
Family-friendly vacation rentals in Madison County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Madison County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Madison County family-friendly rentals
Family-friendly home rentals with a hot tub

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn
Beautiful cabin! Close to great hiking at Daniel Boone and Natural Bridge.

Hot Tub & WiFi - ManeStay - Red River Gorge KY
This cabin was a great getaway! I loved the open but cozy feel of the space. We only had two people staying, so there was plenty of space for sitting by the fire, around the table etc. Might be a bit cramped for more than 4 though. It wasn't clear from the pix, but one BR and one BA are upstairs, which is really nice to give people their own space. The roads are a bit of a challenge, so do heed that warning about 4WD if there is any sort of inclement weather predicted! Even the "paved" road is extremely steep and gravelly, and we had to take two runs to get up the driveway! On the other hand, the location is great if you want to just explore the Gorge. So many great hikes are just a few minutes away, and every drive is quite scenic. Really loved the experience here and would highly recommend.

Hot Tub, WiFi, Pet-Friendly - Mountain Spirit
Loved everything about our stay. Would definitely stay here again!

Hot Tub & WiFi - Cozy Canopy - Red River Gorge KY
Hosts provided all basic necessary items, which is very appreciated and kind!

Hot Tub, WiFi, Pet-Friendly - Sundance
We loved this cabin!! It was exactly what we were looking for in a long weekend getaway, and we would definitely return to this cabin!!

Maple Cabin: 3-BR w/Hot Tub
Great time and nice to be able to bring the dogs. Location was private which was nice for kids and dogs to run around without disturbing others

Hot Tub | Walk to Downtown | Patio | Fire Pit | Ga
We absolutely loved our time in Seth’s beautiful home! The house is very spacious and has everything you could need. We especially enjoyed how the furniture was actually comfortable and allowed us to relax, which is not the case with most Airbnbs. Seth was great with communication and made sure that we were well taken care of. I would definitely recommend Seth’s house to anyone and would stay there again!

Chestnut Cabin: 1BR w/ Hot Tub
The host was very kind and responsive. the cabin was exactly as described. We loved our experience
Family- and pet-friendly home rentals

GreatGroupGetaway, 15 min to Keeneland, Horse Park
Very well stocked with extras. Enjoyed the outdoor patio.

Historic Cabin - Farm - Near RRG, Lex, local music
We had a fantastic time at Laura's cabin! Our son had so much fun exploring the farm, and watching the cows and goats. We also enjoyed drinking our coffee while watching the birds at the bird feeder each morning. The cabin itself was beautiful with many touches referencing the history of the cabin. We really enjoyed being able to use the farm store by the cabin as well. It was very centrally located, allowing us to easily do day-trips to Red River Gorge, Lexington, and Winchester. Overall, we had a great time and would highly recommend this stay!

Little House Dwntwn - Close to Rupp & Restaurants
Bill’s place is charming, clean, comfortable and well equipped. We loved the historic neighborhood for walking, and being so accessible to everywhere we wanted to go.

*Bourbon, Bourbon, Bourbon*
My parents came into town and stayed here for the weekend. It is a lovely space with a full functioning kitchen and great amenities. Brooke and Bob were responsive and answered all questions quickly and clearly! I definitely recommend this Airbnb, it has a lot of character and charm and my parents loved it!

Arthur Lakes Log Cabin
My son and I spent the week of Christmas at the cabin. It was a perfect week of bouldering and celebration!! Plan on making it our new family tradition!! See ya in the Spring!!

Bungalow Bill's - Pet Fee Additional Charge
I can’t recommend this place highly enough. Amazing neighborhood, close to everything, and such a beautiful house with a great yard. Super friendly hosts, and very helpful with local recommendations.

*Gorgeous Hideout | Close to Everything*
If the bed was replaced this place would be soooo improved. The bed runs on the small side, but the mattress was so unpleasant. The neighborhood is a little on the tough side. But the parking lot is private and we didn’t have any issues. But be mindful it’s not in the greatest area.

Your Home Away from Home
Great location in nice neighborhood. Nice clean place and plenty of room for the 4 of us. Check in and out was easy.
Family-friendly home rentals with a pool

Barr House Inn-historic 18 miles to LexKY/HorsePK
This is a beautiful, historic, and impressive home. Our family took a weekend in the area and greatly enjoyed staying at Barr House Inn. The rooms were large, furnishings elegant, entrance impressive, and the location with a short drive to Lexington was helpful. An added benefit was the swimming pool with a deck and chairs/tables for relaxing and enjoying the outdoors. All of the bedrooms, two of the bathrooms, as well as the kitchen were on the second floor, which made it easy for family gatherings. It was a great and enjoyable weekend at this historic home.

Luxe - Your Bourbon Trail Adventure Starts Here
The beds were extremely comfortable and so were the pillows- the bed linens were all new as well. The living room TV was a bonus!

The Hardin House
William’s home was the perfect vacation spot! Quiet and peaceful! We spent most of our time in the pool or sitting outside with our dogs. With the fenced in yard, it made it so easy to have them out there with us. William was extremely responsive to any questions we had. House was very clean and very welcoming! We hope to be back sometime soon!

The Retreat - Bluegrass Country Starts Here
A great place to stay if you want to be close to Rupp and/or downtown. The place is just as it shows in the pictures. I only have two small complaints/suggestions. The lobby of the complex seems to be in a state of disrepair and is very poorly lit at night. Not a very welcoming entry at night. Secondly, I was not able to adjust the thermostat. Seemed to be a problem with the nest control. Other than these small things, the place is great and I would definitely stay here again.

The Roosting Place
Appreciated the nice, clean place to spend a couple nights while visiting my daughter. Loved the farm fresh eggs, and the fact that my little grandson could gather some himself!
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