
Holiday rentals in Shively
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Top-rated holiday 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.

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

Cozy studio near music hall, food stops and shops!
Come stay in our cozy & comfortable renovated 800 sq ft upstairs studio apartment of our historic Victorian home! Because of our close proximity to Louisville’s vibrant nightlife, the eclectic dining scene & shopping it’s no wonder visitors flock here to get a taste of something amazing! Walk down to the hottest Arts & Entertainment music hall- Old Forester Paristown Hall! Perfect Home base! Don’t forget about the Bourbon tours! We are the Napa Valley of Bourbon!*

*Walk to Churchill Downs!*Close to Expo, UL, YUM!
This house just went under a full renovation! Everything is new and awaits your stay. This property is only .4 miles away from the historic Churchill Downs! A quick Uber or cab ride will get you to 4th Street Live, the Highlands, Frankfort Ave, and many more attractions. We are also only 1.9 miles away from the Kentucky Fair and Expo Center which hosts events every week, concerts, Kentucky Kingdom amusement park, and the state fair.

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.

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.

Downtown Louisville 2.5 mi to DERBY
Completely renovated 2 bedroom, 2 baths ( sleeps 6 ) in historic Old Louisville at Central Park (tennis courts and playground). DERBY ready! 2.5 miles to Churchill Downs, Yum Center, Nulu and Waterfront Park (Forecastle). 1 block to St James Court. I mi to UofL. 3.5 mi to Ky Exposition Center. Great walking and biking neighborhood !
Popular amenities for Shively holiday rentals
Stay near Shively's top sights
Other great holiday rentals in Shively

Convenient and private close to shops, restaurants

Bright Choice 5 mins from SDF airport / Downtown

The Baxter III

Group-friendly home in Louisville's prime location

Derby City Charm & Tranquility

Stylish Victorian in the heart of Old Louisville

Last Minute Booking for 1 or 2!

Deep Sea Diver | HotTub | Churchill Downs | 3 Bed
When is the best time to visit Shively?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £64 | £75 | £80 | £84 | £112 | £72 | £78 | £72 | £110 | £72 | £72 | £64 |
| 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 vacation rentals in Shively?
Shively has more than 20 family-friendly stays. 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.
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.
What are the most popular amenities for House Rentals in Shively?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 30 homes with air conditioning, over 30 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Shively

Total holiday rentals
Explore 40 holiday rentals in Shively

Nightly prices starting at
Shively holiday rentals start at £53 per night before taxes and fees

Verified guest reviews
Over 940 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Shively holiday rentals include wifi 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 Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- Kentucky International Convention Center
- University of Louisville
- Falls of the Ohio State Park
- Waterfront Park
- Hoosier National Forest
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Jefferson Memorial Forest
- Angel's Envy Distillery
- Big Four Bridge
- Against The Grain Brewery & Smokehouse
- Bernheim Arboretum and Research Forest
- James B Beam Distilling
- Frazier History Museum
- Kentucky Science Center
- Marengo Cave National Landmark
- Spring Mill State Park
- Cherokee Park
- Bardstown Bourbon Company





