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, 53 reviews

Victoria's House at Rose Farm

JessicaRating, 5 stars4 weeks ago
We loved staying at Rose Farm! It was the perfect, relaxing girls weekend. Only 10 minutes from Cumming where we enjoyed cocktails at Middlebrook Mercantile & dinner at Wilson’s Cider house — all & all a perfect weekend!
Top guest favorite
Home in Adel
4.93 out of 5 average rating, 15 reviews

A farm get-a-way

SomerRating, 5 stars1 week 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 stars6 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
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.
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!
Superhost
Home in Des Moines
4.8 out of 5 average rating, 83 reviews

Your Summer Retreat Awaits! Pool & Hot Tub!

CourtneyRating, 5 stars2 weeks ago
We really enjoyed the house. it was nice and spacious. Has a huge kitchen and living room. Living room furniture was very comfortable, kitchen was fully stocked and clean. A great space out back to sit and play cards, chat with friends, and the hot tub was great. Although we didn't get to swim in the pool because it was still being treated to open for the season, (we booked a week too early) it is definitely a nice pool with great pool furniture. The outside area is very private, surrounded by trees and my 4 yr old granddaughter loved the playground area. All in all, it is a great place to stay, it is located close to a Walmart, Dollar Tree, and pretty much any other stores you would want or need, also lots of different restaurants close by too. We would definitely consider again. The communication was very good and responses were quick.
Guest favorite
Farm stay in New Virginia
4.92 out of 5 average rating, 48 reviews

Bison Ranch Cabin

BrookeRating, 5 stars1 week ago
We had a fabulous stay at the New Virginia Bison Ranch Cabin! The attention to detail was top notch, and the place was immaculate. I felt so comfortable and confident knowing it was clean. The linens smelled fresh. They really paid attention to every detail. The kitchen was wonderful to cook and hang out in. The kids absolutely loved the bunk loft and play room. Adults loved sitting outside, and we got a couple of close up bison sightings! The Airbnb was well stocked and as described. It was the perfect place to stay for a family wedding in Osceola!

Quick stats about vacation rentals in Winterset

  • Total rentals

    10 properties

  • Nightly prices starting at

    G$2,098 GYD 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