Holiday houses 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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Top Guest favourite
A spacious living area features a modern kitchen with high-end appliances and a breakfast bar. Dark-stained wooden beams contrast with the light-colored walls, while hardwood floors add warmth. A cozy gray armchair and decorative tables complete the inviting space, complemented by a wall-mounted TV.
Apartment in Cherokee Triangle
4.94 out of 5 average rating, 324 reviews

Chic, Luxurious Carriage House in Ideal Location

Selected by Architectural Digest as best Airbnb in Kentucky. Sink into the rounded, studded armchair under exposed wooden beams at a characterful retreat with minimal, modern style. This historic space contrasts deluxe touches including the 6-foot soaking tub with sash windows and a sliding barn door. This fully furnished apartment is perfect for a getaway weekend or for short to medium rental as an executive apartment. The historic property has been lovingly renovated as a luxurious apartment with high-end finishes while maintaining the historic character of its past as a carriage house. You enter the apartment through a hallway that houses a dedicated washer and dryer. Upstairs features a large living/working space, a beautiful kitchen with brand new-high end appliances, and a 50" 4K smart TV. The sliding barn door separates the bedroom, where you will also find a large walk-in closet, a marble bathroom with a 6 foot soaking tub, and a brand new queen sized Tuft and Needle mattress. We will meet our guests and orient them to the house and neighborhood, or provide self check-in depending on preference. For the remainder of your stay, we will be close by for any additional needs. Cherokee Triangle is one of the most historic neighborhoods in Louisville, built in the late 19th century and part of the larger Highlands area. The tree-lined streets are a short walk from the restaurants, bars, and boutiques on Bardstown Road. You do not need a car around here - everything is a short walk away. Parks, restaurants, shops, grocery stores are all within 5 minutes on foot. Downtown or Churchill Downs are is a 5-10 minute drive away. Street parking is available.

Guest favourite
Home in Beechmont
4.87 out of 5 average rating, 430 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

Top Guest favourite
An outdoor deck features cozy seating arranged around a fire pit, with soft lighting from overhead string lights. A jacuzzi tub is positioned nearby, and a grill is available for outdoor cooking. Surrounding greenery provides a sense of privacy.
Home in Iroquois
4.89 out of 5 average rating, 153 reviews

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

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 Schnitzelburg
4.91 out of 5 average rating, 457 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
Loft in Central Business District
4.97 out of 5 average rating, 948 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 a historic two-story brick home is showcased, framed by lush greenery and vibrant flower planters. A stone pathway leads to a welcoming front porch, while expansive lawns on either side enhance the serene outdoor atmosphere.
Cabin in Louisville
4.98 out of 5 average rating, 296 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, 720 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

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!

Top Guest favourite
Home in Wilder Park
4.94 out of 5 average rating, 113 reviews

Spacious family-friendly stay with arcade fun!

Welcome to your stylish and spacious Louisville retreat! This beautifully designed first-floor apartment offers comfort, entertainment, and modern convenience, perfect for families, groups, or business travelers looking to stay near everything Louisville has to offer. Whether you're visiting for the Kentucky Derby, a weekend getaway, business travel, or family time, this spacious and modern apartment provides the perfect home base for your Louisville stay.

Top Guest favourite
A spacious living area features large floor-to-ceiling windows providing plenty of natural light. A modern, circular chandelier hangs above a round table, surrounded by grey upholstered chairs. A comfortable sectional sofa complements the setting, with a wall art piece depicting the city skyline in the background.
Apartment in Central Business District
4.93 out of 5 average rating, 124 reviews

Location! Corner downtown condo!

Welcome to your stylish urban retreat in the heart of downtown Louisville! This studio corner unit condo boasts modern amenities and stunning city views through floor-to-ceiling windows. With an updated bathroom and kitchen, plus a location within walking distance to the KFC YUM Center, shops, and restaurants, this condo offers the perfect blend of comfort and convenience for your stay in Louisville. Book now and experience the best of Louisville living!

Top Guest favourite
The carriage home is nestled among lush greenery and mature trees, showcasing a well-maintained exterior. A landscaped pathway leads to the entrance, with shrubs and seasonal flowers enhancing the inviting atmosphere. The structure features two stories and a welcoming white door, harmonizing with its natural surroundings.
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.

Popular amenities for Shively holiday rentals

When is the best time to visit Shively?

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Avg. price$144 NZD$168 NZD$180 NZD$188 NZD$253 NZD$161 NZD$175 NZD$161 NZD$248 NZD$161 NZD$163 NZD$144 NZD
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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 $119 NZD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Shively holiday 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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