Photo by Summer Williams

Holiday Rentals in Madison County

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Featured Holiday Rentals in Madison County

River front property HOT TUB, Kayak, tubing, and fishing
Outdoor spa tub

River front property HOT TUB, Kayak, tubing, and fishing

9.6 out of 10, Exceptional, (83)
"This is a super low key place with great access to the river."
The price is €266
includes taxes & fees
23 Feb - 24 Feb
River front property HOT TUB, Kayak, tubing, and fishing
Historic Victorian close to amazing hiking - pet friendly!
Interior

Historic Victorian close to amazing hiking - pet friendly!

9.4 out of 10, Exceptional, (3)
"The house was well kept and comfortable. The host was very reaponsive and helpful during my stay. "
The price is €148
includes taxes & fees
25 Feb - 26 Feb
Historic Victorian close to amazing hiking - pet friendly!
St Francis River: The Blue Yurt and Hot Tub
Golf

St Francis River: The Blue Yurt and Hot Tub

9.0 out of 10, Wonderful, (6)
"We had a wonderful time at the Yurt. We only left once to get breakfast. Spent most of our time enjoying the hot tub and the fire pit. This property has a refrigerator and a toaster oven. Also has an electric grill outside that worked great for making our steaks. There is no stove or microwave. Kitchen had silverware, plates, cups, and bowls. Also had a coffee pot. The bathroom was super clean and was equipped with towels, wash cloths, and outlets. Came with soap and shampoo but no...
The price is €199
includes taxes & fees
23 Feb - 24 Feb
St Francis River: The Blue Yurt and Hot Tub
Micro house cabin located near Silver Mines Recreation Area.
Property grounds

Micro house cabin located near Silver Mines Recreation Area.

10.0 out of 10, Exceptional, (59)
"Peaceful and relaxing. Has absolutely everything you could need. This was our 4th stay. "
Micro house cabin located near Silver Mines Recreation Area.
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek
Interior

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

10.0 out of 10, Exceptional, (1)
"The property setting was perfect...private and great views. Our stay was exactly the type of relaxing getaway my husband and I were seeking to just unplug from life for a few days. We would definitely recommend it to others and would definitely stay again."
The price is €274
includes taxes & fees
3 Mar - 4 Mar
THE CAAMP. Gorgeous 2-bedroom tiny home. Very close to the Barn/Pebble Creek
Beautiful Modern Loft In Wine Country!
1 bedroom, iron/ironing board, bed sheets

Beautiful Modern Loft In Wine Country!

10.0 out of 10, Exceptional, (244)
"Relaxing way to unwind. "
The price is €175
includes taxes & fees
20 Mar - 21 Mar
Beautiful Modern Loft In Wine Country!
TreeLoft at BaseCamp
Property grounds

TreeLoft at BaseCamp

2.0 star property
TreeLoft at BaseCamp
Missouri Castle w/ Private Lake, Pool & 100 Acres!
Exterior

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

10.0 out of 10, Exceptional, (3)
"My family of 14 people needed a place for all of us to stay for the holidays. The twin turrets was a great fit for what we needed. Everyone had their own bed, the bathrooms took a little time to get showers scheduled, since there are only 2 showers, but it worked out. The home was fun to explore inside and out. We went for some walks on the trails, enjoyed watching the ducks and geese, or just looking out at the lake. So peaceful! "
Missouri Castle w/ Private Lake, Pool & 100 Acres!
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
Outdoor pool

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

10.0 out of 10, Exceptional, (59)
"Nice farmhouse in the country."
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
Cabin 1 at the Pallet Factory
Lake

Cabin 1 at the Pallet Factory

9.6 out of 10, Exceptional, (27)
"It was great staying at the cabin. Very beautiful and peaceful and just what we needed. "
The price is €137
includes taxes & fees
21 Feb - 22 Feb
Cabin 1 at the Pallet Factory
❤️ THE MAGIC TIPI RETREAT
Property grounds

❤️ THE MAGIC TIPI RETREAT

10.0 out of 10, Exceptional, (37)
"Everything was perfect (except for the weather at check-in!). The location is wonderful, we loved the bathroom/showers and greenhouse where we could hang and eat and admire Benka's plants! (So many orchids!). Keith was an awesome host filling us in on everything - even the surrounding area. The walking paths are beautiful and serine. The additional 5 canine hosts were adorable and Mici I'm so sorry you didn't spend at least one night with us! I wish we would have been able to stay longer...
❤️ THE MAGIC TIPI RETREAT
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (123)
"Property was amazing as were the hosts. We stayed for a week and had family and friends over the course of the week. It was a perfect venue with a large kitchen to gather with anything you could possibly need (including a drawer full of spices in case you forgot something ;), a game room for hanging/playing games, and the living room has a large TV and surround sound with a huge sofa so we enjoyed watching a movie or two. There is a Sonos sound system that covers every area of the property which...
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
Lake Road Log Cabin A — Million Dollar Ozark view!
Exterior

Lake Road Log Cabin A — Million Dollar Ozark view!

10.0 out of 10, Exceptional, (27)
"As it was our second time visiting the cabin, it was just as amazing as the first experience we had. My family will make this a yearly fall tradition from this moment forward. Awesome place, location, and my kids loved it!"
Lake Road Log Cabin A — Million Dollar Ozark view!
New! Luxury Meets Nature - TreeRise at BaseCamp
Property grounds

New! Luxury Meets Nature - TreeRise at BaseCamp

2.0 star property
10.0 out of 10, Exceptional, (1)
"Our visit was short but so special. Waylon and Kaci have created a sweet haven of rest in the woods of Missouri. We so appreciated the chance to unplug for a bit. Can’t recommend enough! "
The price is €503
includes taxes & fees
4 Mar - 5 Mar
New! Luxury Meets Nature - TreeRise at BaseCamp
L-Wood Acres: Peaceful Cabin in Arcadia Valley- Winter Rates!
Fridge, microwave, oven, stovetop

L-Wood Acres: Peaceful Cabin in Arcadia Valley- Winter Rates!

9.8 out of 10, Exceptional, (34)
"What a nice house on a nice piece of property! House is clean and tidy, comfortable. My wife and I really enjoyed our stay -- we hope to return in warmer weather so we can enjoy more of the grounds."
L-Wood Acres: Peaceful Cabin in Arcadia Valley- Winter Rates!
Make your reservation fast as inquiries are coming in daily.
Miscellaneous

Make your reservation fast as inquiries are coming in daily.

9.8 out of 10, Exceptional, (52)
"Pictures on line do not do the cabin justice. It is way nicer in person. View to the river is incredible. We highly recommend renting. I know we will be back. Jeff is a great host who provides any and all information you request. Last minute perfect getaway for Thanksgiving!"
Make your reservation fast as inquiries are coming in daily.
The Shack- 3 bedroom finished house
Private kitchen

The Shack- 3 bedroom finished house

8.8 out of 10, Excellent, (3)
"Overall great. Just as stated. "
The Shack- 3 bedroom finished house
Hillside Cabin #2 Annapolis, MO Black River
Property grounds

Hillside Cabin #2 Annapolis, MO Black River

9.4 out of 10, Exceptional, (56)
"My husband and I came here with the hopes of escaping and just enjoying a peaceful weekend. The cabin is perfect for what we needed. Cozy and comfy and just what we needed. Yes the couch is broken, LOL. But if a broken couch is going to ruin your vacay maybe this isn’t the place for you. Just saying that just added to the character and provided some laughter. "
The price is €212
includes taxes & fees
21 Feb - 22 Feb
Hillside Cabin #2 Annapolis, MO Black River
Ste Genevieve Home on 17 Acres, Near Wineries!
Exterior

Ste Genevieve Home on 17 Acres, Near Wineries!

9.8 out of 10, Exceptional, (7)
"We stayed at this property for my birthday weekend and it was fabulous! We cooked several meals and the kitchen had EVERYTHING! The house is nestled in the woods, with beautiful surroundings and the house is so cozy. I would definitely stay here again!"
Ste Genevieve Home on 17 Acres, Near Wineries!
The Charlotte: cozy mountain cabin with huge views
TV, fireplace

The Charlotte: cozy mountain cabin with huge views

10.0 out of 10, Exceptional, (2)
"A very nice, new A-frame nestled on a mountainside, with a great view (Feb.1) enjoyed the fire pit and the night time lighting is pretty cool too!"
The Charlotte: cozy mountain cabin with huge views
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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