Places to stay in Winterset

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Popular amenities for Winterset places to stay

Other great vacation rentals in Winterset

Guest favorite
Home in Norwalk
4.91 out of 5 average rating, 55 reviews

Victoria's House at Rose Farm

MirandaRating, 5 stars2 days ago
Kari and Patrick were the real MVPs! Their little home was so welcoming from the moment we walked in. And when needed, they were there to help make sure we were taken care of, whether it was setting aside some extra flowers for us, starting a cozy fire, or even tracking down a screwdriver when we needed one – they were always there when we needed them, with full-on southern hospitality and big “we’ve got you” energy. If you’re dreaming up a girls trip or just need a peaceful weekend reset with your people, do yourself a favor and head to Norwalk to stay at the Victoria. 10/10 would book again, no notes.
Top guest favorite
Home in Dallas Center
5 out of 5 average rating, 20 reviews

Fresh Remodel! Whole House Getaway Near DSM!

SethRating, 5 stars2 months ago
Had a great time here! The house was clean with plenty of space to relax! Well stocked kitchen with amenities of home! Great stay!
Top guest favorite
Home in Adel
4.93 out of 5 average rating, 15 reviews

A farm get-a-way

SomerRating, 5 stars2 weeks ago
Molly was wonderful! the home was beautiful! would definitely stay here again.
Guest favorite
Barn in Peru
5 out of 5 average rating, 19 reviews

Clanton Creek ‘Cabin’

JamesRating, 5 stars7 months ago
Thank you all so much for letting us stay. It was close to the farm and just what I needed.
Top guest favorite
Farm stay in Knoxville
4.99 out of 5 average rating, 71 reviews

Tamra's Country Cottage "Southern Rose"

VictorRating, 5 stars2 weeks ago
My partner and I had a wonderful experience staying here. The farm was exactly what we needed for our little get-away. Stievenson Farm is definitely a place I would be listing again when I need another break from the city. Tamra was so helpful when she would pop around and the instructions were very simple and easy to understand. We especially enjoyed the company of Rodie and Bentley (animals). Thank you so much Tamra! -Victor & Megan
Guest favorite
Place to stay in Greenfield
4.92 out of 5 average rating, 60 reviews

Warren Cultural Center

CherylRating, 5 stars5 months ago
If you love a space that looks and feels vintage, while offering modern amenities, you will love this space! It is cozy, spacious, and charming, and having two bathrooms is a plus. The listing is up-front that the unit is not handicap accessible and involves a lot of stairs. It does. But, if you're able carry your stuff up some stairs, I think you'll really enjoy the space. Within one block, there is a showroom of vintage cars and within two blocks, a bowling ally and a movie theater. The town has several dining options Monday-Saturday, and some on Sunday. There are two small lakes that offer fishing, picnic areas, and walking trails just outside of town. Enjoy!
Top guest favorite
Farm stay in Indianola
5 out of 5 average rating, 72 reviews

Cottage getaway; perfect for some relaxation

KamiRating, 5 stars3 weeks ago
Nice place in a quiet quaint spot. Just what we needed for our stay! Casey was friendly and helpful. We’d definitely stay again!
Top guest favorite
Cottage in Redfield
4.99 out of 5 average rating, 86 reviews

Raccoon River Retreats

StephanieRating, 5 stars1 week ago
This home was beautiful! From the time we arrived, we were so happy we chose this home to stay at. It was clean, beautifully decorated, and peaceful! We would definitely recommended this home to anyone and we would love to stay here again when we are back in the area!

Quick stats about vacation rentals in Winterset

  • Total rentals

    10 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    1.7K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 properties include access to wifi

Destinations to explore

  1. Airbnb
  2. United States
  3. Iowa
  4. Madison County
  5. Winterset