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

Madison County Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Our top choices for Madison County vacation 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

A-Frame - Hot Tub - Sleeps 7
Fredericktown
The price is CA $277
CA $531 total
includes taxes & fees
Oct 26 - Oct 27
A-Frame - Hot Tub - Sleeps 7
A modern interior with a sofa, a washing machine, and a view through a glass door.

2. Timberwolf Mobile Unit #3

Timberwolf Mobile Unit #3
Fredericktown
The price is CA $102
CA $248 total
includes taxes & fees
Oct 20 - Oct 21
Timberwolf Mobile Unit #3
A cozy interior with a leather sofa, a flat-screen TV, and a wooden table.

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

St Francis River: The Blue Yurt and Hot Tub
Fredericktown
8.8 out of 10, Excellent, (27 reviews)
"Loved it would stay again "
United States
Ashley B.
The price is CA $178
CA $308 total
includes taxes & fees
Oct 25 - Oct 26
St Francis River: The Blue Yurt and Hot Tub
A compact bathroom with a shower, toilet, and a small sink area.

4. The Firehouse Loft - Sleeps 4

The Firehouse Loft - Sleeps 4
Fredericktown
8.0 out of 10, Very good, (1 review)
The price is CA $157
CA $307 total
includes taxes & fees
Oct 15 - Oct 16
The Firehouse Loft - Sleeps 4
A bathroom with a wooden vanity, a hanging basket, and a window with curtains.

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

Willowmere Covered Wagon - Pond View, Glamping Getaway, Farm, & Fire Pit
Fredericktown
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Karen S.
The price is CA $204
CA $315 total
includes taxes & fees
Oct 16 - Oct 17
Willowmere Covered Wagon - Pond View, Glamping Getaway, Farm, & Fire Pit
A bathroom with a wooden vanity, a hanging basket, and a window with curtains.

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

Hearthstone Covered Wagon - Pond + Farm View, Wagon Glamping, Fire Pit
Fredericktown
10.0 out of 10, Exceptional, (2 reviews)
"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."
United States
sheila k.
The price is CA $197
CA $309 total
includes taxes & fees
Oct 24 - Oct 25
Hearthstone Covered Wagon - Pond + Farm View, Wagon Glamping, Fire Pit
A modern room with a large window, two chairs, a small wooden table, and a view of a forest.

7. RIVER and SKY Cabin; Hot Tub

RIVER and SKY Cabin; Hot Tub
Fredericktown
9.4 out of 10, Exceptional, (6 reviews)
"Great getaway"
United States
Anonymous traveller
The price is CA $227
CA $360 total
includes taxes & fees
Oct 18 - Oct 19
RIVER and SKY Cabin; Hot Tub
A hot tub in a covered outdoor area with a view of a swimming pool and a wooden play structure in the background.

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

Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
Fredericktown
10.0 out of 10, Exceptional, (14 reviews)
"This was one of the best stays we have ever had! The owners Cathy and Richard are absolutely incredible! They go above and beyond to make sure you have the best time possible! The amities are just non stop! I 100% recommend and will definitely be back!"
United States
Lexis
The price is CA $249
CA $295 total
includes taxes & fees
Nov 12 - Nov 13
Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
A wooden deck with outdoor seating and a fire pit, surrounded by trees.

9. The Stonehouse - Private Hot Tub - Sleeps 5

The Stonehouse - Private Hot Tub - Sleeps 5
Fredericktown
9.8 out of 10, Exceptional, (8 reviews)
"The Stonehouse was every bit as cute and comfortable as expected! We enjoyed staying here as a great base for hiking in the area. The tiny town is a neat complex of different types of place to stay plus the Station coffee house was great to have in walking distance. "
United States
Beth A.
The price is CA $202
CA $347 total
includes taxes & fees
Oct 15 - Oct 16
The Stonehouse - Private Hot Tub - Sleeps 5
A compact, modern RV interior with a kitchenette, a sofa, and a staircase leading to an upper level.

10. Timberwolf Mobile Unit #2

Timberwolf Mobile Unit #2
Fredericktown
10.0 out of 10, Exceptional, (1 review)
"The stay was amazing. Property was beautiful."
United States
Connor B.
The price is CA $127
CA $274 total
includes taxes & fees
Oct 19 - Oct 20
Timberwolf Mobile Unit #2
A modern RV interior with a sofa, a kitchenette, and large windows.

11. Timberwolf Mobile Unit #1

Timberwolf Mobile Unit #1
Fredericktown
8.0 out of 10, Very good, (1 review)
"It was a pleasure to stay there"
United States
Brad W.
The price is CA $132
CA $283 total
includes taxes & fees
Nov 3 - Nov 4
Timberwolf Mobile Unit #1
A modern interior with a sofa, a kitchen area, and large windows.

12. Timberwolf Mobile Unit #4

Timberwolf Mobile Unit #4
Fredericktown
The price is CA $127
CA $274 total
includes taxes & fees
Oct 19 - Oct 20
Timberwolf Mobile Unit #4
A wooden door with a window, a tent-like structure, and the name 'CONESTOGA' on the door.

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

Oakheart Covered Wagon - Farm Life, Pond View Glamping, Fire Pit, River
Fredericktown
The price is CA $236
CA $363 total
includes taxes & fees
Oct 15 - Oct 16
Oakheart Covered Wagon - Farm Life, Pond View Glamping, Fire Pit, River
A rustic interior with exposed brick walls, wooden railings, and a hanging floral chandelier.

14. The Atrium - A Boutique Hotel

The Atrium - A Boutique Hotel
2.0 star property
Perryville
9.8 out of 10, Exceptional, (9 reviews)
"What an amazing little suite wrapped in a very thought-filled overall venue. Very unique room with a so many details. The overall building with fire pit, game rooms, and local vendor items…all was quite amazing. Every element is thought out very well. It is very convenient and overall comfortable. It was a great getaway."
United States
Brian
The price is CA $125
CA $144 total
includes taxes & fees
Oct 28 - Oct 29
The Atrium - A Boutique Hotel
A hot tub in an outdoor setting with a grassy area and trees in the background.

15. Cozy 1-bedroom cabin in wonderful Leadwood with AC

Cozy 1-bedroom cabin in wonderful Leadwood with AC
Leadwood
9.6 out of 10, Exceptional, (5 reviews)
"Great for people who like nature!"
United States
Shonda
The price is CA $64
CA $215 total
includes taxes & fees
Oct 17 - Oct 18
Cozy 1-bedroom cabin in wonderful Leadwood with AC
A kitchen with wooden cabinets, a toaster, and a dishwasher.

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

Lake Road Cabin C — Million Dollar Ozark View!
Ironton
10.0 out of 10, Exceptional, (32 reviews)
"Great cabin. Very quiet area. Nice fire pit."
United States
Heather the Librarian
The price is CA $154
CA $258 total
includes taxes & fees
Oct 20 - Oct 21
Lake Road Cabin C — Million Dollar Ozark View!
A compact kitchen with wooden cabinets, a large TV, and various kitchen utensils hanging on the wall.

17. FS Rental #4 Annapolis, MO Black River

FS Rental #4 Annapolis, MO Black River
Annapolis
9.4 out of 10, Exceptional, (10 reviews)
"Loved the cabin and the outdoor seating area. Definitely recommend for anyone traveling in the area. "
United States
Corey M.
The price is CA $155
CA $296 total
includes taxes & fees
Oct 21 - Oct 22
FS Rental #4 Annapolis, MO Black River
A compact living space with a sofa, dining table, kitchen area, and a ceiling fan.

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

Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations
Farmington
9.4 out of 10, Exceptional, (11 reviews)
"Host was very helpful and accommodating! Very cute and small house, perfect for our weekend stay! "
United States
Amber P.
The price is CA $102
CA $218 total
includes taxes & fees
Oct 26 - Oct 27
Charming 1-bd house in Downtown Farmington, 1block from Police & Fire stations
A modern kitchen with dark cabinets, a built-in microwave, a flat-screen TV, and a large window with a view of the street.

19. Ironton Hub: Near Elephant Rocks & Shut-Ins

Ironton Hub: Near Elephant Rocks & Shut-Ins
Ironton
10.0 out of 10, Exceptional, (2 reviews)
"Great stay. Perfect for the short stay we needed. Clean and convenient. Will recommend."
United States
angie m.
The price is CA $101
CA $283 total
includes taxes & fees
Oct 18 - Oct 19
Ironton Hub: Near Elephant Rocks & Shut-Ins
A cozy cabin-style room with a wooden interior, a sofa, a dining table, and a kitchen area.

20. Cozy hobby farm cabin under the stars!

Cozy hobby farm cabin under the stars!
Patterson
9.6 out of 10, Exceptional, (12 reviews)
"Easy check in, very quiet, very calming and relaxing. Overall great stay and great property manager. "
United States
Wyatt S.
The price is CA $107
CA $172 total
includes taxes & fees
Nov 2 - Nov 3
Cozy hobby farm cabin under the stars!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Madison County Hotel Reviews

Quality Inn Farmington

Quality Inn Farmington

8/10 Good
"Staff clean room"
julie 1-night trip
Posted 1 day ago
Quality Inn Farmington

Find out more about Madison County

Everything you need to know about Madison County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Madison County vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Madison County vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison County vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison County vacation rentals we have selected for you start as low as CA $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 vacation 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 vacation.

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.