Family-friendly vacation rentals in Shepherdsville

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Shepherdsville

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Guest favorite

Apartment in Louisville

4.94 out of 5 average rating, 284 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.

Superhost

Home in Louisville

4.86 out of 5 average rating, 237 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 favorite

Apartment in Old Louisville

4.9 out of 5 average rating, 315 reviews

Charming Apartment in Historic Old Louisville

Beautiful, clean, sunny, private apartment with private entrance and garden space. No cleaning fees or any other fees not charged by Airbnb ! Sleep machine provided to help with good nights sleep! Located in beautiful historic Old Louisville, one of the largest contained Victorian neighborhoods in the country. Near historic Churchill Downs and just moments away from fantastic restaurants, and other attractions. A short Uber, Lyft or Taxi ride to almost anywhere in the downtown area.

Guest favorite

Home in Louisville

4.9 out of 5 average rating, 620 reviews

Limerick Carriage Company

The Carriage House is ready for you to hit the track! Our Carriage House is warm and inviting to guests from all over. We are located close to downtown, Central Park, UofL, & the Bardstown Road corridor. There are many unique shops, restaurants, bars, & places to visit close by, and some are walkable in warmer weather. The Carriage House has undergone a complete renovation - we hope you love it as much as we do! Don’t let the outside fool you - the inside of our home is the treasure!

Top guest favorite

Guest suite in Louisville

4.99 out of 5 average rating, 202 reviews

Spacious Lower-Level in Quiet Neighborhood

This is a spacious, walk-out lower level with a private entrance. Our quiet neighborhood is 1 1/2 miles from I-265, which means easy access to Louisville or beyond the city to bourbon country. It has a large living area and a fully equipped kitchen. Adventure lovers will like being 5 miles from The Parklands. Downtown Louisville is 20 minutes away. The space has 1 queen bed, 1 double bed, and twin bunk beds. It sleeps 5-6 comfortably. We live upstairs so we are available if needed.

Guest favorite

Loft in Central Business District

4.97 out of 5 average rating, 823 reviews

Bourbon City Loft - Free downtown 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 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 Kentucky International Convention Center, and less than 10 minutes from Churchill Downs! Free parking in a secured parking garage!

Top guest favorite

Home in Elizabeth

4.98 out of 5 average rating, 131 reviews

Cabin on Lake Close to Louisville Ky

Welcome to Little Cedar Lodge, our little slice of heaven near the town of Elizabeth, Indiana. Enjoy the peace and solitude overlooking the quiet private lake (wake speed only), yet close to Caesar’s Casino, golf, wineries, and the city of Louisville with all its activities and nightlife. Great for a romantic getaway for two, or for your entire family. It would also be great for a small church or business retreat. We can accommodate up to 10 if you double up in some beds.

Guest favorite

Cabin in Springfield

4.92 out of 5 average rating, 225 reviews

Cozy Cabin on the Bourbon Trail

Our place is close to the Bourbon Trail. You’ll love our cabin because of the warm interior and amazing outdoor space. Our place is good for couples, solo adventurers, business travelers, and families. This cabin located in the country on our 100 acre farm, but you are 3 miles from restaurants, groceries, pharmacies and shops. The location is also central to the distilleries: 15mi to Maker's Mark, 35mi to Jim Beam, 50mi to Woodford Reserve, Lexington, and Louisville

Top guest favorite

Guesthouse in Frankfort

4.99 out of 5 average rating, 119 reviews

Treetop Hideaway

Fully equipped apartment, only 5 blocks from the state Capitol in historic, tree-lined neighborhood. Kentucky Derby, Horse Park, and Bourbon Trail all close. Real pricing - no hidden fees! Downtown restaurants, entertainment, & distilleries are only minutes away by car or foot. Apartment includes everything for short-term or extended stays, including washer/dryer and fully-equipped kitchen. Separate building - totally separate entrance for privacy.

Top guest favorite

Apartment in Louisville

4.96 out of 5 average rating, 303 reviews

Seneca View

Open, airy space with modern amenities. Plz, NO smoking, toking , vaping, or any drug use in/on property-- $300 fine. Convenient location in a quiet, sought-after neighborhood, yet within a few minutes of a bustling, busy Bardstown Road with lots of places to eat, shop and browse. Easy access from all major interstates: I-71, I-65 and I-64. Come stay for a week on business (work desk is set up) or use for a fun, getaway weekend.

Top guest favorite

Cottage in Louisville

4.95 out of 5 average rating, 169 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.

Top guest favorite

Guesthouse in Germantown

4.96 out of 5 average rating, 761 reviews

Germantown Carriage House w/garage

Germantown is a quaint neighborhood revitalized with restaurants, coffee shops and pubs. The carriage house has all the amenities for any length of stay, including garage parking with room for bikes. Only 2 miles from downtown Louisville, Germantown is nestled between the energetic and historic Highlands neighborhood, beautiful historic Old Louisville, and hipster NULU. Keyless entry makes for seamless check in and out.