
Vacation rentals in Madisonville
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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 G$8,368 GYD 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 & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Madisonville vacation rentals include wi-fi 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!
Top-rated vacation rentals in Madisonville
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

Cozy 2 Bedroom House
Step inside our cozy, open concept, 2 bedroom home with ample kitchen space. The open kitchen is equipped with high-end appliances and a central island, perfect for preparing delectable meals. We make sure you have everything a cooking enthusiasts may need. Enjoy the weather, while grilling in the large backyard. We offer a variety of games for the whole family to enjoy. If you forget toiletries, we make sure you're covered with extras. Pickle ball court and kids area within walking distance.

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.

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.

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!

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.

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!

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.

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! Calhoun boat ramp is only 2 miles away. This property is centrally located, 25 miles north-east of Madisonville, 20 miles south of Owensboro.

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!

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.

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
Popular amenities for Madisonville places to stay
Other great vacation rentals in Madisonville

Newly Listed! Secluded 3 BR house in the Woods!

Shady Maple Farm

Peaceful Retreat

Calhoun Riverview House

Country Ranch House

The Hickory Treehouse on Lake Barkley

Shelton Farmhouse

Quiet Lake House with Awesome View.
When is the best time to visit Madisonville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,149 GYD | G$26,149 GYD | G$26,149 GYD | G$26,149 GYD | G$26,149 GYD | G$26,149 GYD | G$26,149 GYD | G$25,312 GYD | G$25,103 GYD | G$25,103 GYD | G$26,149 GYD | G$26,149 GYD |
| Avg. temp | 3°C | 5°C | 9°C | 15°C | 20°C | 24°C | 26°C | 25°C | 21°C | 15°C | 9°C | 4°C |
Frequently Asked Questions
What are the best places to stay in Madisonville?
Vacation rentals around the downtown area, near local parks, or close to the arts center are often preferred for easy access to shops and events. Many homes have inviting spaces for groups and families.
What are the best things to do in Madisonville with kids?
Children can explore playgrounds, enjoy public splash pads during warmer months, or visit interactive sections of the local museum. Family movie nights and community events are also frequently suggested.
What are some of the best things to do in Madisonville?
Explore city parks, discover local art installations, or stroll through the downtown area with its shops and eateries. The city also has a local history museum and frequently suggested nature preserves.
How is the weather in Madisonville?
Madisonville has cool winters around 28–49°F (-2–9°C), and warm, humid summers near 86–89°F (30–32°C). Spring and autumn often bring mild temperatures and changing foliage.
When is the best time to visit Madisonville?
Late spring and early autumn are often recommended for milder temperatures and outdoor activities. Seasonal festivals also add festive energy to the city during these times.
What are the best places to visit in Madisonville?
Frequently suggested spots include city parks, the local history museum, and community arts centers. During certain seasons, the farmers' market around downtown has local specialties and produce.
What are some hiking trails in Madisonville?
Madisonville has walking and nature trails in several city parks, often featuring easy loops suitable for all skill levels. Look for interpretive signs detailing local plants and wildlife.
What are some family activities we can do in Madisonville?
Families often enjoy playgrounds at city parks, interactive exhibits at the local museum, and seasonal outdoor events. Nature trails around Madisonville are frequently suggested for an easy walk with kids.
What are some of the best day trip ideas from Madisonville?
You can explore nearby nature reserves, regional museums, or local lakes for fishing and picnicking. Small towns around Madisonville frequently have antique shops and historic sites.
Are there any pet friendly accommodations available in Madisonville?
Many vacation rentals in Madisonville welcome pets. Look for listings near parks or green spaces, and explore pet-friendly walking trails nearby.
What are some local tips for visiting Madisonville?
Locals suggest exploring farmers’ markets for regional produce, and packing layers as temperatures shift through the day. Enjoying locally rooted festivals and trying southern-inspired meals is often recommended.
What is Madisonville known for?
Madisonville is known for its coal mining heritage, locally rooted festivals, and a welcoming community atmosphere. The area has well-kept parks and a focus on local arts.
What are the best hidden gems to explore in Madisonville?
Explore locally owned coffee shops, mural art around downtown, or smaller parks often favored by residents. Occasionally, artisan pop-up markets highlight unique crafts and foods.
What are the best foods to try in Madisonville?
Enjoy southern classics such as barbecue, fried catfish, and locally baked pies. Regional comfort foods and homemade desserts are often recommended by locals.
What should I bring for a trip to Madisonville?
Pack for changing weather—layers, a rain jacket, and comfortable shoes are helpful for exploring parks and local attractions. Sun protection and reusable water bottles are also often suggested.
What is the nightlife in Madisonville like?
Nightlife is generally relaxed, with casual pubs, local eateries, and occasional live music around downtown. Community events and local performances sometimes extend into the evening.
What are the most popular events or festivals in Madisonville?
Madisonville has a variety of seasonal festivals, community fairs, and music events throughout the year. Locally rooted celebrations often feature live performances, food vendors, and family activities, creating a welcoming atmosphere.
Are there family friendly vacation rentals in Madisonville?
Madisonville has a range of family-friendly vacation rentals, often featuring spacious layouts, kitchens, and outdoor areas. Many are located near parks or local attractions for easy exploring.
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