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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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
A charming cabin is reflected on the calm surface of a pond, surrounded by lush greenery and trees. Fluffy clouds are visible in the blue sky above, complementing the peaceful rural setting. A small boat is moored nearby, adding to the serene atmosphere.
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
Treehouse in Lewisburg
4.97 out of 5 average rating, 153 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, 98 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.

Guest favourite
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
4.95 out of 5 average rating, 20 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 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, 148 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
A light-filled living room features large windows overlooking greenery. Two comfortable sofas are positioned around a wooden coffee table, which holds decorative items. A TV is mounted on the wall, and a cozy fireplace adds a touch of warmth to the space.
Home in Madisonville
4.95 out of 5 average rating, 40 reviews

Great space, no cleaning fees, City park view.

Forget your worries in this spacious and serene space. A home away from home. 3 bedrooms, each with Tv. Spacious kitchen and living room. Washer and dryer in basement. Beautiful view of lake and wildlife. Basement gives added space to stretch out. Ping pong, foosball, corn hole and kids toys. Advance notice for use of hammock, bicycles. Need more space, second home available next door for booking.

Guest favourite
Loft in Hartford
4.96 out of 5 average rating, 180 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 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 spacious living area features floor-to-ceiling glass doors that open to a natural landscape. Light wood ceiling beams complement the modern design. Two outdoor lounge chairs are positioned on the covered patio, while a cozy area rug adds warmth to the interior.
Tiny homes in Hopkinsville
5 out of 5 average rating, 111 reviews

Peaceful, Romantic Getaway in Nature

Enjoy the lovely setting of this romantic spot in nature. Conveniently located less than ten minutes from downtown Hopkinsville in a private area with great views of the outdoors and wildlife. Guests can enjoy our hiking trails during their stay. Handicap accessible: walk-in shower 5x5 ft, all doorways >32 inches, no steps. Well-behaved pets allowed with pre-approval.

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 vacation rentals with a dedicated workspace in Madisonville?

    Yes! Work meets play with ease at over 30 vacation rentals in Madisonville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Madisonville?

    Madisonville has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Madisonville?

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

  • Do house rentals in Madisonville have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Madisonville. Enjoy a tailored experience with all the comforts you desire.

  • 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.

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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