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Holiday Rentals in Madison County

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Our top choices for Madison County holiday rentals

Property grounds
Micro house cabin located near Silver Mines Recreation Area.

Micro house cabin located near Silver Mines Recreation Area.

Fredericktown
10.0 out of 10, Exceptional, (78)
"This was my second visit and am planning to return again someday. Very quiet and cozy. "
United States
eric y.
Micro house cabin located near Silver Mines Recreation Area.
Outdoor dining
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, (18)
"Loved this rental - great property!"
United States
Julie S.
The price is €179
includes taxes & fees
10 Dec - 11 Dec
St Francis River: The Blue Yurt and Hot Tub
Cabin
Sam A Baker State Park

Sam A Baker State Park

2.0 star property
Patterson
9.2 out of 10, Wonderful, (5)
"Pet friendly, great staff. "
United States
Charlie
The price is €114
includes taxes & fees
10 Dec - 11 Dec
Sam A Baker State Park
1 bedroom, iron/ironing board, bed sheets
Beautiful Modern Loft In Wine Country!

Beautiful Modern Loft In Wine Country!

Ste. Genevieve
10.0 out of 10, Exceptional, (271)
"Loved our stay here! Thoughtful amenities on a beautiful property. Great communication with host. "
United States
Elsie H.
The price is €160
includes taxes & fees
17 Dec - 18 Dec
Beautiful Modern Loft In Wine Country!
Fridge, microwave, oven, stovetop
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.

Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.

New Offenburg
10.0 out of 10, Exceptional, (5)
"Relaxing setting between Farmington and St Genevieve. Both towns are rich in history and have small town charm. "
United States
Tim M.
The price is €265
includes taxes & fees
10 Dec - 11 Dec
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC in lovely Weingarten.
Property grounds
Charming 2 bedroom cabin on a beautiful private lake.

Charming 2 bedroom cabin on a beautiful private lake.

Ironton
9.4 out of 10, Exceptional, (16)
"Place is nice & easy to find. "
United States
Mercy
The price is €172
includes taxes & fees
11 Dec - 12 Dec
Charming 2 bedroom cabin on a beautiful private lake.
Outdoor dining
Cabin 1 at the Pallet Factory

Cabin 1 at the Pallet Factory

Leadwood
9.6 out of 10, Exceptional, (39)
"Just what we expected. Very quiet and secluded. Close to towns. "
United States
Cheyenne F.
The price is €138
includes taxes & fees
11 Dec - 12 Dec
Cabin 1 at the Pallet Factory
Interior
16 Acres of beauty and relaxation

16 Acres of beauty and relaxation

Park Hills
9.8 out of 10, Exceptional, (18)
"Quiet place in the woods exactly what I wanted!"
United States
Jeremy R.
16 Acres of beauty and relaxation
Outdoor dining
Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.

Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.

Ste. Genevieve
10.0 out of 10, Exceptional, (58)
"Clean spacious quiet( except for the dogs barking) kitchen pans are terrible."
United States
Barb S.
The price is €318
includes taxes & fees
10 Dec - 11 Dec
Gorgeous 5 Bedroom Log Home Less Than 5 Minutes From Chaumette And Charleville.
Property grounds
Newly remodeled house minutes away from downtown, golf courses + BIG back yard

Newly remodeled house minutes away from downtown, golf courses + BIG back yard

2.0 star property
Farmington
9.8 out of 10, Exceptional, (20)
"very nice house and good location . had so many things to enjoy"
United States
Peter V.
The price is €260
includes taxes & fees
9 Jan - 10 Jan 2026
Newly remodeled house minutes away from downtown, golf courses + BIG back yard
Fridge, microwave, oven, stovetop
Cabin 1 queen bed with a separate bedroom with a double bed

Cabin 1 queen bed with a separate bedroom with a double bed

Piedmont
8.0 out of 10, Very good, (4)
"It was well located. Very clean. Very convenient. Great communication with host. Very comfortable. "
United States
Andrea B.
Cabin 1 queen bed with a separate bedroom with a double bed
Fridge, microwave, oven, stovetop
Cozy Barn Loft in Farmington, Missouri

Cozy Barn Loft in Farmington, Missouri

Farmington
9.0 out of 10, Wonderful, (11)
"This was a great place to stay to go riding at St Joe state park. We loved the house and there was plenty of room for all of us. We would definitely stay here again. "
United States
Rachel S.
Cozy Barn Loft in Farmington, Missouri
Exterior
Couples Retreat with hot tub (cabin2)

Couples Retreat with hot tub (cabin2)

Leadwood
9.6 out of 10, Exceptional, (21)
"it was a nice cozy stay"
United States
Alvaro
The price is €138
includes taxes & fees
13 Dec - 14 Dec
Couples Retreat with hot tub (cabin2)
Fridge, microwave, oven, stovetop
Secluded Private Cabin with Pool, hot tub, fireplace & so much more

Secluded Private Cabin with Pool, hot tub, fireplace & so much more

Ste. Genevieve
10.0 out of 10, Exceptional, (136)
"I hosted my 60th Birthday with friends and family.The house was perfect!! Thank you Jenna Properties!!"
United States
Renee L.
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
Interior
Lake Road Cabin B — Million Dollar Ozark View!

Lake Road Cabin B — Million Dollar Ozark View!

Ironton
10.0 out of 10, Exceptional, (23)
"This cabin was in a great location and everything we were looking for!"
United States
JEROD N.
Lake Road Cabin B — Million Dollar Ozark View!
Exterior
Cabin getaway with hot tub

Cabin getaway with hot tub

Leadwood
9.4 out of 10, Exceptional, (6)
"Same as always everything was great!"
United States
Rob M.
The price is €135
includes taxes & fees
19 Dec - 20 Dec
Cabin getaway with hot tub
Property grounds
❤️ THE MAGIC TIPI RETREAT

❤️ THE MAGIC TIPI RETREAT

Park Hills
10.0 out of 10, Exceptional, (37)
"The TeePee retreat in the woods was very relaxing! Great fun for all ages!"
United States
Andrea D.
❤️ THE MAGIC TIPI RETREAT
Exterior
Lake Road Cabin C — Million Dollar Ozark View!

Lake Road Cabin C — Million Dollar Ozark View!

Ironton
10.0 out of 10, Exceptional, (24)
"Girls weekend enjoyed our time. Just a great little cabin so we could enjoy the parks!"
United States
Jeanine H.
The price is €159
includes taxes & fees
11 Dec - 12 Dec
Lake Road Cabin C — Million Dollar Ozark View!
Interior
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek

THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek

Ste. Genevieve
10.0 out of 10, Exceptional, (5)
"Tiny house was absolutely perfect for a quick getaway or even a longer stay had everything we needed except a toaster! Owners were great on getting in touch for anything needed."
United States
Deborah J.
The price is €226
includes taxes & fees
10 Dec - 11 Dec
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek
Exterior
Hot Tub & Creek Views: Secluded Perryville Cabin

Hot Tub & Creek Views: Secluded Perryville Cabin

Perryville
9.8 out of 10, Exceptional, (8)
"We enjoyed our stay! Peaceful and relaxing.John and Bambi"
United States
Bambi and John B.
Hot Tub & Creek Views: Secluded Perryville Cabin
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 Madison County Hotel Reviews

Micro house cabin located near Silver Mines Recreation Area.

Micro house cabin located near Silver Mines Recreation Area.

10/10 Excellent
"Absolutely perfect. So clean. A perfect micro house located on a peaceful farm with everything you could need. The fenced in yard was perfect for my pup. Shirley truly cares for her guests. The handwritten notes made it feel extra special. "
Elizabeth J. 3-night trip
Posted 4 days ago
Micro house cabin located near Silver Mines Recreation Area.

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Holiday Homes in Madison County

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