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Vacation rentals in Winterset

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winterset

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

Superhost
Loft in Winterset
Aerie Loft Apartment with view that sleeps 7
This elevated second story apartment has an incredible view of the historic downtown square and courthouse. Bring your group to be in a centralized location near dining/bars , shopping, museums, and a movie theatre. Accommodations for a group of seven is ideal for getaways or special occasions. The unique relief art sculpture of a tree and eagles will captivate you. A full kitchen with all the essentials. 6 beds and spacious 3/4 bath and a second 3/4 bath opened for 5 or more guests.
$175 per night
Superhost
Apartment in Winterset
The Suite Iowa Life
Don’t spend your money on an impersonal hotel when you can stay at our “home away from home!” This Suite is located on the main level of our home where we live and work. It is a PRIVATE, FULLY EQUIPPED APARTMENT, UNSHARED SPACE. Separate entrance. Pets allowed. Access to yard and beautiful country views. THE BEST VALUE in the Winterset! Large backyard, grill, fire pit, close to the John Wayne Birth Place & Museum, and centrally located amongst the six bridges. PLEASE READ FULL DESCRIPTION.
$96 per night
Superhost
Home in Winterset
The Legacy Stone House
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. Convenient centralized location if visiting Madison County’s six covered bridges and two minutes from grocery, gas and dining.
$135 per night

Stay near Winterset's top sights

John Wayne Birthplace & Museum14 locals recommend
Winterset City Park4 locals recommend
Northside Cafe5 locals recommend
Hy-Vee5 locals recommend
Sports Page4 locals recommend
Mi Pueblito5 locals recommend

Other great vacation rentals in Winterset

Superhost
Home in Winterset
Rosehaven
$146 per night
Home in Winterset
The Little Red House
$130 per night
Superhost
Apartment in Winterset
Winterset Wonderland
$139 per night
Superhost
Home in Winterset
The Roost at Speckled Hen Farms.
$199 per night

Other types of stays on Airbnb

  1. Airbnb
  2. United States
  3. Iowa
  4. Madison County
  5. Winterset