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
4.69 out of 5 average rating, 16 reviews

Hot Tub & WiFi - Intimate Cabin - Snuggle Inn

KurtRating, 5 stars1 month ago
We enjoyed our weekend at the gorge. The cabin was perfect and the scenery was beautiful. We would come back again! Thank you!
A cozy living area features wooden walls and flooring, highlighted by a large painting of a horse. A stone fireplace is centered against the wall, complemented by a flat-screen TV above it. Two comfortable couches and a coffee table are arranged for socializing.
Cabin in Stanton
4.61 out of 5 average rating, 18 reviews

Hot Tub & WiFi - ManeStay - Red River Gorge KY

JenRating, 5 stars15 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 stars9 months ago
Loved everything about our stay. Would definitely stay here again!
Top guest favorite
An airy living space is showcased, featuring large windows that invite natural light and provide views of the surrounding fields. Comfortable seating arrangements with a mix of couches and chairs are positioned around a central area rug, highlighting a handcrafted coffee table and a wood stove.
Chalet in Wilmore
4.91 out of 5 average rating, 141 reviews

Timberframe on Farm Lexington, KY Solar Power

MistyRating, 5 stars1 week 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.
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 stars34 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!!
A cozy cabin is nestled among autumn trees, featuring a distinctive log exterior and a green roof. The front porch is accessible, with a seating area that invites relaxation. Sunlight filters through the leaves, enhancing the cabin's warm wooden tones.
Cabin in Stanton
4.64 out of 5 average rating, 28 reviews

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

PatRating, 5 stars2 months ago
Hosts provided all basic necessary items, which is very appreciated and kind!
Guest favorite
The exterior of the updated bungalow is presented, showcasing a wide front porch with a welcoming entrance. Lush greenery surrounds the steps, and the house features white brick and a prominent wooden front door, creating an inviting first impression.
Home in Lexington
4.93 out of 5 average rating, 168 reviews

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

JudyRating, 5 stars3 weeks ago
The only item not mentioned was the preschool right next door.
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, 181 reviews

Chestnut Cabin: 1BR w/ Hot Tub

SamanthaRating, 5 stars2 weeks ago
We had everything we needed and more for a couple of nights. We were able to explore some of the RRG trails and avoid the evening/nighttime rain. Thanks for a sort of last minute stay!

Family- and pet-friendly home rentals

Superhost
A dining area features a round table surrounded by white wooden chairs, complemented by a braided area rug. Light fixtures hang above, illuminating the space. Neutral walls create a warm atmosphere, with decorative signs adding a touch of character.
Home in Lexington
4.77 out of 5 average rating, 30 reviews

GreatGroupGetaway, 15 min to Keeneland, Horse Park

NicoleRating, 5 stars3 weeks ago
Julie was a great host and super responsive! Her house was fantastic and the perfect location with being close to the Kentucky Horse Park.
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
4.91 out of 5 average rating, 74 reviews

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

NicholRating, 5 stars1 month ago
I adored this Cabin. It was cozy and charming. Like stepping back in time. The cabin has so much character. I loved working out of the den and the bedrooms were very spacious. The property itself its peaceful and my dogs loved visiting with the cows and goats. This place is so pretty we barely left. We will definitely return and I highly recommend this cabin. I also loved the assortment of books and puzzles, and historic artifacts throughout the cabin. You will find a treasure in every corner. From all the cute china and dishes to the stained glass windows and historic paintings.
Top guest favorite
A historic brick duplex features a welcoming front porch with white railings and steps leading to the entrance. Lush greenery borders the walkway, and large windows reflect natural light, enhancing the home's classic architectural details.
Home in Lexington
4.98 out of 5 average rating, 241 reviews

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

CarolRating, 5 stars1 week 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.
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, 208 reviews

*Bourbon, Bourbon, Bourbon*

EmilyRating, 5 stars3 weeks ago
We had a wonderful visit. Very walkable to West 6th brewery, Bluegrass distillery and 2 restaurants. North Lime coffee and donuts was close enough for a morning walk. We heard really great reviews for dingbats pizza which is only a block away, but did not get to try it this time.
Guest favorite
Home in Lexington
4.95 out of 5 average rating, 160 reviews

Charming Cottage Home on a Farm!

JulieRating, 5 stars4 days ago
Leslie and Al were wonderful hosts. Charming cottage. Had everything you need. Beautiful farm setting. Beautiful horses. Close to Lexington and all the Distilleries. She many wonderful things to see and do in the area. Coming back to the cottage was like coming back to your home at night. We would go back again and have already recommended this place to friends. Thank you!
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, 210 reviews

Your Home Away from Home

JenniferRating, 5 stars1 month ago
From booking to the end of our visit this was a great experience and lovely home for what we needed. The kitchen is well stocked with an assortment of cookware and utensils. The water pressure in the showers was wonderful. The various sitting areas in the downstairs allowed people to spread out when needed. Coffee, restaurants, and grocery all with in a 5 minute drive.
A comfortable seating area is presented, featuring a soft, light-colored couch with decorative orange pillows. A wooden coffee table is centrally placed, accompanied by a tray with tea service. Natural light filters through sheer curtains covering the window, creating a warm atmosphere.
Guest suite in Lexington
4.85 out of 5 average rating, 227 reviews

New construction Urban Studio

AmethystRating, 5 stars2 months ago
Thoughtful space and very intentional touches. It was everything we needed! Would definitely go back. Thank you for a great trip!
Guest favorite
The front entrance of the home features a welcoming porch with steps leading up to a dark iron railing. Lush greenery and flower pots are seen along the pathway, while a maple tree provides shade to the area, enhancing the home’s curb appeal.
Home in Lexington
4.92 out of 5 average rating, 99 reviews

University of KY/hospital area-#15082674-1

JustineRating, 5 stars1 week ago
A great spot for our mini vacation. Attended Rail Bird and perfect location. Lots of restaurants/eateries within walking distance. Very comfortable stay. Spent some time outside in the back with our dog. Fenced back yard. Leslie was very responsive and helpful. Thank you.

Family-friendly home rentals with a pool

A spacious living and dining area features a circular dining table with a marble top and decorative bowl of fruit. Soft seating arranged around a large wall-mounted television is visible, along with colorful artwork along the walls. Natural light enters through multiple windows.
Condo in Lexington
4.98 out of 5 average rating, 92 reviews

The Retreat - Bluegrass Country Starts Here

BarryRating, 5 stars2 months 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 spacious fenced backyard features a grassy area surrounded by leafy trees. A swingset with a slide is positioned to one side, providing a play area for children. A small playhouse is visible in the background, adding to the inviting outdoor environment.
Guest suite in Wilmore
4.94 out of 5 average rating, 277 reviews

The Roosting Place

MelissaRating, 5 stars2 weeks ago
My husband and I drove in from Texas to attend a HS graduation in a nearby town. This place was perfect for what we needed. We felt right at home. We would stay here again if available on our next visit to KY!
A serene swimming pool is framed by well-maintained green lawn and landscaping. Black wrought-iron chairs are positioned nearby. Lounge areas are shaded by pergolas, and decorative planters complement the outdoor space under a bright blue sky with scattered clouds.
Villa in Paris
4.85 out of 5 average rating, 81 reviews

Barr House Inn-historic 18 miles to LexKY/HorsePK

BlairRating, 5 stars11 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 well-equipped kitchen features light grey cabinetry and a spacious countertop. Modern appliances in black and stainless steel are complemented by a stylish backsplash. Illuminated by recessed lighting, the area includes a variety of kitchen utensils and decorative elements, creating a functional cooking space.
Condo in Lexington
5 out of 5 average rating, 103 reviews

Luxe - Your Bourbon Trail Adventure Starts Here

JaneRating, 5 stars1 month ago
John’s condo was gorgeous… beautiful furnishings, very spacious, comfy beds and bedding, plenty of kitchen and bath supplies. Great parking (nice that there were 2 spots for our use), easy access from condo to parking garage. The location could not have been better as we were in Lexington for our son’s UK graduation at Rupp arena. The only negative was the noise from the street but it wasn’t overly bothersome. Would highly recommend!

Destinations to explore