Family-friendly vacation rentals in Shelbyville

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Shelbyville family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
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.
Superhost
Home in Brandenburg
4.94 out of 5 average rating, 271 reviews

Luxury lakehouse retreat with picturesque views

JenniferRating, 5 stars1 month ago
This was my second stay here and never disappoints! The place is always clean, with wonderful amenities and the host goes above and beyond to make you feel at home. I Would definitely continue coming.
Top guest favorite
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.
Top guest favorite
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!
Top guest favorite
Chalet in Wilmore
4.91 out of 5 average rating, 141 reviews

Timberframe on Farm Lexington, KY Solar Power

MistyRating, 5 stars3 weeks ago
This was our second stay and we will def be back. The property is beautiful and peaceful and has gorgeous porch views. The house was cozy and kitchen fully stocked.
Guest favorite
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.
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!
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 favorite
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.
Top guest favorite
Home in Elizabeth
4.98 out of 5 average rating, 133 reviews

Cabin on Lake Close to Louisville Ky

AshleyRating, 5 stars1 month ago
This home was very relaxing and comfortable.
Guest favorite
Condo in Lexington
4.89 out of 5 average rating, 296 reviews

*One Bedroom Apt | One Mile to Downtown Lex*

PattyRating, 5 stars1 week ago
This is a beautiful, very clean and well decorated place. Quiet too. Brooke attends to the additional delails that lets you know she cares about her visitors. Popcorn left out to microwave, bottles of ginger ale in the refrigerator…. the nice touches. I liked the convenient wall unit for shampoo and body wash in the shower area. Although it isn’t appealing to walk my dogs there, there is a beautiful park down the street that we went to that worked out nicely. One thing to note…. This is a second floor apartment with lots of steps that may be difficult for seniors. Not a criticism, just an fyi. This is one of the nicest air B and B’s that I have had the pleasure of staying at.
Top guest favorite
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!
Top guest favorite
Home in Lexington
4.98 out of 5 average rating, 241 reviews

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

CarolRating, 5 stars3 weeks ago
Eric’s Airbnb is just lovely. Everything was immaculate when we arrived. It was a perfect location for me and my family while we attended a family wedding.
Guest favorite
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 favorite
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 favorite
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.

Family-friendly home rentals with a pool

Guest favorite
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 favorite
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 favorite
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 favorite
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.
Castle in Lawrenceburg
4.9 out of 5 average rating, 87 reviews

Historical Manse, Pool, Bourbon Trail, Keeneland!

SarahRating, 5 stars8 months ago
We loved staying at Annika’s place during our visit to Kentucky for Keeneland. It reminded us of our historic sorority house, had everything we needed, and kept our men folk occupied in the pool room watching football while we sisters caught up all night! We had the best time! Thank you for having us!
Cottage in Spencer County
4.56 out of 5 average rating, 48 reviews

Shore Thing Bourbon Trail Lodging #21

TammyRating, 5 stars1 month ago
The place was beautiful, peaceful, and had everything we needed. The hot tub was hot and ready for us and we could see the lake from the house. We enjoyed cooking in the beautiful kitchen, soaking in the hot tub, and making our way to the lake to fish. We ate at Cattlemans Roadhouse nearby which was great as well. Great weekend getaway.
Top guest favorite
Cottage in Taylorsville
4.96 out of 5 average rating, 196 reviews

Luxury Retreat with Hot Tub

Deanna & DavidRating, 5 stars3 days ago
Beautiful cottage! Very clean! There were lots of thoughtful touches and decorations. Beautiful surroundings! We loved our stay!

Quick stats about vacation rentals that are family-friendly in Shelbyville

  • Total rentals

    30 properties

  • Nightly prices starting at

    G$8,364 GYD before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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