Vacation rentals in Madison County

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Popular amenities for Madison County vacation rentals

Other great vacation rentals in Madison County

Superhost
Home in Winterset
5 out of 5 average rating, 5 reviews

Covered Bridge Haven

AmyRating, 5 stars2 days ago
Brian’s place was great! We went to the Walnut Antique Show and then saw the covered bridges. Brian’s place is so nice, very easy to get to, and accurately described in the listing. It’s decorated like a real home, rather than an AirBnb, so it’s extra cozy and very prepared for guests. There are plenty of blankets and great seating. There were only 3 of us but this would be very comfortable for groups. It was incredibly clean and had the coffee we needed. Brian was very communicative and very friendly! We would certainly stay here again and highly recommend it.
Guest favorite
A spacious Victorian conservatory is filled with a variety of green plants in large terracotta pots. Natural light streams through the glass ceiling, highlighting the lush greenery. A fan sits on the floor, complementing the serene atmosphere of the inviting space.
Place to stay in Winterset
4.89 out of 5 average rating, 73 reviews

Whimsical cabin nestled in the woods

JesseRating, 5 stars1 month ago
This was a beautiful little get away. It was so nice to be unplugged from the world and just rest in this restful spot. The hammocks in the trees were peaceful as you heard the birds chirp and watch them fly around. The lighting at night was beautiful perfect for walking the area and getting to the conservatory. Would recommend to friends for a weekend getaway. And will be back in the fall when the leaves are changing colors! Hosts were friendly and gave perfect recommendations for us to eat at as well as visit. Will be back!
Top guest favorite
An inviting outdoor deck area features a wooden seating arrangement under a metal roof, adorned with string lights. A spacious couch offers comfort, while a long wooden table complements the rustic charm. Lush greenery and open space are visible in the background.
Cabin in Cumming
4.99 out of 5 average rating, 150 reviews

Iconic Iowa - A 1920 Built Country Cabin

RyanRating, 5 stars1 day ago
Great quiet place, super clean, just what we needed while visiting friends in Des Moines.
Guest favorite
A covered bridge stands with a red exterior, framed by vibrant autumn foliage. Leafy trees in shades of green and orange create a picturesque scene. The grassy area is well-maintained, providing a serene landscape for visitors.
Apartment in Winterset
4.85 out of 5 average rating, 434 reviews

Iowa Nice Winterset

AaronRating, 5 stars3 weeks ago
Staying with Susie is now a yearly trip for us. She is an amazing host and you cannot beat the charm of the town. My daughter looks forward to this stay more than any other we take. Can’t recommend staying here enough.
Top guest favorite
A compact bathroom features a vintage-style freestanding bathtub and a classic toilet. Natural light enters through a small window, illuminating the stone wall accent. White towels are neatly arranged, and plush rugs are placed on the wooden floor, creating a warm environment.
Home in Winterset
4.96 out of 5 average rating, 260 reviews

The Legacy Stone House

LauraRating, 5 stars3 days ago
We love staying here, it was clean, easy to find, close Winterset Square, and the space was adorable.
Top guest favorite
A vibrant field of sunflowers stretches across the landscape, their bright yellow petals standing tall against a backdrop of cloudy skies. A red barn can be seen in the distance, surrounded by lush greenery.
Tent in Winterset
5 out of 5 average rating, 34 reviews

Glamping Flower Farm Stay- PepperHarrow

GrederRating, 5 stars5 days ago
The host provided everything needed for the perfect glamping experience. The surroundings are beautiful & serene full of fresh flowers & even had the company of some friendly pets in the garden.
Guest favorite
Apartment in Winterset
5 out of 5 average rating, 12 reviews

Luxury 2 Bed/2 Bath Condo

BrianaRating, 5 stars2 weeks ago
Erika was wonderful to work with! Building was quiet and secure. Beautiful area and just blocks away from downtown shops. Would stay again!!
Top guest favorite
An outdoor fire pit area features two red Adirondack chairs and a smaller white chair surrounding a circular stone fire pit. The paved patio extends across the grassy yard, with a view of open fields and a cloudy sky in the background.
Apartment in Winterset
4.94 out of 5 average rating, 340 reviews

The Suite Iowa Life

ReginaRating, 5 stars3 days ago
We thoroughly enjoyed our stay at Rick and Angela's. The home was on the edge of town and was very convenient for our purposes. The chickens were a nice surprise. We enjoyed watching them strut their stuff. The complimentary eggs we received were an unexpected bonus. Rick and Angela were responsive to any questions we had. They provided good instructions for check in and check out. The home was clean and comfortable. I also enjoyed sitting outside in the evening on the porch just unwinding from the busy weekend. Very peaceful and comfortable. Winterset is a beautiful area and I always enjoy my time there. Would definitely rebook this home in the future.

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