Holiday rentals in Madisonville

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Top-rated holiday 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.

Top guest favourite
The image captures the serene view of a semi-private lake from a porch. Clear water reflects the sky, framed by trees with autumn leaves. A diving board is visible near the water's edge, and a dock extends out into the lake, inviting relaxation.
Home in Nortonville
4.97 out of 5 average rating, 66 reviews

Cheerful 3 Bedroom home on a semi-private lake

Experience the lake life with this 3 bedroom 2 bath home. You can kayak or canoe with the provided boats. Take time to fish or just take in the piece and quiet of the beautiful 20acre semi-private lake. Relax with the whole family on the back porch that overlooks the water. There is a 14’ Jonboat with trolling motor for use on the water (2" ball to move the boat is provided). After a fun day at the lake enjoy a nice fire at the firepit by the water to make more memories. NO PETS ALLOWED PLEASE

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.

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
4.95 out of 5 average rating, 156 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 favourite
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, 88 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!

Superhost
Home in Madisonville
4.8 out of 5 average rating, 15 reviews

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.

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.
Flat 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
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, 548 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, 149 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, 41 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.

Top guest favourite
The image captures a serene outdoor sunset view framed by large glass doors. Two modern chairs are positioned on a wooden deck, overlooking a grassy area and trees silhouetted against a vibrant sky filled with shades of orange and purple.
Tiny home in Hopkinsville
5 out of 5 average rating, 114 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, 42 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 holiday 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 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 holiday rentals in Madisonville

  • Total holiday rentals

    Explore 70 holiday rentals in Madisonville

  • Nightly prices starting at

    Madisonville holiday rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 900 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    60 of Madisonville holiday 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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