Family-friendly holiday rentals in Shepherdsville

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Shepherdsville family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Guest suite in Oldham County
4.79 out of 5 average rating, 78 reviews

WATERFALL WALKOUT HILLTOP SLEEPS 10+, 4 BR 2BA

JamieRating, 5 stars2 months ago
This is a perfect hideaway and wonderful place to stay (especially if you are a Christian). I miss it already! So peaceful.
Top Guest favourite
Cabin in La Grange
4.98 out of 5 average rating, 170 reviews

Running Creek Log Cabin

JessicaRating, 5 stars2 months ago
We loved staying here and it was the perfect location for our family Easter! I truly can’t say enough great things about this cabin and the owners! It was very clean and well appointed with anything you need and the owners were very accommodating and kind! They helped with a couple requests, including a pack and play and high chair. We were able to cook a large Easter dinner with the stocked kitchen appliances and cookware. The property is very serene with plenty of privacy and great options for hiking around. The location is also not too far to get to the grocery store and restaurants. Lastly, the pool table and hot tub were a hit! We highly recommend to stay here and know we will definitely be back for another stay!
Home in Fern Creek
4.67 out of 5 average rating, 51 reviews

All You Need and More!

BradRating, 5 stars2 months ago
This house is in a very nice neighborhood with plenty of restaurants and shopping nearby. There's plenty of room for a big family/group. I had another Airbnb host cancel my reservation only 2hr before check in. I was already on the highway with my family and Barksdale management moved this property up on their cleaning list as it had just been vacated around noon in order to accommodate us. I can't say enough for how much we appreciated that. Thank you so much for saving our weekend!!!
Top Guest favourite
Home in Louisville
4.97 out of 5 average rating, 248 reviews

NEW Hot Tub, Expo, King Beds, Downtown, Churchill

BrianRating, 5 stars1 month ago
This house is absolutely fantastic. Super clean, super comfortable. The beds and pillows are amazing. I would highly recommend this house for any gathering. We were a group of four men doing bourbon trail related things, and relaxing at night next to the fire pit and in the hot tub.
Guest favourite
Home in Louisville
4.93 out of 5 average rating, 160 reviews

Southern Comfort-Hottub wlk 2 Resturant Row & Shop

HaydenRating, 5 stars1 month ago
Within walking distance of several restaurants and a quick drive to a lot of greats bars and other things to do.
Home in Bloomfield
4.81 out of 5 average rating, 97 reviews

Derby Special Lodge With Churchill Downs Parking

JackRating, 5 stars1 month ago
The home is down several dirt roads .. very excluded. The views make it worth the Trip. Plenty of areas to cook with multiple living spaces.
Superhost
Home in Louisville
4.97 out of 5 average rating, 29 reviews

2.0 Southern Comfort Highlands-Cherokee Triangle

RyaneRating, 5 stars8 months ago
One of the best Airbnb’s I’ve stayed in! Lots of extra little amenities, the decor was unique and well thought out, and the location was perfect. We travel to the area often and would definitely book again.
Home in Vine Grove
4.82 out of 5 average rating, 87 reviews

Golf House

TanyaRating, 5 stars17 months ago
Outstanding place for large gatherings. We used it for out of town guests in a wedding party.

Family- and pet-friendly home rentals

Top Guest favourite
Cottage in Prospect
4.86 out of 5 average rating, 170 reviews

Cottage in Louisville,KY on Scenic River Rd

LauraRating, 5 stars3 weeks ago
Very comfortable home close to everything. Would definitely stay here again.
Guest favourite
Home in New Albany
4.95 out of 5 average rating, 197 reviews

Spacious Historic Home, Louisville Adjacent

KellyRating, 5 stars1 month ago
My family and I came down to New Albany for my daughter's wedding. Without knowing the area we were very pleased with this home. This house is amazing! It felt like it went on forever and everytime you turned a corner there was an other room. Thank you for making our stay memorable.
Top Guest favourite
Farm stay in Springfield
4.98 out of 5 average rating, 653 reviews

The Getaway in Bourbon Country with Breakfast

MarkRating, 5 stars3 days ago
The Getaway was a unique place. An apartment attached to an actual horse barn Possibly former living quarters for a trainer? Everything was as described, and Jackie was great at answering any questions before we even left to get there. The location was beautiful, and sitting on the fenced in patio in the evenings was so peaceful and relaxing. One of her cats kept us company each evening. This place is well worth more than we paid to stay there! Oh, did i mention, the eggs in the fridge were from her free range chickens, and the bacon locally sourced? Bicuits in the freezer and even pancake mix in the cupboard mad for a great breakfast. We would definitely stay there again!
Guest favourite
Home in Louisville
4.96 out of 5 average rating, 270 reviews

Home near the Highways

KarenRating, 5 stars2 days ago
My family came for our nieces wedding. 4 siblings, a few spouses, my daughter, son in law and an infant. The home was just right for us all. Enough space, that when needed we could separate 😀. Easy location to get where we needed to go. Quiet, nice home. Thank you for sharing your home with us.
Guest favourite
Condo in Original Highlands
4.93 out of 5 average rating, 199 reviews

Large Townhouse, Walk to All! King beds, 2.5 baths

MichaelRating, 5 stars2 weeks ago
Nice safe place for the value. Wasn’t a fan of the parking with a large SUV and current remodeling but it was safe and clean. The living area was spacious and comfortable. Rooms were clean.
Guest favourite
Guesthouse in Crescent Hill
4.9 out of 5 average rating, 135 reviews

Cottage Park Carriage House. Rest w/Hollyhock

William LoriRating, 5 stars3 weeks ago
Wonderful accommodations with many generous amenities, including a little coffee bar with lots of coffees, many spices for cooking, and everything you need in the bathroom, including body wash, shampoo, conditioner, and hairdryer. A perfect accommodation for those who love to travel light. The apartment is in a lovely neighborhood and has its own private entrance, up some outside stairs. It was clean and spacious. Thanks for a wonderful stay. We can’t wait to return.
Guest favourite
Home in Original Highlands
4.89 out of 5 average rating, 534 reviews

Charming home in the Highlands

AprilRating, 5 stars1 month ago
This was such a wonderful little getaway for us. The house was so cute on a quiet, beautiful street. There were many things in walking distance, and it was close to downtown. The host allowed us to check in early for our kid’s nap time and even left some toys! Very thoughtful.
Top Guest favourite
Home in New Albany
4.97 out of 5 average rating, 172 reviews

Family-friendly! Walkable to downtown shops!

LindseyRating, 5 stars3 days ago
Loved this Airbnb- it was perfect for our family of 7! Every amenity you could think of was available for us, even a pack & play and high chair for our toddler! The home is beautiful and in a great location. We enjoyed a visit to Churchill Downs, Kentucky Kingdom, the Ark Encounter, Creation Museum, went kayaking, and to downtown Louisville. We had the best vacation. Definitely visit the farmers market (walkable from the house) on Saturday mornings! It was awesome!

Family-friendly home rentals with a pool

Guest favourite
Guest suite in Louisville
4.96 out of 5 average rating, 373 reviews

Cherokee Park Oasis with Private Entrance

JasonRating, 5 stars2 weeks ago
Nice peaceful place to spend the night. Everything was great, but the pool was the best part of it.
Guest favourite
Cottage in Taylorsville
4.79 out of 5 average rating, 133 reviews

Anchor Rental

AlexRating, 5 stars1 month ago
Went to the Kentucky Derby with a group of friends. He graciously left us a derby care package at check-in. This place was perfect for 8 guys who just were looking for a place to sleep and have a BBQ in the driveway. Pillows could use an upgrade, and the closet in the bunk bed room had games and toys thrown about, but overall a good place to stay and worth the money of the rental.
Superhost
Guesthouse in Pendleton
4.87 out of 5 average rating, 68 reviews

The Waterfall Place, Suite and Walkout!

KatRating, 5 stars2 weeks ago
We had a great stay! We were there for a bachelorette trip and it was the perfect spot. It was secluded in this beautiful spot in the woods, the rooms were big and spacious. The waterfall was an amazing touch and the brides only request was a pool and hot tub; and Alicia had both! Very much recommend this place for a getaway with your friends.
Guest favourite
Guesthouse in Shepherdsville
4.94 out of 5 average rating, 54 reviews

Bourbon Country/ Derby Guest House

KaseyRating, 5 stars8 months ago
RaMona and Steve were extremely friendly and even reached out to us before we got there about what the weather was going to be like. For my first time using Airbnb, I could not have picked a better location and hosts.
Guest favourite
Cottage in Taylorsville
4.9 out of 5 average rating, 125 reviews

Best view of the lake two bed two bath cottage #4

LillyRating, 5 stars2 weeks ago
Had a very nice time here, enjoyed the hot tub and watching T.V.
Top Guest favourite
Home in Louisville
4.97 out of 5 average rating, 34 reviews

Highlands Oasis- Summer and Winter Retreat

JacksonRating, 5 stars2 months ago
A wonderful home hosted by wonderful people. I can’t thank Amy and Carol enough for being incredible hosts and opening their home to us. Would certainly recommend this to anyone considering staying in the area!
Cottage in Taylorsville
4.69 out of 5 average rating, 74 reviews

"On the Rocks" Bourbon Trail Getaway

DavidRating, 5 stars1 month ago
We loved our stay here and Cliff was wonderful. We were three couples and there was plenty of room. This house is larger than it appears from the pictures. We had an issue with the gate code being different than what we were given but Cliff was instantly available, very nice, and got us in. It's a beautiful home and we'd stay there again. Very quiet, places to walk, and clean. I think if you switched the bunk beds with a Queen sized bed from downstairs it would be set up better for Adult couples. Thanks so much for our stay and we loved our Kentucky trip!
Top Guest favourite
Home in Louisville
5 out of 5 average rating, 31 reviews

Entire House in The Highlands. Private Pool.

BrittanyRating, 5 stars1 week ago
Wonderful stay in Louisville. This was our second summer spending a long weekend here. We love the pool and walkability!

Quick stats about holiday rentals that are family-friendly in Shepherdsville

  • Total rentals

    30 properties

  • Nightly prices starting at

    $132 NZD before taxes and fees

  • Total number of reviews

    1.4K reviews

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 properties include access to Wi-Fi

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