
Vacation rentals in Shively
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Top-rated vacation rentals in Shively
Guests agree: these stays are highly rated for location, cleanliness, and more.

✦ Near Expo ✦ Downtown ✦ Churchill ✦ Updated
Louisville has a lot going on — and this four-bedroom home puts you right in the middle of it. Whether you're here for a convention at the Expo, a family weekend, a work trip, or a celebration with your crew, this Airbnb gives everyone space to settle in and feel at home. 4 bedrooms, beds for 10, a fully equipped kitchen, and fast Wi-Fi. easy access to everything. — 3 miles to KY Expo Center — 1.5 miles to Churchill Downs — 10 min to downtown, distilleries & restaurants *No parties or locals

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 .

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!

Historic Cabin by Bourbon Trail
Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Lilly's Pad
Relax and unwind in between all your Louisville activities. We are close (4.4miles) from SDF airport ,and I65 and the Gene Snyder Freeway are less than 8miles away. There are a plethora of activities from shopping to entertainment venues such as horse racing at historic Churchill Downs, Louisville Zoo, Kentucky Kingdom amusement park, Muhammad Ali museum and childhood home, Louisville Slugger Museum, Valhalla golf club, and 36 Bourbon Distilleries as well as cave exploring and fishing.

The Dotti Airstream @ Progress Park in Derby City
Dotti is 16ft Bambi Airstream & sleeps 2 adults. Everything you need is already here. Enjoy your own private space PLUS access to boating, games, & more, all included with your stay. Dotti is our smallest offering, but has TONS of charm. Including a large covered patio with a swing bed! Please note Dotti does not have hot water. Progress Park has 11 total units on site. 2 houses, 8 airstreams & a bunk house. *KY DERBY IS A 3 NIGHT MIN OF THURS-SUN. NO CHECKINS ON FRI OR SAT.

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

Charming 3BR home near Louisville attractions!
Discover the perfect stay in Old Louisville South. Ideal for business travelers, digital nomads, and Derby visitors, this charming 3-BR, 2-BA home offers Wi-Fi, a dedicated workspace, full kitchen, and laundry—great for extended stays. Relax on the front porch or unwind in the spacious backyard after a day at the races. Enjoy easy access to UofL, medical centers, dining, and bourbon hotspots. Very close to Churchill Downs, perfect location to celebrate with Derby festivities!

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!

2 BD 1 BA Serene Setting Retreat House
Carriage home is located on beautiful Arnoldtown Rd. 15 min. from Churchill Downs and 20 min. from downtown Lou. We are 15 minutes from Freedom Hall or the Fairgrounds and 22 miles from Fort Knox. It sits in a natural setting on 5 beautifully landscaped acres. There is a large parking area for those who may need to bring a trailer. Bathroom and bedrooms are on the 2nd floor. Peaceful..in a rural setting but inside the city.

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.

The Caldwell Highlands/Germantown
Welcome to The Caldwell, a Germantown/Highland area home that includes three bedrooms, one and half bathrooms and sleeps up to five people. The home is within walking distance of several restaurants, bars, retail and vintage stores, and entertainment venues including the Germantown Gables, Logan Street Market and Old Forester’s Paristown Hall. The home features a covered deck, a fenced-in yard as well as home gym.
Popular amenities for Shively vacation rentals
Stay near Shively's top sights
Other great vacation rentals in Shively

Private Studio Near Churchill Downs

Modern 1BR Apartment/Fast Wi-Fi+PS5/Great Location

Funky and fun, secret room, board games. Sleeps 5

Derby Central!

The Railroad

Thompson Manor

Cozy home steps from Churchill Downs

Louisville Bound: Stay and Play
When is the best time to visit Shively?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 1,382 ZAR | R 1,609 ZAR | R 1,723 ZAR | R 1,804 ZAR | R 2,422 ZAR | R 1,544 ZAR | R 1,674 ZAR | R 1,544 ZAR | R 2,373 ZAR | R 1,544 ZAR | R 1,560 ZAR | R 1,382 ZAR |
| Avg. temp | 2°C | 4°C | 9°C | 15°C | 20°C | 25°C | 27°C | 26°C | 22°C | 16°C | 9°C | 4°C |
Frequently Asked Questions
Are there family-friendly house rentals in Shively?
Shively has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Shively?
Experience the best of Shively with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Shively?
Yes! Work meets play with ease at over 10 vacation rentals in Shively featuring dedicated workspaces. Stay connected and productive in your home away from home.
Where should I stay in Shively?
Make yourself at home in Shively by choosing from our most frequently booked neighborhoods. We have over 310 vacation rentals in Taylor Berry, over 330 vacation rentals in Shively, and over 310 vacation rentals in St. Dennis.
Do house rentals in Shively have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Shively. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shively have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Shively. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shively have wifi?
Absolutely! We offer over 30 house rentals with wifi in Shively. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Shively have free parking?
Absolutely! We offer over 30 house rentals with free parking in Shively. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Shively

Total vacation rentals
Explore 40 vacation rentals in Shively

Nightly prices starting at
Shively vacation rentals start at R 1,138 ZAR per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Shively vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Shively rentals

4.8 Average rating
Shively stays are highly rated by guests—averaging 4.8 out of 5!
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- Kentucky Exposition Center
- Kentucky Derby Museum
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Angel's Envy Distillery
- Waterfront Park
- Falls of the Ohio State Park
- Jefferson Memorial Forest
- Big Four Bridge
- University of Louisville
- Kentucky International Convention Center
- Kentucky Science Center
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- James B Beam Distilling
- Cherokee Park
- Marengo Cave National Landmark
- Against The Grain Brewery & Smokehouse
- Evan Williams Bourbon Experience
- Bardstown Bourbon Company
- Abraham Lincoln Birthplace National Historical Park





