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602 homes

Home in Winterset
The Legacy Stone House
1 queen bed
Oct 2 – 7
$120 per night, originally $140
Superhost
Home in Winterset
Debbie’s Komfy Diggs Winterset
2 beds
Oct 23 – 28
$85 per night
Superhost
Loft in Winterset
Aerie Loft Apartment with view that sleeps 7
6 beds
Oct 24 – 30
$175 per night
Superhost
Condo in Winterset
2 BR fully furnished private condo
3 beds
Oct 2 – 7
$100 per night
Superhost
Apartment in Winterset
Wonderland Winter Set
2 beds
Oct 9 – 14
$175 per night
Home in Winterset
Hygge House in the ❤️ of historic Winterset
4 beds
Oct 30 – Nov 4
$180 per night
Guesthouse in Winterset
Iowa Nice Winterset
3 beds
Oct 16 – 21
$68 per night
Superhost
Guest suite in Winterset
Beautiful 3 Bedroom Retreat
6 beds
Oct 24 – 29
$200 per night
Home in Winterset
Rosehaven
4 beds
Oct 5 – 10
$105 per night, originally $131
Cabin in Winterset
Whimsical cabin nestled in the woods
1 king bed
Nov 14 – 19
$135 per night
Superhost
Home in Winterset
The Bungalow in Winterset
5 beds
Oct 24 – 29
$201 per night
Superhost
Home in Winterset
The Roost at Speckled Hen Farms.
4 beds
Oct 31 – Nov 5
$199 per night
Farm stay in Winterset
Entire farmhouse in the country
5 beds
Oct 30 – Nov 4
$225 per night
Cabin in Cumming
Iconic Iowa - A 1920 Built Country Cabin
5 beds
Oct 9 – 14
$125 per night
Tent in Winterset
A Boho GarlicTent Nestled in the Woods
1 bed
Oct 23 – 28
$130 per night
Superhost
Home in Earlham
Hidden Timber-away from the noise and chaos.
4 beds
Mar 8 – 13
$200 per night
Home in Earlham
Friendly Quarters
5 beds
Jun 1 – 6
$171 per night
Superhost
Farm stay in Indianola
Cottage getaway; perfect for some relaxation
2 beds
Oct 9 – 14
$129 per night
Superhost
Home in Dallas Center
Maple Street Hideaway
2 queen beds
Oct 23 – 28
$65 per night
Superhost
Tent in Des Moines
Wooded Glamping Experience - Saylor Creek Hideaway
2 beds
Mar 31 – Apr 7
$164 per night
Superhost
Guest suite in Saint Charles
Bridges of Madison County Adorable 2BR with pool!
2 beds
Oct 1 – 7
$225 per night
Apartment in Winterset
The Suite Iowa Life
2 beds
Oct 9 – 14
$86 per night
Superhost
Home in Dallas Center
Maggie's Place
2 beds
Nov 1 – 6
$85 per night
Superhost
Apartment in Des Moines
LOVELY & NEW 2bed/2bath in Des Moines-FREE PARKING
3 beds
Oct 1 – 7
$54 per night, originally $86