condo/Roof Deck

Our brand new renovated 1 BR condo is located in a famous Highlands’ neighborhood. Conveniently located about 5-8 minutes from Churchill Downs, KFC Yum Center, Cardinal Stadium, Convention Center, Center for the Arts, Downtown Distilleries, Nulu& Germantown area, 12 minutes from the airport. Walking distance to many great restaurants, bars, shops , and parks.

4.96 out of 5 average rating, 120 reviews

A cozy living area features a fireplace with a television mounted above it. Two armchairs and a small table are positioned around the fire. A patterned rug covers the hardwood floor, while framed photos and shelves adorn the walls, adding character to the space.

Home in Germantown

Germantown Home with Hot Tub

Open for Sept music festivals! Only 3 mi. from the concert site. Enjoy a perfect getaway! Our home is newly remodeled and has all the amenities for an awesome experience. Relax in the hot tub or sip drinks by the fire pit. A perfect location as a home base while you explore the city, enjoy the Derby, or sample the offerings along the bourbon trail.

Guest house in Old Louisville

The spacious bedroom features a cozy bed with layered bedding and decorative pillows. An upholstered sofa in a soft yellow hue complements the room, while patterned wallpaper and eclectic decor add character. Natural light filters through sheer curtains, creating a welcoming ambiance.

4.85 out of 5 average rating, 115 reviews

Strawberry Dreamin' Victorian Carriage House

Enjoy the private, newly-renovated top floor of an eccentric 2-story brick building in the heart of Old Louisville. Originally constructed in the 1800's and now furnished with life’s modern amenities, you’ll appreciate all this unique space offers while being centrally located between NULU, the Highlands, and Germantown’s most enjoyable hangouts.

4.95 out of 5 average rating, 348 reviews

A charming duplex is depicted with a well-maintained lawn featuring vibrant greenery and flowers. Two entrance doors are visible, flanked by large windows that allow natural light. A gentle slope leads up to the property, enhancing its inviting presence.

Flat in Louisville

Lucky Horseshoe

Homey, hidden gem within trotting distance of world-famous Churchill Downs! Centrally located with easy access to interstates, downtown, old Louisville & the Highlands. Just a short drive to the Kentucky Exposition Center and UofL’s Cardinal Stadium. Cozy, with plenty of room to move! Open floor plan with kitchen & laundry.

4.89 out of 5 average rating, 167 reviews

A light-filled living room features a modern beige sofa and a cozy armchair with a soft throw. A decorative rug anchors the space, while tall windows are dressed with flowing curtains. A stylish floor lamp and a small table provide additional comfort.

Home in Beechmont

Central Location. Expo cntr, UofL, Churchill Downs

Professionally updated interior in this quaint 2 bedroom home, plus bonus room with futon and free garage parking. Centrally located near the airport (5 min), Churchill Downs, UofL, iroquois amphitheater and more. 10-15 minute drive to downtown. Walk to great restaurants and our favorite local coffee shop.

Popular amenities for Shively holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Shively

The image captures a cozy living area featuring two glasses of wine on a coffee table. A four-poster bed with white sheer curtains is visible in the background, creating a charming focal point. Bookshelves line the wall, adding a touch of warmth and character to the space.

4.9 out of 5 average rating, 665 reviews

Limerick Carriage Company - Happy Valentine's Day!

Campervan/Motorhome in Louisville

A modern RV is displayed in a spacious backyard, featuring an awning for shade and string lights overhead. There are two outdoor chairs positioned beside a fire pit, with a gravel patio and flower pots adding natural elements to the scene.

4.97 out of 5 average rating, 29 reviews

Convenient and private close to shops, restaurants

Flat in Cherokee Triangle

A modern kitchen features dark cabinetry and a large island with seating for two. Natural light pours in through a window, illuminating the white subway tile backsplash and stainless steel appliances. Wooden ceiling beams add character to the airy space.

4.94 out of 5 average rating, 316 reviews

Chic, Luxurious Carriage House in Ideal Location

The exterior of the home features a welcoming deck with a railing and multiple seating areas. The house displays a modern design, illuminated by soft light from its windows, under an overcast sky. A gas grill is seen on the deck, surrounded by a spacious backyard.

4.96 out of 5 average rating, 108 reviews

The Cottage @ Churchill • Derby! KY Expo, UL, SDF

4.98 out of 5 average rating, 270 reviews

The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.

Cabin in Louisville

Historic Cabin by Bourbon Trail

Guest house in Louisville

5 out of 5 average rating, 4 reviews

Side Shack

Guest suite in Shelby Park

A cozy seating area features a modern sofa and a small side table, positioned on a patterned rug. Natural light filters through sheer curtains, illuminating the dark walls. Nearby, a door leads to the exterior, while colorful artwork decorates the walls.

4.98 out of 5 average rating, 650 reviews

Eco+ guest suite in the center of all the fun

The living room is furnished with two black leather sofas adorned with teal accent pillows. A glass coffee table sits on a patterned area rug, and a wall clock is visibly mounted above a decorative shelf. Natural light enters through nearby windows.