Vacation rentals in Madisonville

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Top-rated vacation rentals in Madisonville

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
A cozy living room features two light-colored sofas adorned with blue and white patterned cushions. A round coffee table is positioned in the center, and a chess set is displayed on it. Soft blue walls complement the wooden dining area visible in the background.
Home in Madisonville
4.9 out of 5 average rating, 48 reviews

Roos&Blues lake house at the city park. Rm for 6

This home 🏡 offers a tranquil place next to the city park and view of lake. Home offers 2 large bedrooms both with king size beds. Each bedroom has their own heating and air with ozone cleaning to assist in the cleanest air we can provide. The living room offers a new queen sleeper sofa. Our kitchen is stocked many cooking appliances and pantry items but no stove or oven. Upon request we provide bikes, games, grills, memory foam top for sofa bed and most anything you need for infants/toddlers.

Guest favorite
A cozy living area is presented with a comfortable seating arrangement, featuring a light grey armchair and a patterned upholstered sofa. A flat-screen TV is positioned on a stylish console, and large windows allow natural light to illuminate the space, offering views of the outdoor setting.
Home in Madisonville
4.99 out of 5 average rating, 78 reviews

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.

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, 309 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.

Top 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
4.98 out of 5 average rating, 123 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 cabin is nestled among tall trees, showcasing a rustic wooden exterior. Soft lights glow from the windows, hinting at warmth inside. A gravel driveway leads to the front porch, where welcoming seating is arranged, complemented by the vibrant hues of a sunset sky.
Cabin in Madisonville
4.97 out of 5 average rating, 74 reviews

My Old Kentucky Home Log Cabin Private Retreat

Go back in time for awhile! Enjoy this vintage 3 bedroom cabin with the old thyme feel but with the modern conveniences needed. Private, quiet, cozy and relaxing, it makes the perfect family getaway. Enjoy your morning coffee on the front deck and hot chocolate by the fireside. Take a walk around the property and have a hamburger fry/ hot dog roast by a lively fire. Enjoy a week renewing your family connections, romantic getaway or simply have a grand time with your friends!

Top guest favorite
A modern duplex with a crisp white exterior is presented, featuring a dark roof and large windows. Two front doors, one for each unit, are framed by charming landscaping. Surrounding trees display vibrant autumn foliage, enhancing the inviting outdoor space.
Apartment in Madisonville
5 out of 5 average rating, 74 reviews

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!

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, 520 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.

Guest favorite
A charming three-bedroom house features a welcoming front porch with white railings. Dark shutters frame the windows, and the landscaping includes well-maintained grass and decorative stone elements. The inviting entrance is flanked by small bushes, enhancing the home's curb appeal.
Home in Madisonville
5 out of 5 average rating, 14 reviews

Loop Haven

Welcome to our delightful three-bedroom house, nestled in the heart of a quaint small town. Perfect for a relaxing getaway, this home offers all the comforts you need for a peaceful and enjoyable stay. The interior is warm and inviting, featuring a comfortable living room where you can unwind after a day of exploring. Local shops, cafes, and parks are just a short drive away, offering plenty of opportunities to explore and enjoy the area.

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
4.85 out of 5 average rating, 135 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 spacious bedroom features large glass doors, offering views of the surrounding nature. Soft natural light fills the room, highlighting a comfortable queen bed with crisp linens. Nearby, a cozy seating area and a small workspace complement the inviting atmosphere.
Tiny home in Hopkinsville
5 out of 5 average rating, 139 reviews

Romantic, Peaceful Getaway in Nature

Enjoy beautiful views of nature when you stay in this unique place! Large windows on two sides of the home make it a truly serene space. Whether you are looking to walk trails on the property or enjoy the scenery in the comfort of home, you will find serenity during your stay here. If you'd like to bring a well-behaved dog, check out our other very similar rental! www.airbnb.com/h/3907witty

Top guest favorite
The cabin features a welcoming front porch with wooden railings and steps leading up to a central door with a rustic design. Natural wood elements complement the structure, blending with the surrounding greenery for an inviting appearance.
Cabin in Hopkinsville
4.94 out of 5 average rating, 279 reviews

1 Bedroom, 1 Bathroom Cozy Cabin with Hot Tub.

The Lodge is a small 2 person only cabin on 45 acres of western KY countryside with amazing sunsets included. It has a private drive and a relaxing front porch with a 2 person only hot tub. Once you walk through the cabin doors, you will be transported to the Smokey mountains without the mountains. The owners live onsite if any problems arise that need immediate attention.

Top guest favorite
A charming house stands amidst tall trees, softly illuminated by outdoor lighting in the evening. The two-story structure features a spacious deck and large glass doors, blending seamlessly with the surrounding woodland. A gravel path leads up to the entrance, enhancing the tranquil setting.
Home in Webster County
5 out of 5 average rating, 31 reviews

Newly Listed! Secluded 3 BR house in the Woods!

Escape to a tranquil oasis nestled on a wooded hillside with our charming house available for short term. Located just a short drive from Henderson, Madisonville, Owensboro, or Evansville this serene property offers the perfect blend of natural beauty and modern comfort. Each bedroom includes a television and house is Starlink equipped for Internet access.

Popular amenities for Madisonville places to stay

When is the best time to visit Madisonville?

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Avg. priceG$26,144 GYDG$26,144 GYDG$24,053 GYDG$26,144 GYDG$26,144 GYDG$26,144 GYDG$26,144 GYDG$25,308 GYDG$25,098 GYDG$26,144 GYDG$26,144 GYDG$26,144 GYD
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Frequently Asked Questions

  • How much does it cost to stay in apartment rentals in Madisonville?

    Experience the best of Madisonville with our apartment rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Madisonville?

    Yes! Work meets play with ease at over 20 house rentals in Madisonville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly house rentals in Madisonville?

    Four-legged friends are welcome in Madisonville. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Madisonville have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Madisonville. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Madisonville have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Madisonville. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Madisonville?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about vacation rentals in Madisonville

  • Total vacation rentals

    Explore 60 vacation rentals in Madisonville

  • Nightly prices starting at

    Madisonville vacation rentals start at G$8,366 GYD per night before taxes and fees

  • Verified guest reviews

    Over 800 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Madisonville vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Madisonville rentals

  • 4.9 Average rating

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

  1. Airbnb
  2. United States
  3. Kentucky
  4. Hopkins County
  5. Madisonville