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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.

SUPERHOST
  1. Entire condo
  2. 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.

$100 per night
SUPERHOST
  1. Entire guesthouse
  2. 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.

$69 per night
SUPERHOST
  1. Entire home
  2. 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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Other great vacation rentals in Winterset

  1. Entire home
  2. Winterset
Hygge House in the ❤️ of historic Winterset
$180 per night
SUPERHOST
  1. Entire home
  2. Winterset
The Bungalow in Winterset
$204 per night
  1. Entire rental unit
  2. Winterset
Wonderland Winter Set
$189 per night
SUPERHOST
  1. Entire cabin
  2. Winterset
Whimsical cabin nestled in the woods
$147 per night
SUPERHOST
  1. Tent
  2. Winterset
PepperHarrow Flower Farm Stay (Glamping Tent)
$150 per night
SUPERHOST
  1. Entire cabin
  2. Winterset
Wooded Cabin on 10 Acres to Explore and Entertain
$382 per night
  1. Entire cabin
  2. Cumming
Iconic Iowa - A 1920 Built Country Cabin
$155 per night
  1. Entire rental unit
  2. Adel
Quaint apartment with a relaxing atmosphere
$78 per night
SUPERHOST
  1. Private room
  2. West Des Moines
Great place for 1 in Historic Valley Junction area
$24 per night
SUPERHOST
  1. Private room
  2. West Des Moines
Clean Private room/bathroom by Jordan Creek
$45 per night
SUPERHOST
  1. Entire rental unit
  2. Winterset
The Suite Iowa Life
$98 per night
SUPERHOST
  1. Private room
  2. West Des Moines
Clean and Sophisticated Bedroom w/ Private Bath and Amenities
$40 per night
  1. Airbnb
  2. United States
  3. Iowa
  4. Madison County
  5. Winterset