
Family-friendly vacation rentals in Jefferson County
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Top-rated family-friendly rentals in Jefferson County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Studio apartment above Garage in downtown Madison
This special place is located in downtown Madison. It's steps from restaurants and walking distance across all of downtown Madison. This above the garage apartment overlooks a koi pond and beautiful backyard of one of Madison's historic homes. Enjoy the beautiful balcony views and relax in this studio efficiency apartment with a pull out couch. Walking distance to gorgeous hiking destinations, including Clifty Falls State Park and the Heritage Trail. Come enjoy all that Madison has to offer!

Cozy Cottage downtown *Pets*Trails*firepit*Clean
Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

Cabin on the Ridge: The Sequel
Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

The Treehouse - Hot Tub - Indoor Pool Get Away!
The Treehouse is a perfect retreat! It is secluded by the hills surrounding Madison. Complete privacy, yet 5 minutes from downtown, or hilltop. Year-round views of the beautiful hills of Kentucky. Winter views of the Ohio River and downtown. The house has stunning ceilings made from coastal cedar off an island near Vancouver, British Columbia and beautiful skylights in the studio and indoor pool area. This is an Adults only property. 2-night min.

Lavender House
Newly renovated shot gun house, great location in downtown Madison Indiana. Only one block from Main Street where there is shopping and restaurants, and four blocks from the river front. Two bedrooms each with a queen size bed, one bath, fully stocked kitchen, small private backyard. Washer and dryer on site, on street parking.This property is a shotgun style home which means you walk through one bedroom to get to the next, but there is a door between.

Cozy Farmhouse Retreat in Historic District
Located in the Historic District in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings for which Madison is famous. Only three blocks from the mighty Ohio and a short five-minute drive to Clifty Falls State Park. We fell in love with Madison and know you will, too.

Carole's Cottage
Quaint cottage located in downtown Madison. A short walk to all shops & restaurants and beautiful riverfront. Guests have entire home including a screened in back porch to enjoy your morning coffee or just relax and read a book. Master bedroom has a king size bed and 2nd bedroom has a futon. Our kitchen is fully equipped, including stove, refrigerator, microwave and keurig coffee maker.

Stoney Creek Cabin - Sit back and unwind
Welcome to Stoney Creek Cabin. This charming 2 bedroom cabin is nestled in the hills of Madison, IN. Situated far enough away to offer all the privacy you want, yet only 8 miles from historic downtown, where there are so many gems nearby to explore. Enjoy the HOT TUB, wrap around porch, and patio! There could not be a more relaxing place to unwind.

Charming shotgun in the heart of downtown Madison
This charming, stylish 2-bedroom shotgun house is located on Main Street in historic downtown Madison, IN. You'll be just steps away from locally owned shops, bars, and restaurants, and within walking distance of the Ohio River and Madison's many festivals and events. Enjoy off-street parking, modern amenities, and the perfect front-porch view.

Campus Cottage: Cozy, Convenient, Captivating
Charming ranch home on the edge of Hanover College campus. This 2 bed, 1 bath home contains hardwood flooring throughout, an eat-in dining area, open-concept living, and brand new furnishings. Explore the beauty of Hanover, just blocks from breathtaking Ohio River views, and 6 miles from Historic Downtown Madison.

Cabin in the Holler
Keep it simple at this peaceful and centrally-located cabin. Disconnect from hectic life and enjoy this slice of nature. Beautiful scenery, with a creek. We are centrally located and close to Belterra casino, Versailles park, Clifty falls, and the quaint town of historical Madison.

Dragonfly Suite -Bohemian Decor-
My home was built in 1863. It is cozy and perfect for a couple wanting to visit Historic Madison. I am located one block from Main Street in downtown Madison. Please be aware that the stairs leading up to the bed and bath are steep as shown in the pictures.
Popular amenities for Jefferson County family-friendly rentals
Family-friendly home rentals with a hot tub

"Madison Manor II” HotTub +Walk to Downtown, River

Sweet Bay Magnolia - Charming Guest House Madison

Historic 1830s Log Cabin in Madison, IN

The Velvet Buck

3-suite cottage spa (aaaah!) house

Beautiful Bungalow on Main

Madison Manor by the River: Hot Tub, Game Room

"Madison Manor I" Game Room + Hot Tub Near River
Family- and pet-friendly home rentals

Mulberry Cottage In The Heart Of Downtown Madison

The Cottage by the Woods

Walnut Street Saloon BNB

Bicentennial Park View

OFF THE CLOCK River House

The Riverstone Getaway in historical Madison, IN

Annies river house!

The little house
Family-friendly home rentals with Wifi

Glenda’s Overlook

Main Street Retreat

The Row House

Watchmaker Place in Historic Madison District

The Whitehall Cottage

209 King Beds, River View, Deck, Parking

Your Madison Home Away from Home

The Goataway
Destinations to explore
- Apartment rentals Jefferson County
- Rentals with outdoor seating Jefferson County
- Pet-friendly rentals Jefferson County
- Rentals with a fireplace Jefferson County
- Rentals with a fire pit Jefferson County
- Rentals with a washer and dryer Jefferson County
- Family-friendly rentals Indiana
- Family-friendly rentals United States
- Ark Encounter
- Kentucky Exposition Center
- Creation Museum
- Perfect North Slopes
- Churchill Downs
- Kentucky Kingdom & Hurricane Bay
- Brown County State Park
- Kentucky Derby Museum
- Louisville Slugger Field
- Kentucky International Convention Center
- Louisville Slugger Museum & Factory
- Falls of the Ohio State Park
- University of Louisville
- Waterfront Park
- Muhammad Ali Center
- Angel's Envy Distillery
- Big Four Bridge
- Big Bone Lick State Historic Site
- Against The Grain Brewery & Smokehouse
- Kentucky Science Center
- Frazier History Museum
- Cherokee Park
- Evan Williams Bourbon Experience
- Speed Art Museum




