
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

4.8 Average rating
Madisonville stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Madisonville
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Peaceful Retreat
Close to downtown Madisonville, Kentucky Sports Factory/Sports Plex and one mile from Mahr park (walking trails, picnic pavilions, kayak launch,etc). Private backyard with patio, table/chairs and BBQ grill. Home has Smart TV w/ streaming channels, DVD player, WiFi, Keurig and drip coffee, toaster, pots, pans, cookie sheet, mixing bowls, etc. One queen bed, one king, single over full bunk and single day bed. Full size inflatable mattress upon request. Bedrooms are upstairs. No smoking. No pets.
Indoor spacesKitchenAccuracy

Whippoorwill Farmhouse
Relax with the whole family at this peaceful place to stay. Located just two miles from the city, this fourth generation 1933 farmhouse has been recently remodeled inside and out. Enjoy relaxing in the enclosed front porch or the wrap around deck with views of the 180-acre working crop farm. Guests can enjoy a nice stroll around the farm, drop a line in the stocked pond, and spend time around the fire talking and roasting smore's. Ask your host about group events and hayrides around the farm.
Indoor spacesFamilyDecor

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!
KitchenFamilyTV

Cozy 2 Bedroom House
Step inside our cozy, open concept, 2 bedroom home with ample kitchen space. The open kitchen is equipped with high-end appliances and a central island, perfect for preparing delectable meals. We make sure you have everything a cooking enthusiasts may need. Enjoy the weather, while grilling in the large backyard. We offer a variety of games for the whole family to enjoy. If you forget toiletries, we make sure you're covered with extras. Pickle ball court and kids area within walking distance.
FamilyComfortAccuracy

Late 1800's home - spacious and updated
Located close to everything in Madisonville and a short walk to downtown. Only about a 5 minute drive to most parks, hospitals and all the local spots downtown. Minutes from the Kentucky Sports Factory and Elmer Kelly Stadium. 25-30 minutes to Dawson Springs and the beautiful scenery at Pennyrile State Park. Ideal for traveling nurses, co ops at local factories or those traveling for family events, wedding weekends, and visiting friends. Smoking and vaping on the property is not allowed.
Indoor spacesKitchenHospitality

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.
Indoor spacesFamilyAccuracy

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.
FamilyIndoor spacesHiking

Union Station
Step back in time with modern comfort in this beautifully preserved 1901 home located in the heart of Madisonville. Perfect for families, groups, or anyone looking for a cozy getaway, this spacious retreat offers a unique blend of character and convenience. Sleeping Arrangements: 3 comfortable bedrooms 2 full bathrooms Bonus sleeping area for extra guests Nestled on Union Street, you’re just minutes from downtown Madisonville, restaurants, shopping, and local attractions.
FamilyIndoor spacesBathroom

LUX Secret House & RED 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 I-24 and close to dining and fun Patti’s 1880 Settlement! Perfect couple getaway for adults.
FamilyIndoor spacesTV

Modern, Quiet, Hidden Gem: Manna House (5)
Kick back and relax in this peaceful, brand new, stylish space. Located close to town yet feels like a hidden country paradise. This unit is one of two units available at a duplex situated on 5 acres. With 10 foot ceilings this one bedroom feels so much bigger! It offers a walk in tile shower, King bed and Queen sleeper sofa, full kitchen with Quartz countertops, KitchenAid appliances, and includes full size stacked washer/dryer. We think you will love it here!
FamilyIndoor spacesCheckout

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.
FamilyIndoor spacesOutdoor spaces

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.
KitchenFamilyView
Popular amenities for Madisonville family-friendly rentals
Family-friendly home rentals with a hot tub

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.
KitchenIndoor spacesLocation

The Bluegrass House
FamilyIndoor spacesParks

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

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

Beautiful Waterfront, w/ Dock, Firepit, Hot tub
FamilyIndoor spacesLocation

Spacious Lakehouse w/ Hot Tub, Firepit & Game Room
FamilyIndoor spacesHot tub

"My Happy Place"- Hot Tub & Lake Views
Indoor spacesFamilyAccess

Tiny Barn on a Farm Hot Tub 45 min to Nashville
Indoor spacesFamilyTV
Family- and pet-friendly home rentals

Country Charm
KitchenFamilyTV

The Geneva Cabin
FamilyIndoor spacesBiking

Cozy Cabin with Private Walking Trail
FamilyKitchenOutdoor spaces

The Lifeboat Loft - in the Heart of Henderson
KitchenFamilyQuiet

Water’s Edge (No cleaning/Pet Fees)
Indoor spacesKitchenQuiet

Welcome to The Honeycomb.
KitchenIndoor spacesShared spaces

Entire Waterfront Home - 6 Bed/4.5 Baths
KitchenIndoor spacesLocation

⭐️The Maya II on Lake Malone⭐️
FamilyIndoor spacesWalkability
Family-friendly home rentals with a pool

Hattie's Hill Cottage
Indoor spacesKitchenCheck-in

Beautiful Townhome with Pool
FamilyKitchenHospitality

New Dock, Pool, Hot Tub, Games, Sleeps 18
FamilyKitchenTV

Bluegrass Getaway • Swim, Relax & Unwind
FamilyKitchenGrill

Woodsy Waterfront Cabin with Loft
FamilyIndoor spacesLong stay

Lakefront Getaway | Pool, Pickleball, Dock
Indoor spacesKitchenBiking

Hot Tub on Hill Sleeps 12 | POOL|Hot Tub & Firepit
KitchenIndoor spacesCheckout

Blue Moon Cottage: Music Room, Inground Pool
Indoor spacesFamilyLocation
When is the best time to visit Madisonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 474 | ﺩ.ﺇ 492 | ﺩ.ﺇ 492 | ﺩ.ﺇ 492 | ﺩ.ﺇ 496 | ﺩ.ﺇ 496 | ﺩ.ﺇ 496 | ﺩ.ﺇ 496 | ﺩ.ﺇ 452 | ﺩ.ﺇ 474 | ﺩ.ﺇ 496 | ﺩ.ﺇ 459 |
| Avg. temp | 3°C | 5°C | 9°C | 15°C | 20°C | 24°C | 26°C | 25°C | 21°C | 15°C | 9°C | 4°C |
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