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, 46 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, 73 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.

4.96 out of 5 average rating, 141 reviews

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

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.

4.89 out of 5 average rating, 28 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, 302 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.

4.99 out of 5 average rating, 343 reviews

A yellow house with a metal roof is set against a backdrop of lush green grass. A spacious front porch is visible, featuring several seating options. The surrounding landscape includes trimmed bushes, and trees can be seen in the background, creating a serene outdoor setting.

Home in Grand Rivers

The Bird House-a private, country stay

Whether you’re visiting Grand Rivers for the hunting, fishing, shopping, or just to enjoy our many local waterways, The Bird House is perfect for your getaway. Being Conveniently located just 9 miles from the heart of Grand Rivers means that local favorites such as Kentucky Lake, Lake Barkley, LBL, Patti’s, and The Cabin Pizza are only a short drive away. Two bedroom, one bath, washer/dryer, kitchen and an airy 38 x 10 front porch. Sit on the swing and enjoy the country air.

4.97 out of 5 average rating, 117 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, 66 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.

4.85 out of 5 average rating, 131 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.

4.88 out of 5 average rating, 32 reviews

A charming farmhouse is displayed surrounded by trees, providing a tranquil outdoor setting. The exterior features a light-colored façade with dark shutters and two entrance staircases. A patio table and chairs are visible on the gravel area, enhancing the inviting outdoor space.

Home in Bremen

The Tumbling K

This lovely farmhouse is the perfect place for a weekend getaway or a business trip. Wake up to beautiful blue skies and the birds singing. If you need to stay connected, Wi-Fi is available. If you want to disconnect, you can enjoy a book with your favorite cup of coffee in a quiet setting. Perfectly located between Madisonville, KY & Central City, KY. 62 miles from Evansville, IN 97 miles from Nashville, TN

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, 135 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

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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

5 out of 5 average rating, 5 reviews

The outdoor pool area features a spacious blue swimming pool surrounded by lounge chairs and an umbrella. A vibrant pink mural decorates the surrounding wall, with lush greenery providing a natural backdrop. A pool float is visible in the water, enhancing the inviting atmosphere.

Home in Owensboro

The Pink Limozeen

4.94 out of 5 average rating, 35 reviews

A single-story brick house is nestled among trees, featuring a covered porch. Grassy areas surround the home, leading to a serene lake beyond. The image captures the peaceful rural setting with ample natural light filtering through the leaves.

Cottage in Nortonville

Mama Jean's Lake Cottage

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!

4.97 out of 5 average rating, 33 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

5 out of 5 average rating, 54 reviews

A rustic cottage is nestled among trees, featuring a wood-paneled exterior. A small staircase leads to the entrance, adorned with potted plants. The surrounding greenery enhances the serene atmosphere, while the lake is visible in the background.

Cabin in Maceo

Lakeside Cottage

Superhost

The exterior of a single-story house is shown, featuring a white vinyl siding and a covered porch with black railings. The front door has a decorative wreath, while two windows on the facade allow natural light. Leafless trees are visible in the background.

4.7 out of 5 average rating, 10 reviews

Martin’s Place

4.97 out of 5 average rating, 39 reviews

Chalet in Owensboro

Woodsy Waterfront Cabin with Loft