Family-friendly vacation rentals in Madison County

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Top-rated family-friendly rentals in Madison County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
Home in Richmond
4.89 out of 5 average rating, 199 reviews

Stay Downtown Richmond- Walk to diners & EKU

Charming 4 BR/3 BA HOUSE in a quaint neighborhood in downtown Richmond. Walk to EKU, restaurants/bars, & parks Only 5 mins to I-75 40 mins to Lexington Airport (LEX) - High Speed WIFI - TVs in every bedroom (may have to download free TV remote (most taken item)) - Backyard patio, fire pit & grill Sleeps 9 persons $55 extra per person, per night, for parties above 4 guests. Pet Fees - $65 per pet. Pack n' Play with mattress, bassinet, highchair, toddler rails, & stair gate, upon request.

Guest favorite
A comfortable living area features a dark sectional sofa adorned with yellow accent pillows. Soft lighting from two floor lamps illuminates the space. A large television is positioned above a white entertainment unit, and light filters through the windows adorned with sheer curtains.
Home in Richmond
4.9 out of 5 average rating, 120 reviews

College-town Comfort

Centrally located in Richmond, KY with easy access to I-75. The house is a 6 minute drive to downtown Richmond and Eastern Kentucky University. A new park is 3 minutes away. Several grocery stores are close; 10 minute drive from restaurants and entertainment. The new Richmond Sports Complex and Lexington Sporting Club Youth Complex are an easy, short drive away. This charming house is great for a couple, two couples, or a family visiting the area! Guests breaking house rules will be vacated.

Guest favorite
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.
Townhouse in Richmond
4.8 out of 5 average rating, 117 reviews

2 Beds/2 Full Baths, Fenced Yard, Pets Welcomed!

This duplex is centrally located in a single family neighborhood in the heart of Richmond, Kentucky. No steps from the garage or front door. No carpet, pet friendly w/a privacy fenced extra large & flat corner lot. Large primary ensuite w/2 sinks, corner jetted tub, separate walk in shower w/door & walk in closet. Both bedrooms & living room have ceiling fans. Brand new (Jan. 2022) stainless appliances, washer & dryer in the unit, 1 car garage plus parking for 2 more cars. Roku TVs in bedrooms.

Top guest favorite
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.
Home in Richmond
5 out of 5 average rating, 200 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 approx. 2 miles off of I-75. The driveway goes behind the house for parking, and is quite narrow. There is plenty of room in the driveway to park out front (which is also safe), if you are unable to squeeze through. The driveway side of the yard is open, so the backyard is not fully fenced.

Top guest favorite
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.
Home in Richmond
4.99 out of 5 average rating, 118 reviews

Southern Charm

Centrally located to all things Richmond!! This beautiful home gives you all the warm and cozy vibes. From the time you walk in the front door, it will feel as comfortable as being home. Enjoy the fully stocked kitchen, spacious and well-appointed bedrooms, electric fireplaces in several rooms, pool table, covered back deck with grill, large backyard, Roku enabled TV's throughout and so much more. Let your family enjoy the whole home instead of booking two rooms at a hotel! See you soon!

Top guest favorite
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.
Home in Berea
4.93 out of 5 average rating, 816 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.

Top guest favorite
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
4.96 out of 5 average rating, 464 reviews

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!

Guest favorite
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
4.91 out of 5 average rating, 239 reviews

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.

Guest favorite
The historic log home showcases a warm wood exterior, surrounded by lush green grass and colorful flower beds. Tall pine trees provide a serene backdrop, and a wide driveway leads to the entrance, highlighting the inviting and rustic charm of the property.
Farm stay in Richmond
4.95 out of 5 average rating, 235 reviews

Martin Manor: Authentic, historic log cabin

Surround yourself with beauty, art, and treasures of days-gone-by in this lovingly restored historic log home. Clear ponds, majestic pines, picnic tables and horses on the property. Near by attractions: Historic craft center Berea, Red River Gorge, horse racing at Keenland, and Kentucky Proud dining and activities in Lexington. Hot tub, washer/dryer, 2 fireplaces, 2 TVs, WiFi, porch swings, hammocks, grill, fire pit, paddle boats, dishwasher, filtered water, trash compactor and more.

Top guest favorite
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.
Home in Richmond
5 out of 5 average rating, 120 reviews

Westwood

Stay in this newly renovated, freshly furnished 3 spacious bedroom 3.5 bathroom home in the heart of Richmond, KY. This home has many luxury features like a sunroom, granite countertops, and is walking distance to Eastern Kentucky University’s Campus. Included is a Smart TV in the living room, TVs in 2/3 bedrooms, adjustable AC/Heat, Serta Mattresses, and luxury furniture perfect for relaxing. We appreciate you staying with us, and feel free to reach out at any time during your stay!

Superhost
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.
Apartment in Richmond
4.95 out of 5 average rating, 111 reviews

The Nelson House-Walk to EKU

This fantastic 2 bedroom apartment is located less than a minute walk to Eastern Kentucky University. This completely renovated apartment puts you within walking distance to campus as well as downtown. Granite countertop kitchen, complimentary coffee and snacks, and beautifully tiled bathroom. The bedrooms are located upstairs. We look forward to hosting you soon. Given that it is located downtown we provide noise machines and complementary earplugs for any street noise.

Top guest favorite
A modern living area features a blue sofa complemented by a round coffee table centered on a light area rug. Natural light enters through large windows, illuminating indoor plants. A television is mounted above the fireplace, creating a cozy focal point, while a doorway leads to another room.
Apartment in Richmond
4.98 out of 5 average rating, 267 reviews

Luxury on Main / North

Stately ★ Modern ★ Elegant ★ This listing is one of four in The Tenant House. This completely restored one bedroom, one bathroom unit has a remote control fireplace, Juliet balcony, original hardwood flooring, a beautiful patio, and all the amenities one could ask for. Located across from the Richmond Visitors Center, it is within walking distance of the downtown area, parks, and EKU. The laundry, an outdoor patio, and recreational area are all shared spaces.

Popular amenities for Madison County family-friendly rentals