
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.

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!

Germantown Carriage House w/garage
Germantown is Louisville's place to be! The carriage house has all the amenities for any length of stay, including garage parking with room for bikes. Less than 3 mi from Churchill Downs, Sept concert venues and downtown. Germantown is nestled between the energetic and historic Highlands neighborhood, beautiful historic Old Louisville, and hipster NULU. Walk to a variety of restaurants, pubs and local music. Cotton sheets, unscented laundry products. Keyless entry makes for easy check in.

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.

✦ 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.

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.

*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.
Popular amenities for Shively vacation rentals
Stay near Shively's top sights
Other great vacation rentals in Shively

Winner's Circle Wind Down

Iroquois Park Retreat Near Expo Center and Airport

Pretty Little House

The Mashbill | Boutique Bourbon Retreat | Walkable

The River View Cabin

The Billy Walters Suite | Modern Brick Retreat

The Gway Getaway - off the street parking.

Cozy Derby House
When is the best time to visit Shively?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 73 | € 82 | € 87 | € 96 | € 129 | € 82 | € 89 | € 82 | € 126 | € 82 | € 83 | € 73 |
| 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 $50 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 300 vacation rentals in Taylor Berry, over 310 vacation rentals in Shively, and over 300 vacation rentals in St. Dennis.
Do house rentals in Shively have air conditioning?
Absolutely! We offer over 20 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 20 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 20 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 20 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 30 vacation rentals in Shively

Nightly prices starting at
Shively vacation rentals start at € 43 per night before taxes and fees

Verified guest reviews
Over 900 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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- Louisville Vacation rentals
- Kentucky Derby Museum
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Valhalla Golf Club
- Louisville Slugger Museum & Factory
- Muhammad Ali Center
- Angel's Envy Distillery
- Louisville Slugger Field
- Big Four Bridge
- Falls of the Ohio State Park
- Kentucky Science Center
- Waterfront Park
- L&N Federal Credit Union Stadium
- James B Beam Distilling
- Evan Williams Bourbon Experience
- University of Louisville
- Kentucky International Convention Center
- Marengo Cave National Landmark
- Jefferson Memorial Forest
- Bernheim Arboretum and Research Forest
- Abraham Lincoln Birthplace National Historical Park
- Hoosier National Forest
- Frazier History Museum




