Madison County Holiday Rentals from AU$144: Search Short-Term Rentals

A rocky trail surrounded by large boulders and leaf-covered ground.

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Our top choices for Madison County holiday rentals

A modern kitchen with a wooden ceiling, a black refrigerator, a sink, bar stools, and a large window.

1. A-Frame - Hot Tub - Sleeps 7

Fredericktown

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a sofa, a washing machine, and a view through a glass door.

2. Timberwolf Mobile Unit #3

Fredericktown

includes taxes & fees

30 Nov - 1 Dec

A wooden deck with outdoor seating and a fire pit, surrounded by trees.

3. The Stonehouse - Private Hot Tub - Sleeps 5

Fredericktown

Beth A.

includes taxes & fees

15 Nov - 16 Nov

A cozy interior with a leather sofa, a flat-screen TV, and a wooden table.

4. St Francis River: The Blue Yurt and Hot Tub

Fredericktown

Ashley B.

includes taxes & fees

2 Nov - 3 Nov

A compact bathroom with a shower, toilet, and a small sink area.

5. The Firehouse Loft - Sleeps 4

Fredericktown

includes taxes & fees

12 Nov - 13 Nov

A modern room with a large window, two chairs, a small wooden table, and a view of a forest.

6. RIVER and SKY Cabin; Hot Tub

Fredericktown

Teresa C.

includes taxes & fees

2 Nov - 3 Nov

A hot tub in a covered outdoor area with a view of a swimming pool and a wooden play structure in the background.

7. Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool

Fredericktown

hannah

includes taxes & fees

6 Nov - 7 Nov

A circular stone fire pit surrounded by grass and trees in a natural setting.

8. Hearthstone Covered Wagon - Pond + Farm View, Wagon Glamping, Fire Pit

Fredericktown

"Had a very nice stay. Went to Fredericktown for my class reunion and stayed in the wagons. The reunion was at the golf course and this was very nice to stay in the wagon on site. There was a problem with the room and I contacted the owner and was moved to another wagon next site. We enjoyed the fire and sitting and relaxing before went to bed. Bed was very comfortable. Host was awesome a d check in and check out was very smooth."

sheila k.

includes taxes & fees

15 Nov - 16 Nov

A bathroom with a wooden vanity, a hanging basket, and a window with curtains.

9. Willowmere Covered Wagon - Pond View, Glamping Getaway, Farm, & Fire Pit

Fredericktown

"My stay here was amazing! All the staff were very kind. I was the only one staying there at the time and everyone was very friendly. When they say that you're staying on a working farm that's exactly what they mean that that's what made it. Such a cool experience. Staying inside a covered wagon that had modern amenities was a cool experience. It kept cool inside with the air-conditioning. The bed was extremely comfortable. There was coffee available for me every morning, which is a plus for me...

Karen S.

includes taxes & fees

15 Nov - 16 Nov

A narrow hallway with a loft bedroom above, a ladder, and a small window.

10. Authentic Train Caboose with Loft & Firepit Near Elephant Rocks

Fredericktown

Bob A.

includes taxes & fees

4 Nov - 5 Nov

A compact, modern RV interior with a kitchenette, a sofa, and a staircase leading to an upper level.

11. Timberwolf Mobile Unit #2

Fredericktown

Connor B.

includes taxes & fees

2 Nov - 3 Nov

A modern interior with a sofa, a kitchen area, and large windows.

12. Timberwolf Mobile Unit #4

Fredericktown

includes taxes & fees

2 Dec - 3 Dec

A modern RV interior with a sofa, a kitchenette, and large windows.

13. Timberwolf Mobile Unit #1

Fredericktown

Brad W.

includes taxes & fees

2 Dec - 3 Dec

14. Oakheart Covered Wagon - Farm Life, Pond View Glamping, Fire Pit, River

Fredericktown

includes taxes & fees

15 Nov - 16 Nov

A rustic interior with exposed brick walls, wooden railings, and a hanging floral chandelier.

15. The Atrium - A Boutique Hotel

Perryville

Brian

includes taxes & fees

2 Nov - 3 Nov

A kitchen with wooden cabinets, a toaster, and a dishwasher.

16. Lake Road Cabin C — Million Dollar Ozark View!

Ironton

Heather the Librarian

includes taxes & fees

2 Nov - 3 Nov

A compact living space with a sofa, dining table, kitchen area, and a ceiling fan.

17. Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations

Farmington

Amber P.

includes taxes & fees

2 Nov - 3 Nov

A cabin interior with a loft bed, a chair, and a ceiling fan.

18. Hillside Cabin #2 Annapolis, MO Black River

Annapolis

Hans S.

includes taxes & fees

2 Nov - 3 Nov

A compact kitchen with wooden cabinets, a large TV, and various kitchen utensils hanging on the wall.

19. FS Rental #4 Annapolis, MO Black River

Annapolis

christopher

includes taxes & fees

2 Nov - 3 Nov

A rustic log cabin with a stone foundation, surrounded by trees and a wooden fence.

20. Sam A Baker State Park

Patterson

Charlie

includes taxes & fees

2 Nov - 3 Nov

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Top Madison County Hotel Reviews

Holiday Inn Express & Suites Farmington by IHG

10/10 Excellent

"We stayed one night and it was great! Breakfast was delicious."

Micro house cabin located near Silver Mines Recreation Area.

10/10 Excellent

"It was wonderful. Shirley was responsive and made the cabin feel very welcoming and cozy. The location made it very peaceful and I loved the simplicity of it. A great place for a perfect weekend getaway. We would’ve stayed longer if we could’ve."

Silo Farm Haus- located in the heart of wine country!

10/10 Excellent

"The photos don't do this place justice, it's absolutely stunning inside and out. It was so peaceful, with such beautiful scenery. I got to enjoy my morning coffee on the porch swing and watch the sun rise over the hills. Inside was very clean, and I absolutely LOVED all of the decor! It was the perfect weekend getaway for just the two of us. 10/10 will be back again!!"

St Francis River: The Blue Yurt and Hot Tub

8/10 Good

"Beautiful, peaceful!! We had an amazing time. Everything was just as described. I did however have a few issues unfortunately. I could've used some help getting there, it shows 2 different locations on gps and i wasn't in a direct route with the directions given, I asked for assistance and only got the same directions from original msg, no elaboration, just had to figure it out and lost my signal. Wasted a lot of time. The place is itself is stunning, minus the broken lights strung in the deck,less than half worked. There could've been some instructions on the hot tub, someone had turned off the jets and didn't figure it out till halfway through the stay. The a/c was a little tricky, there was a remote apparently hidden by the drapes. Lots of amazing things about this place though, the view and star gazing were just incredible and the hot tub was incredible after figuring it out. Very cozy place"

Find out more about Madison County

Everything you need to know about Madison County 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 Madison County 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 Madison County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Madison County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison County. 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 Madison County 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 Madison County holiday rentals we have chosen for you start as low as AU$144 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Madison County rentals

At Expedia, we put the best Madison County 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 Madison County 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 Madison County 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 Madison County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Our top choices for Madison County holiday rentals

1. A-Frame - Hot Tub - Sleeps 7

2. Timberwolf Mobile Unit #3

3. The Stonehouse - Private Hot Tub - Sleeps 5

4. St Francis River: The Blue Yurt and Hot Tub

5. The Firehouse Loft - Sleeps 4

6. RIVER and SKY Cabin; Hot Tub

7. Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool

8. Hearthstone Covered Wagon - Pond + Farm View, Wagon Glamping, Fire Pit

9. Willowmere Covered Wagon - Pond View, Glamping Getaway, Farm, & Fire Pit

10. Authentic Train Caboose with Loft & Firepit Near Elephant Rocks

11. Timberwolf Mobile Unit #2

12. Timberwolf Mobile Unit #4

13. Timberwolf Mobile Unit #1

14. Oakheart Covered Wagon - Farm Life, Pond View Glamping, Fire Pit, River

15. The Atrium - A Boutique Hotel

16. Lake Road Cabin C — Million Dollar Ozark View!

17. Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations

18. Hillside Cabin #2 Annapolis, MO Black River

19. FS Rental #4 Annapolis, MO Black River

20. Sam A Baker State Park

Find holiday rentals that suit your style

Top Madison County Hotel Reviews

Holiday Inn Express & Suites Farmington by IHG

Crown Pointe Lodge, BW Signature Collection

Baymont Inn and Suites by Wyndham Farmington, MO

Madison Inn Lodge

Shepherd Mountain Inn

Hampton Inn Farmington

Micro house cabin located near Silver Mines Recreation Area.

Silo Farm Haus- located in the heart of wine country!

St Francis River: The Blue Yurt and Hot Tub

Find out more about Madison County