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Search results; 988 places

Guest favorite
Home in Winterset
Rosehaven
5 min walk
May 12 – 17
5.0 out of 5 average rating, 45 reviews
Guest favorite
Home in Winterset
The Holliwell House
6 min drive
Apr 20 – 25
4.89 out of 5 average rating, 9 reviews
Guest favorite
Home in Winterset
The Legacy Stone House
2 min drive
Apr 19 – 24
4.97 out of 5 average rating, 193 reviews
Guest favorite
Home in Winterset
Debbie’s Komfy Diggs Winterset
3 min drive
May 12 – 17
4.99 out of 5 average rating, 185 reviews
Guest favorite
Home in Winterset
The Bungalow in Winterset
8 min walk
Apr 19 – 24
5.0 out of 5 average rating, 58 reviews
Guest favorite
Loft in Winterset
Aerie Loft Apartment with view that sleeps 7
12 min walk
Apr 19 – 24
5.0 out of 5 average rating, 57 reviews
Apartment in Winterset
Iowa Nice Winterset
13 min walk
May 5 – 10
4.84 out of 5 average rating, 396 reviews
Guest favorite
Home in Winterset
The Home Place
13 min walk
May 13 – 18
5.0 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Winterset
The Suite Iowa Life
2 min drive
Apr 20 – 25
4.94 out of 5 average rating, 280 reviews
Guest favorite
Guest suite in Winterset
2 BR fully furnished private condo
3 min drive
Apr 21 – 26
4.87 out of 5 average rating, 85 reviews
Guest favorite
Home in Winterset
The Little Red House
6 min walk
Apr 23 – 28
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Winterset
Hygge House in the ❤️ of historic Winterset
3 min drive
Apr 22 – 27
4.98 out of 5 average rating, 41 reviews
Guest favorite
Cabin in Winterset
Cabin on 10 Wooded Acres to Relax, Unwind & Gather
11 min drive
Jul 1 – 6
4.98 out of 5 average rating, 47 reviews
Guest favorite
Home in Winterset
The Roost at Speckled Hen Farms.
16 min drive
Apr 20 – 25
5.0 out of 5 average rating, 42 reviews
Guest favorite
Farm stay in Winterset
Entire farmhouse in the country
15 min drive
Apr 28 – May 3
4.95 out of 5 average rating, 21 reviews
Guest favorite
Place to stay in Winterset
Whimsical cabin nestled in the woods
12 min drive
May 26 – 31
4.9 out of 5 average rating, 62 reviews
Apartment in Winterset
Remodeled Studio Apartment
13 min walk
May 18 – 23
Guest favorite
Cabin in Cumming
Iconic Iowa - A 1920 Built Country Cabin
35 min drive
Apr 21 – 26
5.0 out of 5 average rating, 98 reviews