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
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.

Top guest favourite
The exterior of a rustic cabin features a combination of log siding and a green metal roof. A spacious covered porch welcomes guests, with large columns supporting the overhang. Surrounding trees provide shade and natural beauty, enhancing the serene rural setting.
Cabin in Russellville
4.96 out of 5 average rating, 152 reviews

Cozy Cabin with Private Walking Trail

Relax and retreat to this peaceful rural cabin with modern amenities and charming outdoor spaces situated on a working farm. Enjoy the walking trail through 10 acres of woods or swing while enjoying beautiful country views. Experience the best of both worlds in the historic 19th century cabin with a modern addition. A short drive to quaint downtown Russellville, Auburn, or Franklin KY each with plenty of shopping. The nearby Red River provides opportunities for kayaking, tubing or fishing.

Top guest favourite
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 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
4.98 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 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, 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 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, 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 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, 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.

Top guest favourite
Two painted horses trot across a grassy field as the sun sets in the background, casting warm hues of orange and pink in the sky. Lush trees border the scene, enhancing a sense of tranquility in the natural landscape.
Cabin in Russellville
4.99 out of 5 average rating, 150 reviews

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

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

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
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 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
4.85 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 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, 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.

Guest favourite
The exterior of a historic white house is framed by two large trees, offering a shaded entrance. A set of steps leads to a welcoming front porch, featuring a central door flanked by windows. The landscaped yard has neatly trimmed shrubs and a paved driveway.
Home in Madisonville
4.83 out of 5 average rating, 29 reviews

The Ruby House in the garden

The Ruby House sits at the entrance of the 100 acre property and is surrounded by the garden center and part of the family owned Greenhouses. Ms. Ruby lived in this house that original owner, our grandfather, Thomas Metcalfe built in the 1940s. Ms. Ruby worked at the florist and hand wrote all the cards to accompany the floral arrangements to be delivered.

Popular amenities for Madisonville holiday rentals

When is the best time to visit Madisonville?

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Avg. price£95£95£87£95£95£95£95£92£91£95£95£95
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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 holiday rentals in Madisonville

  • Total holiday rentals

    Explore 60 holiday rentals in Madisonville

  • Nightly prices starting at

    Madisonville holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 800 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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