Family-friendly vacation rentals in Madison County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Madison County family-friendly rentals

Family-friendly home rentals with a hot tub

Cabin in Stanton
4.67 out of 5 average rating, 15 reviews

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn

AudraRating, 5 stars4 months ago
Beautiful cabin! Close to great hiking at Daniel Boone and Natural Bridge.
Cabin in Stanton
4.82 out of 5 average rating, 17 reviews

Hot Tub & WiFi - ManeStay - Red River Gorge KY

JenRating, 5 stars13 months ago
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.
A rustic log cabin is nestled among trees, featuring a large wraparound deck with expansive windows. A gravel path leads up to the cabin, framed by fallen leaves and natural landscaping. A stone marker indicating 'Mountain Spirit' is visible in the foreground.
Cabin in Stanton
4.07 out of 5 average rating, 15 reviews

Hot Tub, WiFi, Pet-Friendly - Mountain Spirit

GrettaRating, 5 stars7 months ago
Loved everything about our stay. Would definitely stay here again!
Cabin in Stanton
4.64 out of 5 average rating, 28 reviews

Hot Tub & WiFi - Cozy Canopy - Red River Gorge KY

PatRating, 5 stars1 month ago
Hosts provided all basic necessary items, which is very appreciated and kind!
The cabin features a wooden exterior with a covered porch supported by sturdy beams. A welcoming front door is highlighted, and outdoor furniture is placed invitingly on the porch. Surrounding greenery adds to the natural setting.
Cabin in Stanton
4.45 out of 5 average rating, 11 reviews

Hot Tub, WiFi, Pet-Friendly - Sundance

MichelleRating, 5 stars33 months ago
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!!
Cabin in Stanton
4.42 out of 5 average rating, 144 reviews

Maple Cabin: 3-BR w/Hot Tub

AshleeRating, 5 stars1 month ago
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
Top guest favorite
A welcoming living area features a light-colored sofa and a glass coffee table on a textured rug. Natural light filters through multiple windows, illuminating decorative shelves. A rustic door adds character, while a chic chandelier hangs from the ceiling above.
Home in Lexington
4.94 out of 5 average rating, 162 reviews

Hot Tub | Walk to Downtown | Patio | Fire Pit | Ga

KyraRating, 5 stars3 days ago
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!
The rustic cabin is surrounded by lush greenery, featuring a wooden porch with a railing and a staircase leading to the entryway. The entrance is adorned with a decorative sign, nestled amidst the trees that enhance the secluded atmosphere.
Cabin in Stanton
4.51 out of 5 average rating, 174 reviews

Chestnut Cabin: 1BR w/ Hot Tub

DarrellRating, 5 stars3 weeks ago
The host was very kind and responsive. the cabin was exactly as described. We loved our experience

Family- and pet-friendly home rentals

Superhost
Home in Lexington
4.76 out of 5 average rating, 29 reviews

GreatGroupGetaway, 15 min to Keeneland, Horse Park

MichelleRating, 5 stars12 months ago
Very well stocked with extras. Enjoyed the outdoor patio.
The historic log cabin features a symmetrical facade with two front doors and multiple windows, framed by well-maintained greenery. A flag hangs proudly above one entrance, while a curved pathway leads guests to the inviting entry. The expansive lawn enhances the cabin's rustic charm.
Cabin in Winchester
4.92 out of 5 average rating, 71 reviews

Historic Cabin - Farm - Near RRG, Lex, local music

MeganRating, 5 stars1 week ago
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!
Top guest favorite
A cozy living area features a plush couch adorned with accent pillows beside a comfortable armchair. Natural light filters through the windows, highlighting the wooden ceiling and intricate wall decor. A table lamp offers soft illumination, and a decorative rug adds warmth to the hardwood floor.
Cottage in Lexington
4.94 out of 5 average rating, 763 reviews

Little House Dwntwn - Close to Rupp & Restaurants

Alan and Loretta Rating, 5 stars2 weeks ago
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.
A welcoming chalkboard wall displays a map of Bourbon attractions and a list of local distilleries, breweries, and restaurants. A modern kitchen area is visible, featuring wooden countertops and bar stools, while the living room beyond offers a comfortable seating arrangement and a serene atmosphere.
Townhouse in Lexington
4.85 out of 5 average rating, 202 reviews

*Bourbon, Bourbon, Bourbon*

TaylorRating, 5 stars3 weeks ago
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!
Guest favorite
A golden dog is seen running through a grassy area in front of a rustic gray cabin. The space is surrounded by trees, with a fenced yard and a wooden barn visible in the background under clear skies.
Cabin in McKee
4.9 out of 5 average rating, 208 reviews

Arthur Lakes Log Cabin

JillRating, 5 stars4 months ago
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!!
A spacious living area is highlighted by warm wood accents and natural light. Comfortable seating, including an armchair and oversized ottoman, invites relaxation. A mixture of dining chairs and a wooden sideboard are visible in the background, creating a welcoming space for gatherings.
Bungalow in Lexington
4.93 out of 5 average rating, 43 reviews

Bungalow Bill's - Pet Fee Additional Charge

SamRating, 5 stars8 months ago
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.
Superhost
The bathroom features a shower area with a striped curtain, a toilet, and a metal shelving unit storing neatly stacked towels. Basic toiletries are arranged on the back of the toilet, while a trash bin is positioned nearby.
Condo in Lexington
4.81 out of 5 average rating, 346 reviews

*Gorgeous Hideout | Close to Everything*

TaylorRating, 5 stars2 weeks ago
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.
Top guest favorite
A spacious two-story house is showcased with a brick exterior and red shutters. Symmetrical windows allow natural light to fill the interior. Landscaping includes neatly trimmed shrubs and decorative stonework. A cozy front porch adds charm to the inviting entrance.
Home in Lexington
4.9 out of 5 average rating, 208 reviews

Your Home Away from Home

ChristopherRating, 5 stars2 weeks ago
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

A grand brick structure with a prominent front facade featuring large white pillars and a central entrance. The property is surrounded by well-maintained green landscaping and a spacious lawn. A hint of historical charm is evident in the architectural design, set against a clear blue sky.
Villa in Paris
4.85 out of 5 average rating, 81 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

BlairRating, 5 stars9 months ago
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.
Guest favorite
A rooftop patio is showcased, featuring several green tables and chairs surrounded by potted plants and blooming flowers. The skyline of downtown Lexington is visible in the background, highlighting a variety of buildings and green trees under a clear blue sky.
Condo in Lexington
5 out of 5 average rating, 102 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

LanaRating, 5 stars6 days ago
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!
An outdoor pool area features a smooth, inviting surface designed for swimming, accompanied by a water slide stretching over the edge. Sun loungers line the patio, with a covered table arrangement nearby. Lush grassy land surrounds the pool, creating a spacious and open environment.
Home in Wilmore
4.92 out of 5 average rating, 13 reviews

The Hardin House

AllisonRating, 5 stars9 months ago
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!
A spacious living area is furnished with a large, plush sofa and stylish armchairs. An artistic rug lies beneath a central coffee table. Vibrant artwork adorns the walls, and a flat-screen television is mounted for entertainment.
Condo in Lexington
4.98 out of 5 average rating, 91 reviews

The Retreat - Bluegrass Country Starts Here

BarryRating, 5 stars4 weeks ago
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.
Top guest favorite
A fenced-in backyard features a grassy area with a swingset and slide, and seating arrangements made up of chairs and a firepit. Sunlight casts gentle shadows from surrounding trees, creating a serene outdoor space for relaxation or play.
Guest suite in Wilmore
4.94 out of 5 average rating, 271 reviews

The Roosting Place

GloriaRating, 5 stars2 weeks ago
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!

Destinations to explore