A wooden pier extending into a calm body of water, surrounded by a forested shoreline under a cloudy sky.

Madisonville Vacation Rentals

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Our top choices for Madisonville vacation rentals

1. Union Station Union Station

Union Station Union Station
Madisonville
9.4 out of 10, Exceptional, (6 reviews)
"Was a beautiful house and a lovey stay! "
United States
Rhonda P.
The price is CA $124
CA $449 total
includes taxes & fees
Aug 16 - Aug 17
Union Station Union Station

2. Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
10.0 out of 10, Exceptional, (8 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
The price is CA $153
CA $232 total
includes taxes & fees
Aug 20 - Aug 21
Charming cabin with amazing views located on Toontucky Farms

3. Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
Crofton
9.8 out of 10, Exceptional, (187 reviews)
"Loved the cabin!! Will definitely rent again."
United States
Barbara
The price is CA $139
CA $243 total
includes taxes & fees
Aug 23 - Aug 24
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby

4. Beautiful Southern Home

Beautiful Southern Home
Sacramento
9.0 out of 10, Wonderful, (4 reviews)
"The host was accommodating, and the house was conveniently located near everything we needed it to be!"
United States
Courtney W.
The price is CA $113
CA $559 total
includes taxes & fees
Aug 16 - Aug 17
Beautiful Southern Home

5. Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
Crofton
10.0 out of 10, Exceptional, (64 reviews)
"Great property! We will visit again!"
United States
Brie B.
The price is CA $223
CA $404 total
includes taxes & fees
Aug 21 - Aug 22
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.

6. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (43 reviews)
"The Farmhouse exceeded my expectations in every way: comfort of furnishings, amenities, toiletries, fun welcome snacks and coffee selections, the beauty of the property, and the surrounding countryside- lovely- and the hosts were a pleasure to work with. "
United States
Nina H.
The price is CA $157
CA $257 total
includes taxes & fees
Aug 20 - Aug 21
Littlefield Farmhouse in Princeton, KY

7. Quaint cottage with 3 queen beds and screened porch.

Quaint cottage with 3 queen beds and screened porch.
Crofton
10.0 out of 10, Exceptional, (90 reviews)
"Would definitely stay here again!"
United States
Becky S.
The price is CA $244
CA $434 total
includes taxes & fees
Aug 15 - Aug 16
Quaint cottage with 3 queen beds and screened porch.

8. Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
Greenville
10.0 out of 10, Exceptional, (7 reviews)
"Awesome stay "
United States
Gregory S.
The price is CA $252
CA $465 total
includes taxes & fees
Aug 13 - Aug 14
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space

9. Cozy Nook Retreat - Fireplace /Full Kitchen

Cozy Nook Retreat - Fireplace /Full Kitchen
Crofton
8.8 out of 10, Excellent, (3 reviews)
"Check In was very easy, the host was pleasant and very responsive, and house was clean."
United States
Jessica W.
The price is CA $161
CA $353 total
includes taxes & fees
Sep 7 - Sep 8
Cozy Nook Retreat - Fireplace /Full Kitchen

10. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (113 reviews)
"We had a wonderful stay. Thank you for having such a beautiful place to enjoy. "
United States
Terah W.
The price is CA $138
CA $212 total
includes taxes & fees
Aug 17 - Aug 18
Charming Treehouse with Lake View and Access

11. Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (27 reviews)
"Host was great to work with. House was very spacious and comfortable. Will definitely stay again."
United States
Beverly W.
The price is CA $188
CA $401 total
includes taxes & fees
Aug 16 - Aug 17
Lake Country House on City Square

12. Great for Family Reunions, Hunting Lodge And Pet Friendly!

Great for Family Reunions, Hunting Lodge And Pet Friendly!
Crofton
9.8 out of 10, Exceptional, (127 reviews)
"We were there for a church retreat. The house was perfect for us. It was quiet and very peaceful. We hope to come again."
United States
Paula M.
The price is CA $470
CA $890 total
includes taxes & fees
Aug 16 - Aug 17
Great for Family Reunions, Hunting Lodge And Pet Friendly!

13. Enjoy mama’s House in a quiet little area of Crofton ky

Enjoy mama’s House in a quiet little area of Crofton ky
Crofton
10.0 out of 10, Exceptional, (1 review)
"This house was clean and perfect for my family of 7. It is spacious, clean and so cute. We will definitely stay here again next time we are in the area."
United States
Mandy C.
The price is CA $418
CA $692 total
includes taxes & fees
Aug 13 - Aug 14
Enjoy mama’s House in a quiet little area of Crofton ky

14. Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro

Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Utica
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful spot! The best "
United States
Andrea S.
The price is CA $164
CA $399 total
includes taxes & fees
Sep 8 - Sep 9
Rustic 1800s' Log Cabin with Modern Amenities on an Old Farm close to Owensboro
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madisonville Hotel Reviews

Find out more about Madisonville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Madisonville. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Madisonville?

Yes, there are vacation rentals in Madisonville close to Gleam Mahr Center for Arts, or you can choose a secluded option if you're looking for extra privacy while you relax. Our travelers say Madisonville has a good selection of restaurants. Make sure you have time to check out the monuments and golf courses during your trip.

What's the top vacation rental in Madisonville?

Union Station Union Station: This Madisonville vacation home rental is located in the city center and has a fireplace, a garden, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Other favorite homes for rent in Madisonville are Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly and Spacious home with basement. City park steps away. Cleaning fee included. .

How many vacation rentals will I find in Madisonville?

Expedia has 10 vacation rentals for your stay in Madisonville.

What’s there to see and do in Madisonville?

Madisonville City Park and Mahr Park are a couple of scenic spots to enjoy the outdoors, whereas Gleam Mahr Center for Arts is one of the cultural attractions. Other places in town to visit include Ruby Laffon Log Cabin and Kentucky Sports Factory.

What’s a vacation rental in Madisonville like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Madisonville. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.