Kid-friendly vacation rentals in Madison County

A spacious living area features a neutral-colored sofa with decorative pillows, paired with a wooden coffee table. Art pieces adorn the walls, and a ceiling fan circulates air. A large window allows natural light to fill the room, highlighting the hardwood flooring.

4.96 out of 5 average rating, 362 reviews

Luxury on Main / East

Head past the custom front-door painting and into an interior with original hardwood flooring. Standouts include a remote-control fireplace and subway-tiled kitchen with stainless steel appliances. A wood stove adds a warm glow to the shared patio. This 1920's shotgun-style four unit apartment building has been completely restored with all modern amenities. The Tenant House has a rich history on Main Street in downtown Richmond. Guests have access to all shared spaces I will be available 24/7 for contact via text, call, email, or in person. Information about the surrounding area and the unit will be provided. Walk to the latest downtown venues and jog round nearby parks from this location, directly across from the Richmond Visitors Center. Eastern Kentucky University is also convenient for here, while many places to eat and drink are on the doorstep.

A spacious living area is depicted, featuring a large sectional sofa adorned with neutral and yellow cushions. A circular dining table with glass top and four upholstered chairs is positioned in the foreground. Two framed artworks are displayed on the wall, complemented by natural light entering through a window.

4.94 out of 5 average rating, 131 reviews

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

This spacious, single level duplex unit is located in one of Richmond's best neighborhoods and only 24 miles from Lexington, KY. It is perfect for a quick one or multiple night stay. With the central location of this unit, you are a short drive from all attractions! You and your guests will LOVE this luxury unit that provides stainless steel appliances, granite counter tops, memory foam mattresses, coffee bar, sectional sofa, work area, games and much more. 4 miles from I-75 2.5 miles to EKU

The front porch features two tall columns framing a blue door, flanked by a swinging chair and decorative potted plants. Bright daisies bloom along the pathway, creating a welcoming entrance. A vibrant green garden with various plants adds a natural touch to the area.

4.93 out of 5 average rating, 735 reviews

Berea Painter's Cottage

Eclectic, clean, comfortable cottage featuring original artwork, located in walking distance of Berea College Campus, Artisan Village/Old Town area, Art Galleries, Unique Shops, The Lot, Rebel Rebel, Nightjar, Sunhouse Craft, and Native Bagel. A short drive to the Pinnacles and Kayaking at Owsley Fork Lake. The location is great. A cozy patio in front of the home with a swing and a tree canopied deck in back that feels like being in a treehouse. Basic TV channels and high-speed internet.

The cozy living area features a comfortable recliner chair and a plush sofa, complemented by a decorative area rug. A dining table for two is positioned near the window, illuminating the space with natural light. The room is styled with artwork and a TV stand.

4.95 out of 5 average rating, 124 reviews

Simply sweet - Entire 1 bed upstairs apt near EKU

Simply sweet is a cozy upstairs 1 bed apartment that offers a clean comfortable stay near the EKU campus. Close to Purdy's Coffee and BBH. Centrally located for ease of commuting to downtown Richmond, Wal-mart, Kroger, Richmond Centre shopping and numerous restaurants. Easy check in / check out process. Security cameras on site. Egyptian cotton towels and microfiber sheets provided. Stackable washer / dryer in unit. Located 7 minutes from I-75. No pets please-there’s no green space here.

4.97 out of 5 average rating, 359 reviews

A rustic cabin is nestled among vibrant autumn trees, positioned above a serene pond. A small dock with two chairs is visible near the water's edge, inviting relaxation. The surrounding landscape features lush greenery and colorful foliage, enhancing the cabin's secluded feel.

Cabin in McKee

Mountain Dream Cabin -Fish Pond+Fenced Yard+Stalls

Escape to a peaceful cabin with a wraparound porch perfect for soaking in the beauty of nature. This pet-friendly retreat features a fenced yard and space for trailer parking, plus four horse stalls available upon request. Enjoy catch-and-release fishing in the stocked pond, or explore nearby attractions: 25 minutes to Berea’s historic downtown and Pinnacle Trails, and 30 minutes to Flat Lick Falls and Sheltowee Trace. Unwind, explore, and experience the charm of our small-town getaway!

4.92 out of 5 average rating, 207 reviews

A cozy cabin is illuminated by warm light as dusk falls. The porch area features steps leading to the entrance, with a pathway visible in front. Dark clouds hover above, contrasting with the soft glow emanating from the windows.

Cabin in Berea

A Happy Place Cabin with magical views!

A cabin and experience like no other in Berea. Enjoy the smell of cedar, sounds of the country, amazing views of the mountains and magical sunsets! Relax in our cozy all cedar cabin that sits on a 37 acre property. Fish in the large pond, swing on the porch, and cook dinner outside on the Blackstone griddle. Located just 5 miles from town, it is close enough to find great dining options and visit all that Berea has to offer, yet far enough away to provide serene tranquility and peace.

4.99 out of 5 average rating, 113 reviews

The welcoming entrance features a covered porch with two wicker chairs, surrounded by neatly trimmed hedges and colorful plants. A decorative 'HOME' sign is displayed beside the door, while the large front window offers a glimpse of the inviting interior.

Guest suite in Berea

The Artist's Tranquil Nest & Studio

Nestled near Central Kentucky Wildlife Reserve, The Nest offers an entire upper floor for one price with two private rooms: Chickadee’s Nest (queen) & Sparrow's Nest (king and trundle), a Gathering room with a sleeper sofa, Paris Coffee Room, bird bath (bathroom), bird perch (deck), wifi, monitor/cable in each room. Art classes are offered upon request by children's book author/illustrator, Lori McKeel, for an additional fee. Separate entrance and plenty of privacy and parking.

A bright living room showcases a green sofa flanked by two decorative pillows, with a round coffee table at its center. A ceiling fan hangs above, while curtains frame the windows, allowing natural light to illuminate the space. A television is mounted on the opposite wall.

4.9 out of 5 average rating, 138 reviews

Cheerful 2 bedroom home with parking on premises

Stay in style at this bright and newly renovated home where Old Town is only an 2 minute drive away! You'll have the whole home to yourself! amenities, including a full fenced in backyard and private driveway– all with restaurants and shops within easy driving distance.Perfect for a couple or a small family. If you’re searching for a cozy home in Berea with a great location, then look no further. Save your dates now and enjoy a vacation where the art is.

4.82 out of 5 average rating, 572 reviews

The living area features rustic log walls contrasted by a bright ceiling. A cozy sectional sofa faces a wooden coffee table and a small desk with a TV. Two armchairs are positioned beside a colorful area rug, while natural light filters through multiple windows.

Cabin in Lexington

Unique Stay - 1907 Log Cabin Near Kentucky River

Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)

4.89 out of 5 average rating, 149 reviews

A wooden railing overlooks a serene river, with trees lining the opposite bank. A cozy plaid blanket drapes over the railing, alongside a glass decanter and two glasses, capturing the golden hues of a sunset.

Apartment in Winchester

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

Enjoy the spectacular views of the Kentucky River from this second floor studio. Located within an easy walk of hiking trails. After your hike (or whenever, you are on vacation), visit the Waterfront Grill or Hall’s on the River. They offer dining, bar, and seasonal outdoor seating. They are about a half mile down the road from the cottage. A tasting at the winery just a few minutes away will sweeten your stay. For more play, kayak rental is nearby.

4.97 out of 5 average rating, 313 reviews

A private country apartment is depicted, featuring a brick exterior and a paved driveway. Large windows allow natural light into the space. A grassy area in front leads to a peaceful pond, with open fields and a fence in the background, enhancing the tranquil setting.

Guesthouse in Richmond

Richmond Guesthouse

Private country apartment between Richmond and Berea. Enjoy quiet time away from the city but you are still just a short drive away from all the amenities. We have everything you could need for a one night stay or longer. There is livestock in the adjacent fields but won't be a bother to you. There is free wifi and a roku hooked up to the tv so you can access all of your streaming services.

The charming brick exterior of the older home is framed by vibrant flower beds, featuring colorful blooms and lush greenery. A neatly manicured pathway leads to the welcoming front door, flanked by decorative shutters and a covered entryway.

4.99 out of 5 average rating, 175 reviews

Richmond Retreat by Raydarr Properties, LLC

Older home with lots of character located within walking distance of downtown Richmond. If you like the outdoors, there is a porch with a swing, and a sitting area in the back yard with a fish pond. Located approximately 2 miles off of I-75. The driveway goes behind the house for parking. That side of the yard is open, so the backyard is not fully fenced.

Vacation rentals for every style

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Cabins

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A space thats all yours, with room for everyone

Popular amenities for Madison County kid-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Kid-friendly house rentals

The exterior of the lodge is showcased, featuring a spacious wooden deck surrounded by a grassy area. A gravel driveway leads up to the home, and a wooden fence with a small pile of firewood is visible in the foreground, creating a natural country setting.

4.96 out of 5 average rating, 126 reviews

Pinnacle Lodge now w/ Brand New Hot Tub!

NikkiRating, 5 stars1 week ago

Absolutely Beautiful home and views. fully stocked kitchen cabinets with pretty much everything in ur home including spices. All you need is food and clothes, everything else is provided. HIGHLY RECOMMEND!

The exterior of a charming single-story home is depicted, featuring a combination of light brick and dark roofing. A neat driveway leads to a two-car garage, while a well-maintained lawn with green grass adds to the welcoming appearance of the property.

4.99 out of 5 average rating, 78 reviews

Southern Charm

NickRating, 5 stars1 week ago

Great place for a group of four to stay while playing golf in the area.

A modern living area features a spacious navy sectional sofa adorned with decorative pillows. A large TV is mounted on the wall, and a patterned area rug sits atop the hardwood floor. Natural light floods the space, creating a bright and inviting atmosphere.

5 out of 5 average rating, 48 reviews

Sapphire Hideaway w/Hot Tub! – Near I-75

ChloeyRating, 5 stars1 day ago

Very clean and tidy has everything you need love the makeup remover cloths! Great location hosts are sweet and respond very fast!

A modern kitchen is displayed, featuring sleek white cabinetry and stainless steel appliances. An island with seating is positioned at the center. Decorative plants and succulents are arranged on the dining table, complementing the contemporary decor.

5 out of 5 average rating, 83 reviews

Westwood

DaisyRating, 5 stars1 month ago

My bridal party and I had a great time and it was a great place to chill and spend time with them before my big day

The exterior of a charming brick house is showcased, featuring a well-maintained lawn with shrubs and flowering plants. A concrete driveway leads to the front entrance, complemented by a tasteful umbrella over the entryway, framed by trees and greenery.

4.89 out of 5 average rating, 187 reviews

Downtown Charm - Walk to EKU & Parks Near I-75

CraigRating, 5 stars1 month ago

Great place to stay in a quiet neighborhood. Very close to anything you might need. Host was very responsive and helpful.

Two patterned armchairs are positioned facing each other beside a window, allowing natural light to illuminate the space. A small table is placed between the chairs, holding a decorative item and a lamp. Sheer curtains frame the window, adding to the inviting ambiance.

4.91 out of 5 average rating, 238 reviews

High on Berea

JessicaRating, 5 stars1 day ago

Such a cute little house in a nice quiet neighborhood. Beds were somewhat comfy and the place was very clean. loved the decor. I felt like we were at a grandma's house and it was very comforting.

A cozy living area features a brown leather sofa and two accent chairs in vibrant red. A wooden coffee table with a woven basket design sits in the center. Natural light enters through two windows, and a large artwork of a tree is displayed on the wall.

4.96 out of 5 average rating, 123 reviews

Berea Bungalow

KathrynRating, 5 stars5 days ago

Was a pleasant place to. Enjoyed the space and location

A single-story brick home is shown, featuring a sloped roof and several double-hung windows. The well-maintained front yard includes neatly trimmed hedges and a few plants. A paved driveway leads up to the entrance of the house.

5 out of 5 average rating, 69 reviews

Blessed Blossom by Boone Tavern

JohnRating, 5 stars1 week ago

Super nice host. Went out of their way to be helpful and accommodating. The place was spotless. Painting perfect, everything worked, easy to log on to WiFi, etc. Will definitely go back again if I'm ever in the area.

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Kid-friendly apartment rentals

The kitchen features granite countertops and a modern layout, equipped with a black refrigerator, stove, and microwave. Light-colored cabinetry is complemented by white tiled backsplash. A round dining area offers high stools, and natural light filters through the window with horizontal blinds.

4.96 out of 5 average rating, 70 reviews

The Nelson House-Walk to EKU

RamonaRating, 5 stars4 weeks ago

We really loved this place. The layout was great. The bedrooms were upstairs so the morning people could get up have coffee and not wake up the late sleepers. I’m a super clean freak and I was very pleased with how clean the place was. There were a lot of extras that we enjoyed. Nice sheets and blankets. Lots of towels. A variety of coffee and creamer flavors, snacks, water, face wipes, hand cream, shampoo body wash and more…… with generous amounts. We felt very welcomed. We only stayed 2 night but the home was comfy enough to stay for a long time.

A comfortable living area features a brown reclining sofa adorned with assorted cushions, including plush white and navy blue accents. A small side table with a lamp sits adjacent to the sofa. A colorful area rug adds a touch of warmth to the floor, and a blue armchair complements the setting.

4.91 out of 5 average rating, 127 reviews

Cozy upstairs 2bed/1 bath Apt Richmond near EKU

MassielRating, 5 stars3 weeks ago

This was exactly what we needed. We stayed here for my brother in laws graduation. i really appreciate how clean this place was. The place honestly looks better in person. We had coffee to make in the morning, parking was spacious, very quiet, comfy beds, and very peaceful. Would definitely stay here again.

A room features a floral-patterned bedspread atop a spacious bed. Nearby, a wooden dresser and a television are positioned alongside a mini refrigerator and a microwave. A chair is placed against the wall, creating a functional space for relaxation.

Private room in Richmond

5 out of 5 average rating, 9 reviews

Tom Nguyen Private Room

JoshuaRating, 5 stars64 months ago

The host here are absolutely incredible! We would love to return here. The room was very clean and quiet. We highly recommend!

4.94 out of 5 average rating, 17 reviews

A bright living area features a comfortable gray sofa paired with two modern armchairs. A coffee table sits in the center, complemented by decorative plants and lamps. Natural light filters through two windows, enhancing the welcoming ambiance of the space.

Apartment in Berea

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

AyhanRating, 5 stars1 month ago

This airbn is a good place to stay. We picked at the last minute but we had a great time there. Recommended!

A modern bedroom is presented, featuring a king-sized bed dressed in a stylish bedspread with a mix of patterns. A large mirror reflects natural light from the nearby windows. The room includes a ceiling fan, bedside lamps, and a small desk, contributing to a comfortable atmosphere.

HenryRating, 5 stars8 months ago

Charming King Bedroom, Downtown, Walk to EKU

Sable, my black Lab-Chow mix, and I absolutely loved Michael’s room within the wonderfully unique shared space of the home. Every necessary convenience, plus some fantastic perks, was available. We’re already looking forward to our next stay in the near future!

A cozy dining area features a round table surrounded by two wooden chairs, with a light fixture overhead. A desk is positioned in one corner, accompanied by a lamp. Decorative artwork is displayed on the wall, and a colorful rug adds warmth to the space.

4.74 out of 5 average rating, 27 reviews

Cozy Corner

HectorRating, 5 stars1 week ago

This was a great place to stay - great value, friendly & communicative host and only a short drive into Richmond and the surrounding area. The Airbnb itself was clean, spacious and exactly as described. Would definitely recommend to anyone staying in the area.

A spacious living area features a comfortable dark leather sofa with soft throw pillows, complemented by a decorative floral wall art piece. A patterned area rug adds color to the floor, while a floor lamp provides additional lighting. The kitchen area is partially visible in the background.

4.95 out of 5 average rating, 124 reviews

Comfy upstairs 2bed/1 bath near EKU Richmond

RichRating, 5 stars1 week ago

I love staying here whenever I am in Kentucky it feels right at home and it is quiet and in safe place. Freida is friendly and very responsive if something is needed. What a pleasure. Thank you

A welcoming living space is featured, with a dining table set for four and a black shelving unit displaying decorative items. Light beige walls complement the comfortable seating area, which includes a sectional couch and a television. Natural light flows in through the door leading to the outside.

4.8 out of 5 average rating, 102 reviews

2 Beds/2 Baths, Fenced, Garage, Pets Welcomed!

RonRating, 5 stars2 months ago

Our stay was great! The property was as advertised, very clean and had everything we (and pets) needed and more. Amanda was also flexible and accommodating when we needed to extend our stay. This would be the first property we'd check for availability if staying in the area again.

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Kid-friendly condo rentals

A modern living area features a comfortable gray sofa with colorful accent pillows, complemented by an elegant coffee table. An artistic mural adorns the wall behind, creating a vibrant focal point. Ambient lighting is provided by stylish floor lamps, enhancing the contemporary decor.

4.91 out of 5 average rating, 225 reviews

Lexington's Artistic Bunker / 1BR Downtown Condo

GuyRating, 5 stars1 week ago

Thank you for great accommodation. Will be happy to stay again!

A cozy living area features a comfortable gray sofa and two white armchairs arranged around a circular coffee table. A flat-screen TV is mounted above a stone fireplace, with built-in shelves displaying decorative items and framed photos.

4.95 out of 5 average rating, 213 reviews

The FLAT at Bell Place - Downtown/Horse Park

CassidyRating, 5 stars1 week ago

I cannot say enough great things about Matt and the house! We traveled for a girls trip, Matt’s house was clean and safe. He responded to every question, politely and quickly! Recommend great restaurants, delicious food! I will definitely be booking with Matt again in the future!

A cozy deck area features a fire pit with flames gently flickering atop a marble table. A single chair is positioned nearby, providing a view of the skyline, where multiple buildings are visible against a clear blue sky.

4.83 out of 5 average rating, 12 reviews

Entire Downtown Condo

MikeRating, 5 stars37 months ago

Great place, walking distance to downtown. Two twins and a bath on the first floor, queen bed on third floor is loft style with no door. I was staying solo so it was not a problem but could be noisy will a full house. Comfortable bed and the second floor deck is very nice. Would stay again.

A welcoming living area features a spacious gray sofa adorned with decorative pillows, positioned on a soft area rug. The open layout reveals a modern kitchen in the background, with wooden cabinetry and appliances visible. Natural light streams in from the adjoining hallway.

4.89 out of 5 average rating, 293 reviews

*New Downtown Apartment*

NicoleRating, 5 stars4 weeks ago

Had a girl's weekend in Lexington and Brooke's place was perfect for this. The apartment was in a great location and very clean! Highly recommend!

A playful artwork of a panda wearing colorful glasses, showcasing vibrant and textured brush strokes. The panda's joyful expression is highlighted with round, twinkling eyes, surrounded by a mix of colors that enhance its charming features. The background remains neutral, allowing the panda to stand out.

4.93 out of 5 average rating, 161 reviews

Across From UK Hospital-Weekly/Monthly Discounts!

DustinRating, 5 stars3 weeks ago

Easy to find place, located central to all campus activities. Perfect for graduation or campus games. Super clean and cozy. Easy to access. Parking was great. Will definitely stay again when in Lexington. Super responsive host. Looks at the small details like quality paper towels and toilet paper. Definitely 100% happy with our stay.

A view from the balcony shows neighboring buildings and outdoor spaces. A modern brick structure and a historic building with a gazebo-style roof are visible. A landscaped area is presented, along with a parking lot, framed by a bright sky.

4.91 out of 5 average rating, 126 reviews

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

CindyRating, 5 stars1 month ago

Great stay. Location really worked for me. Java Jukebox was a three minute walk for great gourmet coffee and a bagel. Rupp is less than a ten min walk. I walked twenty minutes safely to the Kentucky Theater to see a movie. Drove about ten minutes to Keeneland and Kroger store. Great free parking. Hot shower with good pressure. Love ease of self check in and keypad.

4.94 out of 5 average rating, 114 reviews

The exterior of a historic three-story building is presented in warm yellow and brown tones. Large windows with white drapes adorn the upper floors. A colorful sign for Paradise Cafe is visible at street level, complemented by a few potted plants lining the entrance.

Condo in Paris

Paradise Inn B&B - Lover's Suite

MelissaRating, 5 stars1 day ago

we loved our stay at the paradise inn! we will absolutely be back to Paris, KY. Ajs paradise Cafe right below is was such a nice treat and delicious food! Lee was by far the best, would recommend this stay to everyone.