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.

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Guest favourite
Home in Louisville
4.87 out of 5 average rating, 429 reviews

✦ 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

Guest favourite
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.
Home in Louisville
4.85 out of 5 average rating, 265 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 .

Guest favourite
The front entrance is showcased with a vibrant orange door framed by a decorative glass panel. The wooden steps are complemented by stylish railings, surrounded by green leaves and landscaping. The inviting entry indicates easy access to the home.
Home in Louisville
4.91 out of 5 average rating, 456 reviews

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!

Top guest favourite
A spacious bedroom features a king-size bed with striped bedding, complemented by an orange accent pillow. The exposed brick wall adds character, while a small nightstand with a lamp sits alongside. Natural light filters through the window, illuminating the warm wood flooring.
Loft in Central Business District
4.97 out of 5 average rating, 941 reviews

Bourbon City Loft - Free downtown parking!

If this loft is booked, please check out my other listings.. www.airbnb.com/h/derby-city-loft www.airbnb.com/h/river-city-loft www.airbnb.com/h/falls-city-loft Spacious 950 sq. ft. loft located in the heart of downtown Louisville. Walking distance to shops, restaurants, bars and 1 block from 4th Street Live! Located 4 blocks from the YUM! Center, 2 blocks from the Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Top guest favourite
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
4.98 out of 5 average rating, 290 reviews

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.

Top guest favourite
A single-story brick home is featured, surrounded by well-maintained landscaping. A paved driveway leads to a two-car garage, and a basketball hoop is positioned on the right. The yard offers a grassy area with neatly trimmed bushes and trees providing light shade.
Home in Louisville
4.89 out of 5 average rating, 217 reviews

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.

Superhost
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
4.8 out of 5 average rating, 718 reviews

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

Top guest favourite
Home in Louisville
4.97 out of 5 average rating, 104 reviews

3BR Derby Home | Minutes Walk to Churchill Downs!

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!

Superhost
An open concept living area is displayed, featuring a large comfortable sofa complemented by an area rug. Exposed brick is visible on an interior pillar, while a television hangs on the wall opposite. Floor-to-ceiling windows allow natural light to fill the space.
Home in East Market District
4.87 out of 5 average rating, 125 reviews

Stay in Historic Butchertown, Blocks From NuLu

With its prime location at 1025 E Main St at the intersection of Louisville's Butchertown and NuLu neighborhoods, you'll be blocks away from the city's most vibrant and exciting districts. With this beautifully renovated, designer-curated home as your base, walk to the area's trendiest shops and restaurants, sample local craft beers at one of the nearby breweries, or enjoy tastings on one of the many bourbon tours that the city is famous for.

Top guest favourite
Cottage in Louisville
4.95 out of 5 average rating, 184 reviews

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.

Guest favourite
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 Louisville
4.93 out of 5 average rating, 286 reviews

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 favourite
A single-story brick home is set against a clear blue sky, featuring a spacious front yard with well-maintained grass. The exterior includes a front porch with steps, a central doorway, and a garage on the right side, providing a welcoming entrance.
Home in Louisville
4.93 out of 5 average rating, 144 reviews

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 holiday rentals

When is the best time to visit Shively?

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Avg. price$109 SGD$127 SGD$136 SGD$142 SGD$191 SGD$122 SGD$132 SGD$122 SGD$187 SGD$122 SGD$123 SGD$109 SGD
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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 house rentals with a dedicated workspace in Shively?

    Yes! Work meets play with ease at over 10 house 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 holiday rentals in Shively

  • Total holiday rentals

    Explore 40 holiday rentals in Shively

  • Nightly prices starting at

    Shively holiday rentals start at $90 SGD 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!

  1. Airbnb
  2. United States
  3. Kentucky
  4. Jefferson County
  5. Shively