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

Madisonville Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Madisonville holiday rentals

A living room with two sofas, a coffee table, a rug, and a bookshelf.

1. Nice and Quite place to stay

Nice and Quite place to stay
Madisonville
The price is AU$504
includes taxes & fees
31 Oct - 1 Nov
Nice and Quite place to stay
A bathroom with a vanity, a mirror, a sink, a towel rack, and a window with a view of a garden.

2. 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 AU$488
includes taxes & fees
5 Nov - 6 Nov
Union Station Union Station
A room with wooden paneling, a brown leather sofa, and a door leading to another room.

3. The Nisbet Nest The Nisbet Nest

The Nisbet Nest The Nisbet Nest
Madisonville
6.0 out of 10, (1 review)
The price is AU$548
includes taxes & fees
17 Nov - 18 Nov
The Nisbet Nest The Nisbet Nest
An open-plan living area with a sofa, two armchairs, a ceiling fan, and a door leading to a balcony.

4. Loop Haven is an awesome place to stay.

Loop Haven is an awesome place to stay.
Madisonville
9.4 out of 10, Exceptional, (14 reviews)
"Nice clean space with room for everything we needed. Host was quick to always keep us up to date on our reservation, check in and check out.One minor issue was resolved immediately. Would stay here again although it's not fenced in on one side so luckily that was not an issue for us."
United States
Dianne K.
Loop Haven is an awesome place to stay.
A wooden deck with a table and chairs, overlooking a grassy field and a sunset.

5. Charming cabin with amazing views located on Toontucky Farms

Charming cabin with amazing views located on Toontucky Farms
White Plains
9.8 out of 10, Exceptional, (9 reviews)
" Stayed for a week very nice place. "
United States
Brandon L.
The price is AU$240
includes taxes & fees
27 Oct - 28 Oct
Charming cabin with amazing views located on Toontucky Farms
A dark wood TV stand with a flat-screen TV and a remote control.

6. Sweet Dreams in Sacramento

Sweet Dreams in Sacramento
Sacramento
8.4 out of 10, Very good, (6 reviews)
"This the second time that we have stayed at this location for the Civil War reenactment "
United States
Paul R.
The price is AU$355
includes taxes & fees
1 Nov - 2 Nov
Sweet Dreams in Sacramento
A small cabin with a porch, surrounded by trees and gravel.

7. 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, (201 reviews)
"We had a great stay with our pup! Thanks for the lovely stay. We enjoyed the canoe."
United States
Patricia R.
The price is AU$251
includes taxes & fees
28 Oct - 29 Oct
Lakeside Cottage, Fishing, Canoe & Kayak, Pet Friendly, Golf and Hiking Nearby
A two-story house with a porch, a front door, and a small front yard.

8. Beautiful Southern Home

Beautiful Southern Home
Sacramento
9.2 out of 10, Wonderful, (5 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 AU$553
includes taxes & fees
27 Oct - 28 Oct
Beautiful Southern Home
Living area

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 AU$313
includes taxes & fees
27 Oct - 28 Oct
Cozy Nook Retreat - Fireplace /Full Kitchen
A wooden observation tower with a small deck and stairs, surrounded by trees.

10. Charming Treehouse with Lake View and Access

Charming Treehouse with Lake View and Access
Utica
9.8 out of 10, Exceptional, (126 reviews)
"Awesome place to have some time with family away from everyone."
United States
Lori
The price is AU$219
includes taxes & fees
27 Oct - 28 Oct
Charming Treehouse with Lake View and Access
A spacious dining area with a large wooden table and chairs, a kitchen with white cabinets, and a ceiling with wooden beams.

11. Littlefield Farmhouse in Princeton, KY

Littlefield Farmhouse in Princeton, KY
Princeton
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful place to stay!"
United States
Beverly W.
The price is AU$331
includes taxes & fees
22 Nov - 23 Nov
Littlefield Farmhouse in Princeton, KY
A covered porch with wooden railings, a patterned rug, and a view of a wooded area.

12. 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, (70 reviews)
"The cabin and location are beautiful, cozy, and so relaxing. It was so nice to be so close to the park for lake access and hiking, but to be able to return to the cabin to have a little retreat with privacy to make the weekend a really lovely getaway."
United States
Megan D.
The price is AU$426
includes taxes & fees
27 Oct - 28 Oct
Cozy 2-bedroom cabin nestled in the woods adjoining Pennyrile Forest State Park.
A cozy living room with a pool table, comfortable seating, and a staircase.

13. 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, (129 reviews)
"Great place with a lot of room. My youth group especially enjoyed the games downstairs"
United States
Andrew D.
The price is AU$897
includes taxes & fees
27 Oct - 28 Oct
Great for Family Reunions, Hunting Lodge And Pet Friendly!
Exterior

14. 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, (96 reviews)
"Would definitely stay here again!"
United States
Becky S.
The price is AU$439
includes taxes & fees
27 Oct - 28 Oct
Quaint cottage with 3 queen beds and screened porch.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a bar area with stools.

15. 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, (3 reviews)
"We stayed here because my son got married at Burdoc Farms Oct 17th, 2026. The house was so cute, very clean and about 10 minutes from the venue. Any messages I sent to Phyllis, she got back to me promptly. The only downside was we would get back so late from setting up/wedding that it was too chilly to enjoy the front/back porch and gaze at all the stars. It’s just over a 2 hr drive (from Louisville) so if I needed a quick weekend reset, this would be the perfect quiet place to unwind."
United States
Shawn F.
The price is AU$700
includes taxes & fees
27 Oct - 28 Oct
Enjoy mama’s House in a quiet little area of Crofton ky
A two-story house with a front porch, a mailbox, and a street lamp.

16. 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, (10 reviews)
"Awesome stay "
United States
Gregory S.
The price is AU$481
includes taxes & fees
27 Oct - 28 Oct
Guitars & Harmony II in Historic Greenville with WiFi & beautiful outdoor space
A modern kitchen with white cabinets, a wooden island, and a gray sofa with yellow pillows.

17. Lake Country House on City Square

Lake Country House on City Square
Princeton
9.8 out of 10, Exceptional, (29 reviews)
"Our stay was excellent and even better we were close to family so we didn't need to travel far after activities."
United States
Stacey S.
The price is AU$403
includes taxes & fees
27 Oct - 28 Oct
Lake Country House on City Square
A house with a porch, a large planter with red flowers, and a mailbox.

18. Guitars & Harmony

Guitars & Harmony
Central City
9.8 out of 10, Exceptional, (22 reviews)
"Very good communication"
United States
Di
The price is AU$455
includes taxes & fees
19 Nov - 20 Nov
Guitars & Harmony
A rustic cabin with a stone foundation, wooden siding, and a covered porch.

19. 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, (10 reviews)
"Wonderful spot! The best "
United States
Andrea S.
The price is AU$400
includes taxes & fees
2 Nov - 3 Nov
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

Holiday Inn Express & Suites Madisonville by IHG

Holiday Inn Express & Suites Madisonville by IHG

10/10 Excellent
"."
Hillary 3-night trip
Posted 6 hours ago
Holiday Inn Express & Suites Madisonville by IHG

Find out more about Madisonville

Everything you need to know about Madisonville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madisonville holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madisonville holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madisonville holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madisonville. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madisonville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madisonville holiday rentals we have selected for you start as low as AU$219 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madisonville rentals

At Expedia, we put the best Madisonville holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madisonville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madisonville holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madisonville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Madisonville?

Yes, there are holiday rentals in Madisonville close to Kentucky Sports Factory, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 are some of the best holiday rentals that Madisonville has to offer?

Roos&Blues lake house. City park steps away. Rm for 6, king beds, pets friendly: This highly rated holiday home rental in Madisonville offers a selection of games, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Our travellers also rate Union Station Union Station as a favourite home for rent in Madisonville.

How many holiday rentals will I find in Madisonville?

Expedia has 11 holiday 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 Madisonville Country Club.

What’s a holiday rental in Madisonville like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Madisonville. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.