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 favourite
Home in Madisonville
5 out of 5 average rating, 10 reviews

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.

Guest favourite
An inviting living area features a brown leather sofa, accent pillows, and a round coffee table. A modern ceiling fan is positioned above, while large windows are adorned with light curtains. A decorative mirror and seasonal decor enhance the warmth of the space.
Home in Madisonville
4.83 out of 5 average rating, 6 reviews

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.

Top guest favourite
Home in Madisonville
4.96 out of 5 average rating, 28 reviews

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.

Top guest favourite
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.

Top guest favourite
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, 152 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 favourite
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, 95 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 favourite
Cabin in Dixon
4.91 out of 5 average rating, 546 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 favourite
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, 147 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.

Guest favourite
Loft in Hartford
4.96 out of 5 average rating, 177 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.

Top guest favourite
The exterior of the home is shown with large windows allowing natural light to fill the interior. A prominent tree stands in the foreground, providing a natural element against a backdrop of a clear sky with scattered clouds.
Tiny homes in Hopkinsville
5 out of 5 average rating, 156 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 favourite
The front porch features a private hot tub and wooden railing, with scenic views of the countryside. A sunset casts vibrant colors across the sky, while the spacious lawn and fenced area create a serene setting. The rustic cabin entrance is visible to the right.
Cabin in Hopkinsville
4.94 out of 5 average rating, 317 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 favourite
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, 41 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 vacation rentals

When is the best time to visit Madisonville?

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Frequently Asked Questions

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

    Experience the best of Madisonville with our house 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 apartment rentals with a dedicated workspace in Madisonville?

    Yes! Work meets play with ease at over 10 apartment rentals in Madisonville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly house rentals in Madisonville?

    Madisonville has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • 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 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.

  • Do apartment rentals in Madisonville have wifi?

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

Quick stats about vacation rentals in Madisonville

  • Total vacation rentals

    Explore 70 vacation rentals in Madisonville

  • Nightly prices starting at

    Madisonville vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Madisonville vacation rentals include wifi 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!

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