
Family-friendly holiday 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.

Stable Suite on Farm, with view of Goats’ Stall.
Are you dreaming of the perfect farm stay? Nicura Ranch is a private farm located only 1.5 miles from I75. This stable suite, featured in the hit series 50 States in 50 Days, is 1 of 5 suites attached to our barn, and very unique. A bedroom window looks directly into our goat’s stall! The private barn suite features a bedroom, full kitchen and bathroom. There is a private entry and free parking. The suite comfortable sleeps 2 adults. Breakfast and a glass of Bourbon included. Pet friendly/no fee

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.

Cozy Cabin in the Woods Near Berea
Relax in this tranquil mountain get away surrounded by nature. It is secluded in the woods yet close to many amenities. It’s 15 mins from the I75 exit in Berea KY and less than an hour south of Lexington KY. Places of interest like the Berea College Campus, Owsley Fork Lake, the Indian Fort “ Pinnacles” Hiking Trails and Anglin Falls are 10 minutes away. It’s a 30 minute drive to Renfro Valley and 75 minutes to the countless trails in Red River Gorge and Cumberland Falls State Resort Park.

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!

Forest Street Cottage
Cozy, clean, 3 bedroom, 2 bath cottage with a bohemian vibe featuring artwork and eclectic decor throughout the home. Berea College, Boone Tavern, galleries, shops and dining options nearby. The two bedrooms on the first level have comfortable queen size beds and a full bath with shower. The upstairs space is open with 2 full size beds divided by wall partitions. There is a bathroom with a small tub on the upper level. A deck out back. Basic TV stations and high-speed internet.

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)

Newly Built Town & Country
Newly built, cozy home in the heart of Richmond. Walking distance to downtown Richmond and directly across from a brand new city park. Conveniently located to EKU & I-75. Spacious, open feel with 3 bedrooms (king bed in primary on the mainfloor, 2 queen beds upstairs ) and 2.5 baths. Amenities include granite countertops, stainless appliances, washer & dryer, smart TV's in each bedroom, tile showers, & WiFi.

Westfield Blue
This listing is one of three located on Westfield Street in Downtown Richmond. This restored one bedroom, one bathroom unit has original hardwood flooring, a gazebo and all the amenities one could ask for. This is an upstairs unit. Conveniently located within walking distance of the downtown area, parks and EKU. Each apartment is completely private with a front and back door entrance within the main building.

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.
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!

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

Richmond Retreat by Raydarr Properties, LLC

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

Downtown Richmond- Walk to EKU, Parks, & Diners

5th St Home Minutes from EKU

Big Hill House: Artisan Built Near Berea Hiking

Secluded cabin on the KY River close to Lexington

Dog-Friendly Home w/ Fenced Yard nr Berea College

Moore Cabin at Happiness Hills Farm
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
- Hotel rooms Madison County
- Rentals with a firepit Madison County
- Rentals with a fireplace Madison County
- Rentals with a washing machine and dryer Madison County
- Rentals with outdoor seating Madison County
- Flat rentals Madison County
- Farm stay rentals Madison County
- Pet-friendly rentals Madison County
- Rentals with a patio Madison County
- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- University of Kentucky
- Castle & Key Distillery
- SomerSplash Waterpark
- 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
- Old Fort Harrod State Park
- Talon Winery & Vineyards
- Cove Spring Park
- Kroger Field
- Pulaski County Park
- Equus Run Vineyards
- Masterson Station Park
- Fort Boonesborough State Park
- Levi Jackson Wilderness Road State Park





