
Family-friendly holiday rentals in Shively
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Shively

Total holiday rentals
Explore 20 holiday rentals in Shively

Nightly prices starting at
Shively holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 930 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Shively holiday rentals include Wi-Fi access

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

4.7 Average rating
Shively stays receive an average rating of 4.7 out of 5 from guests
Top-rated family-friendly rentals in Shively
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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.

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 Third Spire-Churchill Downs-Fair Expo-UofL-SDF
Experience the charm of our family home, where we've hosted unforgettable Derby parties for years! Located less than 1 block from Churchill Downs Gate 10 with stunning views of the historic Twin Spires, our property offers unparalleled access to the excitement. Following numerous requests, we're thrilled to open up this unique opportunity to the public. With recent renovations and ongoing improvements, stay worry-free & immerse yourself in the festivities without the hassle of parking or driving

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.

Falls City Loft - Free parking!
If this loft is booked, please check out my other listings... https://www.airbnb.com/h/derby-city-loft https://www.airbnb.com/h/river-city-loft https://www.airbnb.com/h/bourbon-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! You'll be 4 blocks from the YUM! Center, 2 blocks from the Convention Center, and 10 minutes from Churchill Downs! Free parking in a secured parking garage.

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.

The Gladys Airstream at Progress Park - Derby City
Gladys is a 2011 International Serenity & sleeps 4 adults comfortably possibly 5 depending on your comfort level. Skip the packing & extra costs - everything you need is already here. Perfect for groups, families, or midweek getaways. Enjoy your own private space PLUS access to boating, games, & more. All included with your stay. 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

Haus on Speed, charming 2nd floor apartment
Welcome to the Haus on Speed! Please note that if you have mobility issues, the apartment is on the 2nd floor and you will need to be able to climb about 20 carpeted steps. There are also 6 exterior steps when walking up from the sidewalk. Walk to anything from our charming 100+ year old Highlands home in one of Louisville's more vibrant & loved neighborhoods! This home is thoughtfully furnished to include all the comforts you could need during your stay.

The Point at Story and Frankfort Avenue
The Point is a spacious and completely renovated one bedroom (king) apartment. You will absolutely love the huge sectional couch while watching your favorite shows on the 65" smart TV. Unit very close to downtown with tons of options for local restaurants, breweries, bourbon tours and bars. Building is located in the heart of Butchertown right down the street from the new Botanical gardens, Nulu, walking bridge and soccer stadium.

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!
Popular amenities for Shively family-friendly rentals
Family-friendly home rentals with a hot tub

Why Not Stay in Louisville? (up to 9 guests)

4th Street Suites - Beautiful King Bed Suite

Walking Bridge, Putt Putt House

Bourbon Trail*Tesla EV charger* HOT TUB

Bourbon Trail Spacious Backyard NEW HotTub Grill!

10 min to Lou~Huge Hot Tub~Fenced Backyard~Games

My Old Kentucky Dome

Downtown | Pool, Rooftop, gym & Free Parking
Family- and pet-friendly home rentals

3BR Home Near Zoo & Fairgrounds – Family-Friendly!

Colonel Lou Lou's

NEW! Cozy, Private Highlands Studio

Lilly's Pad

Central Location. Expo cntr, UofL, Churchill Downs

Quaint Highland's Bungalow

The Green House in Downtown

The Caldwell Highlands/Germantown
Family-friendly home rentals with a pool

Louisville KY Home w/Hot Tub & Pool

Cherokee Park Oasis with Pool and Hot Tub

The Getaway!

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

The Boathouse: A Peaceful Paradise

Top 1%• Yard + Porch • 3BR • Peppermint Cottage

Happy Goose Hollow

Urban Lakeside 3BR Retreat Private Pool
Destinations to explore
- Nashville Holiday rentals
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- St. Louis Holiday rentals
- Asheville Holiday rentals
- Louisville Holiday rentals
- Cincinnati Holiday rentals
- Chattanooga Holiday rentals
- Knoxville Holiday rentals
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Churchill Downs
- Kentucky Derby Museum
- Louisville Slugger Field
- Hoosier National Forest
- Waterfront Park
- University of Louisville
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Muhammad Ali Center
- Falls of the Ohio State Park
- James B Beam Distilling
- Angel's Envy Distillery
- Big Four Bridge
- Bernheim Arboretum and Research Forest
- Bardstown Bourbon Company
- Frazier History Museum
- Marengo Cave National Landmark
- Spring Mill State Park
- Cherokee Park
- Kentucky Science Center
- Evan Williams Bourbon Experience





