Family-friendly vacation rentals in Madisonville

Find and book unique family-friendly homes on Airbnb

Quick stats about vacation rentals that are family-friendly in Madisonville

  • Total vacation rentals

    Explore 30 vacation rentals in Madisonville

  • Nightly prices starting at

    Madisonville vacation rentals start at ﺩ.ﺇ 220 per night before taxes and fees

  • Verified guest reviews

    Over 720 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Madisonville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Madisonville rentals

  • 4.9 Average rating

    Madisonville stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated family-friendly rentals in Madisonville

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

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Top guest favorite
A cabin with a rustic wooden exterior features a welcoming wrap-around porch supported by sturdy posts. Large windows invite natural light, and a balcony extends from the upper level. Surrounding greenery offers a peaceful setting, enhancing the cabin’s connection to nature.
Cabin in Lewisburg
4.96 out of 5 average rating, 190 reviews

White Bluff Cabin with Hot tub on lake Malone

White Bluff Cabin sits in a quiet,friendly neighborhood overlooking Lake Malone. It is privately owned and offers all the accommodations to make your stay a relaxing one. It is fully furnished. FREE WIFI and parking. There is also a RV hookup available to cabin guests only for an additional fee. Just a short hike down to the boat dock and you will see the white bluff to your left which the cabin sets on. Or simply rock away on the spacious wrap-around porch, sipping coffee or iced sweet tea!

Top guest favorite
An open concept living area features a plush gray sofa with accent pillows, complemented by a modern coffee table on a textured area rug. The kitchen area includes wooden cabinets and bar seating, while natural light brightens the space through a nearby window.
Home in Owensboro
5 out of 5 average rating, 188 reviews

4bed3BR Near Conv Ctr/Fisher Pk/30to HolidayWorld

METICULOUSLY CLEAN, updated 3 bedroom home, 4 beds each with tv! Home is 3 miles from Convention Ctr, Bluegrass Museum, Science Museum, Botanical Garden. It’s also 4 minutes from baseball fields (Fischer), Thompson Berry( soccer), 30 min to Holiday world, private and fenced backyard with lighted patio. Home is well stocked with ALL you may need! If the home is empty previous night, early check in, no charge! - Wifi - Roku TV in all bedrooms - Washer and Dryer - Stocked kitchen, book now!

Top guest favorite
Cabin in Dixon
4.96 out of 5 average rating, 336 reviews

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

Guest favorite
The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.
Treehouse in Lewisburg
4.95 out of 5 average rating, 155 reviews

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

Top guest favorite
The exterior of a single-story brick house is shown, featuring a covered carport and a welcoming front door. Neatly trimmed grass surrounds the home, with small shrubs along the foundation. Windows with dark shutters provide a classic touch. A large, open space can be seen in the background.
Home in Eddyville
4.97 out of 5 average rating, 119 reviews

Chestnut Place near Hunting, Fishing, Boating

This house is located within 5 minutes of Lake Barkley and accessible from I-69 or I-24 both being only 5 minutes from the house. The house features nice bedrooms, a living room, kitchen, and dining area. There is a concrete patio outback with a fenced yard. Venture River water park is only minutes away. We welcome travelers, fishermen, and hunters to stop by our house in a very quiet neighborhood situated only minutes from boating, fishing, hunting and swimming areas.

Top guest favorite
Farm stay in Princeton
5 out of 5 average rating, 106 reviews

LUX Secret House & Adult Play Room

IF THIS LISTING IS BOOKED… find our Lux Secret Room #2 Grooms Suite! Luxury Guest House & Historical Gypsy horse farm and wedding venue with an adult theme room just a short drive from Nashville TN. Kentucky's finest example of a working horse farm woven into a magically designed wedding venue. Our herd of Gypsy horses is sure to capture your heart!!! Just 4 miles from I24 and close to dining and fun Patti’s 1880 Settlement! Perfect couple getaway for adults.

Top guest favorite
The entrance to the cabin is framed by wooden siding, featuring a central door adorned with a seasonal wreath. Natural elements, including pumpkins, are arranged on a small porch flanked by rustic decorations and a wooden fence made of branches.
Cabin in Dixon
4.91 out of 5 average rating, 548 reviews

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Top guest favorite
The kitchen features a U-shaped countertop with wooden cabinetry and a deep sink, complemented by a tile backsplash. A dining area with a round table and chairs is visible in the background, along with a decorative wall piece and clock adding subtle detail to the space.
Farm stay in Hopkinsville
4.86 out of 5 average rating, 149 reviews

Quiet country setting.

Hello! Thank you for considering staying with us during your stay in or around Hopkinsville, Ky. Whether you’re coming for work, pleasure or, to visit family, we think you’ll love staying here. It’s a warm and inviting home, with all the amenities you need for the perfect stay. We live on the farm, and will be around if you require anything during your stay. Please email if you have any questions. We look forward to hearing from you.

Top guest favorite
Cottage in Owensboro
4.97 out of 5 average rating, 426 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

Top guest favorite
Home in Corydon
4.96 out of 5 average rating, 226 reviews

The Farm

Step away from the fast pace of daily life and enjoy family, friends and the peace of country living. Secluded modern farm house, that began as a log cabin, situated on approximately 100 acres of crop fields and includes a scenic lake. This property has been in our family for over 100 years. It has been lovingly furnished and decorated for a one of a kind stay. We want our guests to unplug, refresh, and renew.

Top guest favorite
A charming log cabin with a green metal roof nestled among trees features a welcoming front porch. The exterior is accented by well-maintained shrubs and a grassy area. The cabin's natural setting enhances its secluded appeal.
Home in Cadiz
4.95 out of 5 average rating, 147 reviews

* Charming 3 Bedroom Log Cabin On 4 Acres!

Welcome to Charming Cabin Lake Barkley State Resort Park Area! Cozy, local owner managed, remote cabin less than 5 minutes from Lake Barkley State Resort Park and close to Land Between the Lakes National Recreation Area. Beautiful wooded 4 acre lot with a huge covered deck and beautiful covered front porch nestled in the woods. Totally private & serene setting, w/ fire pit, gas grill, and plenty of nature.

Guest favorite
A sliding door opens onto a spacious deck, framed by a wrought iron screen. Outdoor seating is positioned on the deck, facing a green yard and trees, allowing for a serene view of nature.
Loft in Hartford
4.96 out of 5 average rating, 181 reviews

Cozy One Bedroom Apartment in the Country

What was originally a hay loft has been converted into a country chic barn apartment. We would love to host you and your friends and family (including actual kids and fur kids) on our property. We are only an hour from Mammoth Cave National Park and an hour from Holiday World in Santa Claus Indiana. The local community has charming little shops, several restaurants, and The Beaver Dam amphitheater.

Popular amenities for Madisonville family-friendly rentals

When is the best time to visit Madisonville?

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