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Vacation rentals in Winterset

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Top-rated vacation rentals in Winterset

Guests agree: these stays are highly rated for location, cleanliness, and more.

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SUPERHOST
Entire condo · Winterset
2 BR fully furnished private condo
2 blocks from courthouse square businesses. High speed internet 250 meg. 2 private parking lots. 30 min from Des Moines. Walking distance to the corner tavern. Gas station across the street. Private residence.
$105 per night
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SUPERHOST
Entire home · Winterset
The Legacy Stone House
Our acreage was not damaged by the Winterset tornado on March 5, 2022. Praise God! The Legacy Stone House AirBnB is a historic residence located one mile east of Winterset, Iowa. Built in 1856 during the Settlement Era of Madison County, it is one of nearly 100 stone houses built during that time in the area. Officially named the William Anzi Nichols House, it is listed on the National Register of Historic Places.
$123 per night
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SUPERHOST
Entire guesthouse · Winterset
Iowa Nice Winterset
You are renting a piece of “Iowa Nice”, please read my reviews, the entire Lower level but must pass through my area to go down stairs. IowaNice is a real thing not just a saying and we will prove it to you when you come to visit Winterset. An extra charge of $10 per person per night after 2 people. List type of dog, please.
$71 per night

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Other great vacation rentals in Winterset

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Entire rental unit · Winterset
Wonderland Winter Set
$189 per night
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Entire home · Winterset
Hygge House in the ❤️ of historic Winterset
$180 per night
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SUPERHOST
Entire home · Winterset
The Bungalow in Winterset
$204 per night
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SUPERHOST
Entire cabin · Winterset
Whimsical cabin nestled in the woods
$135 per night
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SUPERHOST
Tent · Winterset
PepperHarrow Flower Farm Stay (Glamping Tent)
$150 per night
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Entire cabin · Cumming
Iconic Iowa - A 1920 Built Country Cabin
$128 per night
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SUPERHOST
Entire cabin · Winterset
Wooded Cabin on 10 Acres to Explore and Entertain
$382 per night
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SUPERHOST
Entire home · Winterset
Harriett's Guest House
$199 per night
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SUPERHOST
Private room · West Des Moines
Clean Private room/bathroom by Jordan Creek
$45 per night
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Entire rental unit · Adel
Quaint apartment with a relaxing atmosphere
$78 per night
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SUPERHOST
Private room · West Des Moines
Great place for 1 in Historic Valley Junction area
$24 per night
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SUPERHOST
Entire rental unit · Winterset
The Suite Iowa Life
$91 per night
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  2. United States
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  5. Winterset