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

Vacation Homes in Madison County

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Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Madison County vacation homes

Coffee/tea maker, fridge, microwave, oven

1. "The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington

"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington
Farmington
10.0 out of 10, Exceptional, (26 reviews)
"Very nice stay we enjoyed would definitely stay again"
United States
Ben C.
The price is AED 444
AED 886 total
includes taxes & fees
27 Aug - 28 Aug
"The Hideaway 1" Charming 2-bedroom house with WiFi, AC in fabulous Farmington
Exterior

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

Silo Farm Haus- located in the heart of wine country!
Ste. Genevieve
10.0 out of 10, Exceptional, (154 reviews)
"We had an amazing time! Great property and cozy. We had a few dead flies in the bed but otherwise perfect stay!"
United States
Anthony S.
The price is AED 878
AED 1,360 total
includes taxes & fees
27 Aug - 28 Aug
Silo Farm Haus- located in the heart of wine country!
Coffee/tea maker, fridge, microwave, oven

3. Cozy Barn Loft in Farmington, Missouri

Cozy Barn Loft in Farmington, Missouri
Farmington
8.8 out of 10, Excellent, (13 reviews)
"Very nice place, would stay again!!"
United States
Candi R.
Cozy Barn Loft in Farmington, Missouri
Dining

4. Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.

Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Lesterville
9.0 out of 10, Wonderful, (20 reviews)
"Great house and location."
United States
Thomas M.
The price is AED 1,102
AED 1,874 total
includes taxes & fees
27 Aug - 28 Aug
Gorgeous large rental home in Lesterville MO just minutes from Blackwater River.
Outdoor pool

5. Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE

Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
Park Hills
10.0 out of 10, Exceptional, (73 reviews)
"Very beautiful property! The Host was very responsive and courteous. 10/10 would stay here again and highly recommend it to others! "
United States
Mckayla M.
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
Exterior

6. 5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana

5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana
Ste. Genevieve
10.0 out of 10, Exceptional, (3 reviews)
"5 Charles Farms was the perfect location to stay following a wedding at Charleville Brewery & Winery. Everything was clean and tidy, and the snacks were a great bonus! Would definitely stay here again if coming to the area."
United States
Nicole T.
The price is AED 665
AED 991 total
includes taxes & fees
24 Sep - 25 Sep
5 Charles Farms Cabin #1 - NEW CABIN - Wineries, Hiking, & Camp Cana
Beach

7. Your home away from home in downtown, historic Farmington!

Your home away from home in downtown, historic Farmington!
Farmington
10.0 out of 10, Exceptional, (50 reviews)
"We loved the location and the charm. And the chickens and friendly kitty were a bonus. Great stay. "
United States
Jenny R.
The price is AED 474
AED 922 total
includes taxes & fees
7 Sep - 8 Sep
Your home away from home in downtown, historic Farmington!
Coffee/tea maker, fridge, microwave, oven

8. Cozy Three bedroom home in Central Farmington

Cozy Three bedroom home in Central Farmington
Farmington
9.8 out of 10, Exceptional, (34 reviews)
"Great little house and was perfect for our weekend trip to Farmington! Would recommend."
United States
Daniel K.
The price is AED 397
AED 942 total
includes taxes & fees
7 Sep - 8 Sep
Cozy Three bedroom home in Central Farmington
Exterior

9. Secluded Log Cabin

Secluded Log Cabin
Annapolis
9.8 out of 10, Exceptional, (31 reviews)
"The place was quite secluded and peaceful. It was a great place to relax and spend time with family."
United States
Franklin
Secluded Log Cabin
Dining

10. Cozy 3BR Downtown Farmington Short Walk to Shops & Dining

Cozy 3BR Downtown Farmington Short Walk to Shops & Dining
Farmington
10.0 out of 10, Exceptional, (4 reviews)
"Nice Property. The host was very helpful and was easy to communicate with."
United States
Rick L.
Cozy 3BR Downtown Farmington Short Walk to Shops & Dining
Interior

11. The Sutton House 2 blocks from Main Street & Courthouse Square

The Sutton House 2 blocks from Main Street & Courthouse Square
Ironton
10.0 out of 10, Exceptional, (63 reviews)
"We enjoyed our stay. Nice big comfortable beds. Short walk to coffee shop & short drive to several nice hiking spots. "
United States
Nicole K.
The price is AED 724
AED 890 total
includes taxes & fees
22 Sep - 23 Sep
The Sutton House 2 blocks from Main Street & Courthouse Square
Coffee/tea maker, fridge, microwave, oven

12. Newly remodeled offers many amenities with perfect location!

Newly remodeled offers many amenities with perfect location!
Ironton
10.0 out of 10, Exceptional, (39 reviews)
"It was a great stay, excellent location"
United States
Scott M.
Newly remodeled offers many amenities with perfect location!
Exterior

13. AV Bungalows #2

AV Bungalows #2
Arcadia
10.0 out of 10, Exceptional, (1 review)
"Katherine was a great host! We had a small hiccup with the keypad upon arrival, but she was able to get it sorted for us almost immediately. The bungalows were clean and cozy, and my kids loved staying in the loft. We would definitely stay again!"
United States
Jill B.
The price is AED 767
AED 943 total
includes taxes & fees
27 Aug - 28 Aug
AV Bungalows #2
3 bedrooms, desk, iron/ironing board, internet

14. Walk to Dtwn: Ironton Home in Historic District

Walk to Dtwn: Ironton Home in Historic District
Ironton
9.6 out of 10, Exceptional, (7 reviews)
"Excellent stay within walking distance of everything!"
United States
Brenda H.
Walk to Dtwn: Ironton Home in Historic District
Coffee/tea maker, fridge, microwave, oven

15. In-law Suite

In-law Suite
Leadwood
9.4 out of 10, Exceptional, (19 reviews)
"The house was absolutely great loved the look and very peaceful the host were very helpful "
United States
Jordan K.
In-law Suite
Smart TV, fireplace, table tennis, books

16. 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, (140 reviews)
"It’s perfect and already booking next year!"
United States
Joan H.
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
Interior

17. Missouri Castle w/ Private Lake, Pool & 100 Acres!

Missouri Castle w/ Private Lake, Pool & 100 Acres!
Saint Mary
10.0 out of 10, Exceptional, (10 reviews)
"We LOVEDDDDD our weekend in the castle! Honestly, I wish we had booked another night or two to enjoy the experience! Would most definitely recommend and will likely be back! Such a unique and fun property!"
United States
Emily R.
Missouri Castle w/ Private Lake, Pool & 100 Acres!
Exterior

18. Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses

Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses
New Offenburg
10.0 out of 10, Exceptional, (14 reviews)
"The host was very responsive, the house was spotless, and the beds were so comfortable. It was a lovely stay."
United States
Karen M.
The price is AED 540
AED 1,109 total
includes taxes & fees
8 Sep - 9 Sep
Sunset Ridge - Peaceful 3-bedroom house with WiFi and AC w/ room for your horses
Exterior

19. 5 Charles Farms #4 - NEW CABIN - Wineries, Hiking, and Camp Cana

5 Charles Farms #4 - NEW CABIN - Wineries, Hiking, and Camp Cana
New Offenburg
10.0 out of 10, Exceptional, (1 review)
"Good"
United States
Alex P.
The price is AED 698
AED 1,030 total
includes taxes & fees
24 Sep - 25 Sep
5 Charles Farms #4 - NEW CABIN - Wineries, Hiking, and Camp Cana
Beach

20. Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge

Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge
Redford
10.0 out of 10, Exceptional, (18 reviews)
"Great place, close to the river. Have stayed before and will stay again."
United States
zach f.
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge
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

Baymont Inn and Suites by Wyndham Farmington, MO

Baymont Inn and Suites by Wyndham Farmington, MO

8/10 Good
"It was a nice stay"
ILUNGA 1-night trip
Posted 1 day ago
Baymont Inn and Suites by Wyndham Farmington, MO

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