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, (79)
"The property was good for us. The kids,10, 9 and 6, had a great time running around. Firepit cookout was great, and the hot tub too. Fishing didn't work out bc of the small opening to the water. But, there was plenty to do in the area."
The price is €267
includes taxes & fees
1 Dec - 2 Dec
River front property HOT TUB, Kayak, tubing, and fishing
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 €203
includes taxes & fees
28 Nov - 29 Nov
St Francis River: The Blue Yurt and Hot Tub
Cozy Three bedroom home in Central Farmington
Fridge, microwave, oven, stovetop

Cozy Three bedroom home in Central Farmington

9.6 out of 10, Exceptional, (15)
"We came into town for opening weekend of deer season and need a convenient place to stay. We found this listing and reserved the home for the weekend. The home was clean and very welcoming and met all of our expectations. The owner was very accommodating and eager to help however needed. We enjoyed our stay!"
The price is €256
includes taxes & fees
29 Nov - 30 Nov
Cozy Three bedroom home in Central Farmington
Cabin 1 at the Pallet Factory
Lake

Cabin 1 at the Pallet Factory

9.6 out of 10, Exceptional, (24)
"There have been some changes since the property pictures were taken. For instance, we were pleasantly suprised to see a full size bunk bed, but no recliner or gas fire pit outside(which was no big deal at all just something we noticed) Property and Porta-potty were clean. I'm glad I packed like for when camping as there weren't paper towels, paper plates or trashbags available. Which we could have bought at Dollar General or wal-mart had I not brought them (so again, no big deal). We didn't...
The price is €137
includes taxes & fees
1 Dec - 2 Dec
Cabin 1 at the Pallet Factory
Romantic renovated country cabin with views.
Smart TV, fireplace, video games, table football

Romantic renovated country cabin with views.

9.6 out of 10, Exceptional, (5)
"This is the perfect place for a girl’s trip or family getaway! The property is gorgeous with lots of room for outdoor activities. If the weather doesn’t permit, the house is spacious and filled with activities such as board games, instruments if your family or friends are musically inclined, books, and television. The check in and checkout process was smooth, and the host was very responsive when we had questions. We left with all 11 in our group wanting to return each year to this perfect...
Romantic renovated country cabin with views.
Enjoy a charming 1860s newly renovated home!!
Fridge, microwave, oven, stovetop

Enjoy a charming 1860s newly renovated home!!

8.0 out of 10, Very good, (11)
" "
The price is €264
includes taxes & fees
1 Dec - 2 Dec
Enjoy a charming 1860s newly renovated home!!
Your home away from home in downtown, historic Farmington!
Beach

Your home away from home in downtown, historic Farmington!

10.0 out of 10, Exceptional, (19)
"The carriage house was just as described. Very nice and very clean. Lena was quick to respond and extremely helpful. Would definitely stay here again. "
The price is €204
includes taxes & fees
8 Dec - 9 Dec
Your home away from home in downtown, historic Farmington!
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, (121)
"We came in town for a short weekend, as a group of 14. Plenty of room for all of us and lots of activities for all ages. The kitchen is very well stocked with everything you could need. We are already talking about returning to this property, or the neighboring one. Thanks, Emma for your hospitality! "
Secluded Private Cabin with Pool, hot tub, fireplace & so much more
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, (58)
"Our family rented Bluebird Meadows for a weekend get away. We had a great time all three days. Place was everything we were hoping. "
Bluebird Meadows with In-ground Pool and Hot Tub! 125 ACRES TO EXPLORE
In-law Suite
Living area

In-law Suite

9.8 out of 10, Exceptional, (8)
"Clean, safe, nice area to walk in, Newly renovated and excellent condition. Close to our daughter that lives in Irondale "
In-law Suite
Couples Retreat with hot tub (cabin2)
Exterior

Couples Retreat with hot tub (cabin2)

9.8 out of 10, Exceptional, (17)
"Everything was good, hot tub could be warmer. Temperature wouldn't go above 97 degrees. "
The price is €126
includes taxes & fees
29 Nov - 30 Nov
Couples Retreat with hot tub (cabin2)
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 €213
includes taxes & fees
29 Nov - 30 Nov
Hillside Cabin #2 Annapolis, MO Black River
Lake Road Cabin C — Million Dollar Ozark View!
Miscellaneous

Lake Road Cabin C — Million Dollar Ozark View!

10.0 out of 10, Exceptional, (14)
"Cute little cabin conveniently located!"
The price is €177
includes taxes & fees
6 Dec - 7 Dec
Lake Road Cabin C — Million Dollar Ozark View!
❤️ 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
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge
Miscellaneous

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

10.0 out of 10, Exceptional, (12)
"Great accommodations for a family, lots of room. No wifi, tho."
Black River Retreat 5 Minutes from Jeff’s Canoe Rental /K Bridge
Hillside Cabin #3 Annapolis, MO Black River
Fridge, microwave, oven, stovetop

Hillside Cabin #3 Annapolis, MO Black River

7.8 out of 10, Good, (26)
"Really a nice and clean and cozy stay."
The price is €190
includes taxes & fees
28 Nov - 29 Nov
Hillside Cabin #3 Annapolis, MO Black River
🔝❤️ PEACEFUL TREETOP COTTAGE
Outdoor dining

🔝❤️ PEACEFUL TREETOP COTTAGE

10.0 out of 10, Exceptional, (48)
"Where do I even start? There was nothing that wasn’t amazingly cool or unique about this property or the people who run it. From the first night I wanted to write a detailed 5-star review- but now I worry that going too in-depth would spoil all the little things that are there waiting for the next guests to explore and discover. So I will just say this: If you have ever wanted to feel like you are actually inside of a feel-good, small-town hallmark movie- book this place. "
🔝❤️ PEACEFUL TREETOP COTTAGE
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, (242)
"Hands down the best vrbo stay I've ever had. Super clean, amazing views and close to several places to hike. Its a must stay!"
The price is €176
includes taxes & fees
2 Dec - 3 Dec
Beautiful Modern Loft In Wine Country!
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, (25)
"Excellent place for our group with small children"
Lake Road Log Cabin A — Million Dollar Ozark view!
Missouri Castle w/ Private Lake, Pool & 100 Acres!
Exterior

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

10.0 out of 10, Exceptional, (2)
"Our group stayed here after a larger family reunion at Trout Lodge, YMCA. The place was great with something to do for everyone. Having a private, CLEAN pool for the family is amazing. We hiked around and boated around the lake, made s’mores by a campfire, played pool and darts and board games and grilled meals. This house lets you do it all and has the space to visit family and also have alone time. I’d love to come back."
Missouri Castle w/ Private Lake, Pool & 100 Acres!
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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