Kid-friendly holiday rentals in Madison County

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Madison County kid-friendly rentals

Child-friendly house rentals

Guest favourite

Home in Richmond

4.98 out of 5 average rating, 63 reviews

Southern Charm

JanetRating, 5 stars1 week ago
The house was very clean and the host was very nice. Would stay again.
Guest favourite

Home in Richmond

4.92 out of 5 average rating, 53 reviews

Walking Distance to EKU!

SusanRating, 5 stars1 month ago
Our stay at your place was nothing short of incredible. We were centrally located to many restaurants and shopping. The house provided all the amenities of home and then some. It also provided privacy when needed as well as many places to enjoy family time together. We enjoyed the ample amount of space fenced in backyard with the grandkids and our dog. We will definitely be booking this home again when we come back to visit our daughter.
Guest favourite

Home in Berea

4.92 out of 5 average rating, 224 reviews

Churchill Cottage- Cheerful, Historic 1 Bedroom

JeneferRating, 5 stars3 weeks ago
We enjoyed and appreciated our stay at Alison‘s cottage. We arrived late on a chilly winter’s eve and found the exterior lights on and the interior already warmed up and super cozy. We were immediately charmed by all the nice touches and the interesting layout of this quaint and rustic heritage cottage. Every room is quite spacious. The kitchen is fully functional with nice cookery and full-sized appliances so we were able to make a surprise potluck dish for a family event we were attending nearby. The bathtub was absolutely wonderful! Our dogs were so happy they seemed to hope we had moved! The cottage is set back off the road and adjacent to a historic property that has a golf course and a restaurant with a bourbon bar, and a museum of farming equipment. The neighbors and their two dogs were really nice. We would love to stay again next time we are in the area.
Guest favourite

Home in Berea

5 out of 5 average rating, 32 reviews

Sapphire Hideaway w/ Hot tub!

Angela And HishamRating, 5 stars1 month ago
5 Stars – The Perfect Holiday Retreat! This home was everything we could have hoped for and more! From the moment we arrived, it felt warm, inviting, and beautifully decorated for Christmas—truly capturing the holiday spirit. Every detail, from the thoughtful decor to the well-stocked amenities, was perfectly executed, making our stay seamless and comfortable. The property provided a perfect setting for my sister and her children to spend precious time together, creating unforgettable holiday memories. The kids had an amazing time, and my sister loved having a peaceful space to relax and recharge. The home was clean and well-maintained, with plenty of space for everyone to enjoy. Everything was meticulously labeled, which made it very easy to find everything we needed. Thank you for sharing this wonderful home with us. It made our Christmas celebration incredibly special, and we can’t wait for the opportunity to return!
Guest favourite

Home in Richmond

5 out of 5 average rating, 76 reviews

Westwood

TimothyRating, 5 stars3 weeks ago
The Westwood team is a 5 star operation. The Westwood home is the cleaneest most well equipped home we have ever stayed at using Airbnb. Floorplan is 5 star whether traveling for buisness or pleasure. Perfect stay! Thank you team Westwood.
Guest favourite

Home in Richmond

4.9 out of 5 average rating, 177 reviews

Downtown - walk to EKU, town and parks. Near I-75

NolaRating, 5 stars1 month ago
We loved our stay at the Wellington. It is so convenient to downtown. Within walking distance to shops and restaurants. The house is spacious with ample room for several people to stay. It is located in a safe and quiet area. We will definitely book here again in ever in the Richmond, Kentucky area.
Superhost

Home in Berea

4.82 out of 5 average rating, 62 reviews

Hidden Treasure in Berea KY

JessicaRating, 5 stars1 month ago
This was a very positive experience. The home was very nice and clean. The beds were comfortable with extra pillows and blankets(which were greatly appreciated). I would definitely stay here again if I am in the area.
Guest favourite

Home in Richmond

4.97 out of 5 average rating, 38 reviews

Walnut Creek Retreat - King Suit - Waterfall

RobinRating, 5 stars1 month ago
Julie was a great host. The house was great and she even had Christmas tree up as we were there for the holidays. We were able to cook and hang out. We enjoyed the fire pit one night and everyone loved the waterfall. It was the perfect setting for my family to meet and celebrate the holidays.

Kid-Friendly apartment rentals

Guest favourite

Apartment in Winchester

4.89 out of 5 average rating, 148 reviews

The River House Floor 2 Getaway, w/a river view.

RebekahRating, 5 stars2 months ago
Great deal for everything you get, we wanted a quiet weekend before holiday craziness started and it was exactly what we wanted! The hosts were so helpful and clear and quickly responded to questions. We hope to come back in the summer time!
Guest favourite

Apartment in Richmond

4.84 out of 5 average rating, 254 reviews

Spacious Downstairs Apartment

ShannonRating, 5 stars2 months ago
The place was really cozy, I felt right at home. I loved the little details they put into the home especially in the entry way that made us feel welcome. Maybe another heater, it was a bit cold when we stayed but everything went smoothly.
Superhost

Apartment in Berea

5 out of 5 average rating, 3 reviews

"Morning View 2" Cozy Modern Stay - College/Hiking

JeanaRating, 5 stars6 days ago
We truly enjoyed our stay. Many locals stores and restaurants near by. Everything was clean and quite comfy.
Guest favourite

Apartment in Richmond

4.97 out of 5 average rating, 119 reviews

Modern 2bd 2ba - Near I75, No Steps, Free Wifi

MatthewRating, 5 stars1 month ago
We came to Richmond from out of state to visit family. After checking into a local hotel that seemed to be falling apart we decided to check out early and find an AirBNB. Cassidy's place was available for almost exactly what we had spent on our hotel. She responded so fast, was able to get us in a little early the next day, and really salvaged the last part of our vacation by getting us in so quickly. Our family felt right at home in her place. The neighborhood, although seemingly large was very quiet. Easy check in and check out and the use of the single car garage was a nice touch as well. If you need a cozy, clean, and private place with comparable pricing to the primary Richmond hotels, this is a perfect spot.
Guest favourite

Apartment in Richmond

4.96 out of 5 average rating, 343 reviews

Luxury on Main / East

DiannaRating, 5 stars4 days ago
Perfect for Long-Term Visits! Our stay at this Historic Fourplex was one of our best rental to date! The home is well-equipped for extended stays, with everything you need for a comfortable and seamless month-long visit. From the fully stocked kitchen to the thoughtful touches throughout, it’s clear that the owner has gone above and beyond to make guests feel at home. What truly sets this rental apart is the level of hospitality. The owner’s attention to detail and responsiveness exceed what you’d expect from a five-star resort. Every aspect of our stay was well thought out, making it an enjoyable experience. If you’re looking for a high-quality rental that combines comfort, convenience, and outstanding service, this is the place. We would absolutely return and highly recommend it to anyone seeking a top-notch stay!
Guest favourite

Apartment in Richmond

5 out of 5 average rating, 9 reviews

Cozy Corner

TobinRating, 5 stars2 weeks ago
The space was quite nice, and Kristin was super helpful and accommodating!
Guest favourite

Apartment in Richmond

4.95 out of 5 average rating, 108 reviews

Comfy upstairs 2bed/1 bath near EKU Richmond

Scott and SusanRating, 5 stars6 days ago
Thanks for allowing one day stay's. I booked around 6:00 local time due to last minute change of plans and the location is right where I needed to be. Thank you!

Child-Friendly Holiday Condos

Superhost

Condo in Lexington

4.91 out of 5 average rating, 214 reviews

Lexington's Artistic Bunker / 1BR Downtown Condo

KeanaRating, 5 stars3 weeks ago
Clean, great location, easy to find. Parking was great!
Superhost

Condo in Lexington

4.84 out of 5 average rating, 119 reviews

Boho Bungalow

JoshuaRating, 5 stars4 weeks ago
I loved the place. Very cozy and peaceful. Bed was really comfortable and the tv was really nice. Fairly close to downtown and the main stuff you would want to do in Lexington. The only complaint I have is the couch isn’t particularly comfortable. It’s not a bad couch. But I would have liked a better one since I watched a good bit of tv. Otherwise, a very wonderful place and stay
Guest favourite

Condo in Lexington

4.89 out of 5 average rating, 274 reviews

*New Downtown Apartment*

AngieRating, 5 stars1 week ago
Small but very efficient ! Pet friendly & super clean . All u need for a short stay . Will book again .
Guest favourite

Condo in Lexington

4.92 out of 5 average rating, 146 reviews

Across From UK Hospital-Weekly/Monthly Discounts!

AnnaRating, 5 stars3 weeks ago
Excellent stay! Brandon was super responsive and friendly. Perfect place to stay if you are going to UK campus or hospital...quick walk across the street. Kitchen stocked with tools if you want to cook. Bed was super comfortable. SUPER clean. Will definitely be back!!
Superhost

Condo in Danville

4.86 out of 5 average rating, 14 reviews

Stylish Urban Escape in the Heart of Danville-20

StephanieRating, 5 stars2 months ago
The rental was so clean! Kitchen was brand new, very nice appliances and granite. I cooked a lot while in town visiting family. Linens were super clean and bathroom was immaculate. We all 4 thought the beds were very comfortable.
Guest favourite

Condo in Lexington

4.93 out of 5 average rating, 113 reviews

💙The FLAT @ the LEX w/ Parking-Horse Park-Bourbon

AmiyahRating, 5 stars2 weeks ago
Danny’s place was wonderful! Easy check in/out, the layout of the place is beautiful, & it was very clean!! The host was responsive with my questions & the place really makes you feel at home. I would definitely stay here again!!
Guest favourite

Condo in Paris

4.94 out of 5 average rating, 108 reviews

Paradise Inn B&B - Lover's Suite

AaronRating, 5 stars3 weeks ago
Lee was super nice. I wish he had more time to sit and chat with us. The gift certificate for the restaurant was a nice touch and the food was excellent. The complimentary drinks in the refrigerator, coffee, muffins and bananas were a nice touch as well. I loved the decor, very unique and genuine. Friday night we had a great time at Paradise for dinner and then we had drinks at the local cigar/bar where one man played guitar. Charlie was great. Saturday we had an amazing tour at Hartfield and Company. I highly recommend it if you are into bourbon, distilling or making beer. They are putting out great products. We tried to go to dinner several places on Saturday, but they were all closed due to the pending snowstorm. Thankfully, La Esperanza was still open. My Spanish is rusty, but it was fun conversing the best we could. Regardless, the food was amazing and the prices reasonable. Hopefully, Paris works on having more things to do within downtown walking distance. It's a cute place.
Superhost

Condo in Lexington

4.87 out of 5 average rating, 126 reviews

Private Condo Downtown, Walk to Rupp Arena

ScottRating, 5 stars3 months ago
Location was great for us as we were going to a wedding at The Apiary which was only a five minute walk. Short drive to many restaurants and other parts of Lexington.

Destinations to explore