Family-friendly vacation rentals in Madisonville

Find and book unique family-friendly homes on Airbnb

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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Superhost
A spacious studio suite features exposed brick walls complemented by modern furnishings. Two beds are arranged in the room, with a large sign reading 'LAND & GRAIN' above them. Natural light floods from multiple windows, illuminating the warm wooden floor.
Loft in Trenton
4.89 out of 5 average rating, 341 reviews

Trenton Industrial Studio

Down a winding country road only 10 minutes from Interstate 24 is a clean newly renovated studio suite in a historic building. The quaint little town of Trenton, Ky a perfect get away town gives a suite with a modern industrial feel and a view of the historic town. It is located above the Traveler’s Lantern Market & Cafe, a full scale coffee and sandwich cafe with handmade farmhouse decor. Trenton also has a boutique, salon, sewing shops and antique store. And a beautiful full park to stroll in!

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, 166 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. Children love collecting eggs from the chicken coop and everyone loves a short hike to the creek. 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.

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, 174 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
The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.
Cabin in Russellville
4.96 out of 5 average rating, 160 reviews

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

Top guest favorite
A serene lakeside view captures a quaint cabin reflected in calm waters. Lush green grass surrounds the water's edge, while trees frame the background under a blue sky dotted with clouds.
Cabin in Dixon
4.96 out of 5 average rating, 314 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
4.97 out of 5 average rating, 133 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.

Guest favorite
The exterior of the Cozy Cottage is presented, showcasing a two-story structure with blue shutters and flower boxes. A set of wooden stairs leads to the entrance, which is framed by a tree that provides shade. The surrounding yard features green grass and a pathway.
Home in Owensboro
4.95 out of 5 average rating, 182 reviews

The Cozy Cottage

Join us for a relaxing stay at the Cozy Cottage! Inside you will find everything you need to make for a cozy stay whether you’re with us for short weekend or a month. Outside you will find plenty of spaces to sit and enjoy the view of the Ohio River just 2 blocks away. The Cozy Cottage is conveniently located less than 5 minutes from downtown Owensboro and popular attractions such as the Convention Center, Bluegrass Museum, Botanical Gardens, and Jack C. Fisher Park.

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, 527 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
Two painted horses trot across a grassy field as the sun sets in the background, casting warm hues of orange and pink in the sky. Lush trees border the scene, enhancing a sense of tranquility in the natural landscape.
Cabin in Russellville
4.99 out of 5 average rating, 162 reviews

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

Guest favorite
The exterior of the house features a multi-level structure with wooden decks surrounded by green foliage. Steps lead up to the main entry, where lighting fixtures illuminate the space. A screened-in porch is visible on the upper level, providing access to outdoor relaxation.
Home in Lewisburg
4.92 out of 5 average rating, 153 reviews

Laid Back Lake House w/ hot tub and private dock❗️

Come enjoy lake life in this newly renovated home located directly on Lake Malone! With relaxation and fun in mind you will have no problem finding something that entices everyone. From fishing and kayaking to relaxing in the hot tub we have you covered. Enjoy beautiful views that are sure to clear your mind and put you at peace from any of our decks. Pack up your family or friends and head to The Laid Back Lake house to start making memories!

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, 140 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
A cozy living area features a comfortable sofa with decorative pillows and a welcoming atmosphere. A coffee table is centered beneath a tasteful arrangement of candles and plants. Warm lighting is provided by two side tables with lamps. A front door with an oval window adds charm.
Home in Corydon
4.96 out of 5 average rating, 218 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.

Popular amenities for Madisonville family-friendly rentals

When is the best time to visit Madisonville?

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Avg. priceG$26,109 GYDG$28,197 GYDG$28,197 GYDG$28,197 GYDG$28,197 GYDG$28,197 GYDG$28,197 GYDG$28,197 GYDG$25,691 GYDG$27,988 GYDG$28,197 GYDG$27,988 GYD
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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 G$18,798 GYD per night before taxes and fees

  • Verified guest reviews

    Over 650 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!