Vacation rentals in Madisonville

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.

4.89 out of 5 average rating, 45 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.

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.

4.99 out of 5 average rating, 70 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.

4.88 out of 5 average rating, 26 reviews

A cozy cabin stands surrounded by a well-maintained lawn, with three large windows adorning its bright red exterior. Lush greenery frames the structure, while a screened-in porch is visible, providing a serene view of the landscape. Tall trees offer shade nearby.

Cabin in Calhoun

Little Red on the Green River

Little Red on the Green is the perfect getaway if you enjoy the peacefulness of watching the river flow downstream. This simple, cute, cozy, 600 square foot, one room cabin is sure to be enjoyed. The private riverfront, property is just steps from the river bank. If you like to fish, this might be the perfect spot! If you have a boat, the Calhoun boat ramp is only 2 miles away. This property is centrally located - 25 miles north-east of Madisonville, 20 miles south of Owensboro, Ky.

4.96 out of 5 average rating, 300 reviews

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

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.

4.97 out of 5 average rating, 73 reviews

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

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!

4.97 out of 5 average rating, 112 reviews

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

Aerial Joy Treehouse(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 large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

Apartment in Madisonville

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.

5 out of 5 average rating, 61 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!

4.9 out of 5 average rating, 510 reviews

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

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.

Farm stay in Hopkinsville

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.

4.84 out of 5 average rating, 129 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.

4.96 out of 5 average rating, 201 reviews

A cozy living area features a comfortable sofa with decorative pillows and a welcoming atmosphere. A coffee table is centered beneath a tasteful arrangement of candles and plants. Warm lighting is provided by two side tables with lamps. A front door with an oval window adds charm.

Home in Corydon

The Farm

Step away from the fast pace of daily life and enjoy family, friends and the peace of country living. Secluded modern farm house, that began as a log cabin, situated on approximately 100 acres of crop fields and includes a scenic lake. This property has been in our family for over 100 years. It has been lovingly furnished and decorated for a one of a kind stay. We want our guests to unplug, refresh, and renew.

Tiny home in Hopkinsville

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.

5 out of 5 average rating, 133 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

4.94 out of 5 average rating, 265 reviews

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

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.

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Popular amenities for Madisonville places to stay

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Madisonville

A charming house is presented with green siding and brick accents, framed by neatly trimmed shrubs. Two steps lead up to a covered porch, where a decorative front door is flanked by windows, providing a welcoming entryway under the soft evening sky.

4.9 out of 5 average rating, 50 reviews

Downtown Charm — walk anywhere!

4.96 out of 5 average rating, 28 reviews

A wooden treehouse elevated among a lush green forest features large windows for natural light. A wooden walkway leads to the entrance, surrounded by trees, creating a natural and secluded ambiance. The exterior is finished in warm wood tones, complementing the vibrant foliage.

Treehouse in Cadiz

The Hickory Treehouse on Lake Barkley

A cozy cabin exterior is illuminated by string lights, highlighting the inviting porch. A red door provides a pop of color, while a folding chair and picnic table create a welcoming space for relaxation. The surrounding area is dark, enhancing the cabin's warm glow.

Tiny home in Sebree

4.84 out of 5 average rating, 19 reviews

About Yonder

A single-story house is shown, featuring white siding and a dark roof. A small wooden deck with a railing leads to the front door. Symmetrical windows with black shutters frame either side of the entrance. A well-kept lawn extends in front of the house.

4.89 out of 5 average rating, 38 reviews

Modern & Centrally Located 3BR

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.

5 out of 5 average rating, 11 reviews

Loop Haven

4.97 out of 5 average rating, 39 reviews

Chalet in Owensboro

Woodsy Waterfront Cabin with Loft