
Vacation rentals in Madison County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Madison County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Popular amenities for Madison County vacation rentals
Other great vacation rentals in Madison County
Guest favorite

Cabin in Cumming
4.99 out of 5 average rating, 136 reviewsIconic Iowa - A 1920 Built Country Cabin
OsnielRating, 5 stars1 month ago
excelent place to be with my kids and my wife. next year if available again, for sure Ill rent it again.
Guest favorite

Apartment in Winterset
4.85 out of 5 average rating, 428 reviewsIowa Nice Winterset
RachelRating, 5 stars2 months ago
Thanks for your hospitality and for being such a pet friendly place! Our dog loved your fenced yard, and thank you for being so sweet with our kiddo! This was a great place for us to stop on our journey to visit family.
Guest favorite

Home in Winterset
5 out of 5 average rating, 23 reviewsRenovated Cottage: 3 blks to square-no clean fee
JeriRating, 5 stars1 month ago
We needed extra space when family was in town for the holidays and this home was perfect. The house was extremely clean and very warm and welcoming. Jane responded quickly to any questions we had and checked in to make sure we had what we needed. We would definitely book the Cottage again!
Guest favorite

Home in Winterset
5 out of 5 average rating, 32 reviewsThe Home Place
JeffreyRating, 5 stars3 months ago
Great location and beautifully decorated, everything worked well, and every detail thought of. Host was awesome and Winterset is a great place to visit. Great people and lots to see in the middle of farm country, but only 30 minutes from DSM airport - which most airlines serve. Walk only 2 blocks to downtown with lots to see and parks nearby. Beautiful place, check it out!!
Guest favorite

Home in Winterset
4.96 out of 5 average rating, 247 reviewsThe Legacy Stone House
MarciRating, 5 stars2 weeks ago
We had a great time at the stone house. It was beautiful and cozy on a very cold winter weekend. The location was easy to find, instructions were helpful and the place was clean and comfortable. Thank you for a great stay.
Guest favorite

Home in Winterset
4.96 out of 5 average rating, 26 reviewsDream Kitchen In The Country•Large Private Acreage
KristopherRating, 5 stars2 months ago
This was an excellent place for my family and I to enjoy Thanksgiving together. It was very peaceful and scenic; we saw deer every morning and evening. We enjoyed having space to play games and enjoy meals...the kitchen really was a great social place!
Guest favorite

Farm stay in Winterset
4.98 out of 5 average rating, 42 reviewsEntire farmhouse in the country
PaulaRating, 5 stars1 month ago
A wonderful home filled with lots of love and character. We love antiques and a great farmhouse. This was perfect for our family holiday weekend. Plenty of gadgets and serving pieces in the kitchen. Plenty of space for kids to play games while others relaxed in another room. Highly recommend!
Guest favorite

Home in Winterset
5 out of 5 average rating, 29 reviewsThe Little Red House
JoanneRating, 5 stars1 month ago
Terri’s place is charming and neat as a pin! It’s bigger on the inside than the outside (a sweet trick) and super comfy. Terri made us a plateful of Scotcheroos and was readily available for messaging. Our first Air BnB ever… we are hooked!
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