
Family-friendly vacation rentals in Shelbyville
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Shelbyville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Shelbyville family-friendly rentals
Family-friendly home rentals with a hot tub

WATERFALL WALKOUT HILLTOP SLEEPS 10+, 4 BR 2BA
This is a perfect hideaway and wonderful place to stay (especially if you are a Christian). I miss it already! So peaceful.

Luxury lakehouse retreat with picturesque views
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.

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

Highlands Oasis- Summer and Winter Retreat
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!

Timberframe on Farm Lexington, KY Solar Power
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.

Southern Comfort-Hottub wlk 2 Resturant Row & Shop
Within walking distance of several restaurants and a quick drive to a lot of greats bars and other things to do.

"On the Rocks" Bourbon Trail Getaway
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!

Golf House
Outstanding place for large gatherings. We used it for out of town guests in a wedding party.
Family- and pet-friendly home rentals

Cottage in Louisville,KY on Scenic River Rd
Very comfortable home close to everything. Would definitely stay here again.

Cabin on Lake Close to Louisville Ky
This home was very relaxing and comfortable.

*One Bedroom Apt | One Mile to Downtown Lex*
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.

The Getaway in Bourbon Country with Breakfast
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!

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

Home near the Highways
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.

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

Cottage Park Carriage House. Rest w/Hollyhock
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

Cherokee Park Oasis with Private Entrance
Nice peaceful place to spend the night. Everything was great, but the pool was the best part of it.

Anchor Rental
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.

The Waterfall Place, Suite and Walkout!
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.

Bourbon Country/ Derby Guest House
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.

Best view of the lake two bed two bath cottage #4
Had a very nice time here, enjoyed the hot tub and watching T.V.

Historical Manse, Pool, Bourbon Trail, Keeneland!
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!

Shore Thing Bourbon Trail Lodging #21
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.

Luxury Retreat with Hot Tub
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
Destinations to explore
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Lexington Vacation rentals
- Bloomington Vacation rentals
- Red River Gorge Vacation rentals
- Williamstown Vacation rentals
- Nashville Vacation rentals
- Lake Cumberland Vacation rentals
- Nashville Vacation rentals
- Gatlinburg Vacation rentals
- Chicago Vacation rentals
- Western North Carolina Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ark Encounter
- Kentucky Horse Park
- Rupp Arena
- Kentucky Kingdom & Hurricane Bay
- Buffalo Trace Distillery
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Kentucky Derby Museum
- Valhalla Golf Club
- Anderson Dean Community Park
- Muhammad Ali Center
- Big Four Bridge
- Heritage Hill Golf Club
- Angel's Envy Distillery
- Charlestown State Park
- Waterfront Park
- Old Fort Harrod State Park
- Hurstbourne Country Club
- Turtle Run Winery
- River Run Family Water Park
- Evan Williams Bourbon Experience
- Falls of the Ohio State Park
- Kentucky Science Center
- Big Spring Country Club