
Family-friendly vacation rentals in Madison County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Madison County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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.

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.

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.

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!

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.

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!

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.

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.

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!

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.

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
Family-friendly home rentals with a hot tub

Private cabin on KY River/Hot tub/30 miles to Lex

Private 2BR Main House | Hot Tub | Dog Friendly

Boone Creek Lodge and Troutfishing in Lexington KY

Pinnacle Lodge now w/ Hot Tub!

Stunning Cedar Cabin, Hot Tub, Amazing Views!

Entire 3BR Home + King Suite | Hot Tub | Dogs

The Lodge at Marble Creek

Relaxing Getaway w/Hot Tub & Patio – Near I-75
Family- and pet-friendly home rentals

Heart of Richmond: 2BR/2BA Near EKU and Downtown.

Stable Suite on Farm, with view of Goats’ Stall.

Relax in Bliss-3BRs & 3Min Walk to EKU & Downtown

5th St Home Minutes from EKU

Big Hill House: Artisan Built Near Berea Hiking

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

Unique Stay - 1907 Log Cabin Near Kentucky River

Secluded cabin on the KY River close to Lexington
Family-friendly home rentals with a pool

Life is Better On The River

Conestoga Wagon at Oh Kentucky - Sleeps 4

Conestoga Wagon at Oh Kentucky – Sleeps 6

Near to EKU and just minutes from I-75

Heart of Richmond
Destinations to explore
- Rentals with a patio Madison County
- Rentals with a washer and dryer Madison County
- Rentals with outdoor seating Madison County
- Pet-friendly rentals Madison County
- Rentals with a fire pit Madison County
- Hotel rooms Madison County
- Rentals with a fireplace Madison County
- Farmstay rentals Madison County
- Apartment rentals Madison County
- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- SomerSplash Waterpark
- Castle & Key Distillery
- Four Roses Distillery Llc
- The Arboretum, State Botanical Garden of Kentucky
- Raven Run Nature Sanctuary
- Shaker Village of Pleasant Hill
- McConnell Springs Park
- Lovers Leap Vineyards and Winer
- Talon Winery & Vineyards
- Old Fort Harrod State Park
- Cove Spring Park
- Kroger Field
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park
- Pulaski County Park





