
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.

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.

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.

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.

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.

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.

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.
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

Lofted Dream Cabin - Fish Pond

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

Stay Downtown Richmond- Walk to diners & EKU

5th St Home Minutes from EKU

"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

A Happy Place Cabin with magical views!
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 fire pit Madison County
- Rentals with outdoor seating Madison County
- Rentals with a patio Madison County
- Farmstay rentals Madison County
- Rentals with a fireplace Madison County
- Pet-friendly rentals Madison County
- Apartment rentals Madison County
- Rentals with a washer and dryer Madison County
- Family-friendly rentals Kentucky
- Family-friendly rentals United States
- Kentucky Horse Park
- Buffalo Trace Distillery
- Rupp Arena
- SomerSplash Waterpark
- University of Kentucky
- 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
- Talon Winery & Vineyards
- Old Fort Harrod State Park
- Lovers Leap Vineyards and Winer
- Cove Spring Park
- Equus Run Vineyards
- Masterson Station Park
- Kroger Field
- Fort Boonesborough State Park
- Pulaski County Park





