Places to stay in Winterset

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Popular amenities for Winterset places to stay

Other great vacation rentals in Winterset

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!
Guest favorite
Place to stay in Guthrie Center
4.95 out of 5 average rating, 59 reviews

Seely Creek Cabin Getaway and Hunting Lodge

Tatiana Rating, 5 stars3 days ago
We absolutely loved our stay! Being surrounded by nature was so peaceful, we hiked the trail behind the house, did a little fishing at the pond, and ended our nights by the fireplace under the stars. The house itself is so cozy and well equipped, it really felt like a home away from home. We’re already talking about coming back soon!
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.
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!
Guest favorite
Cottage in Ellston
4.98 out of 5 average rating, 53 reviews

≋ The Cottage at Sun Valley Lake ≋

DannaRating, 5 stars2 months ago
Such a beautiful home! Really enjoyed our stay... thank you so much!
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
Home in Ames
5 out of 5 average rating, 22 reviews

Ames Countryside Oasis

HeatherRating, 5 stars1 week ago
This was a phenomenal property! I wasn't sure before booking, due to the shared space aspect of the place, but it was not a problem at all. Even though the owners are on site (in the other, smaller house), they were unobtrusive. Jayden was very quick to respond to messages, and she was flexible with our requests. The space itself is a dream. The pool, hot tub, and fire pit are amazing. We also loved the amount of bathrooms and bedrooms on property. We had 9 guests in our group, but we never felt crammed at all. It was a spectacular stay all around!
Guest favorite
Apartment in Indianola
4.89 out of 5 average rating, 38 reviews

Squareview Stays - Modern Apartment on The Square

ChadRating, 5 stars2 weeks ago
Great stay in small town America. We loved it and would highly recommend it.

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