A red covered bridge over a calm river, surrounded by lush greenery and trees.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Winterset cottages

A green metal building with a door, windows, and a small patio area with chairs and a table.

1. Romantic Couples Cottage: Private Hot Tub + Fireplace + Near Des Moines

Romantic Couples Cottage: Private Hot Tub + Fireplace + Near Des Moines
Cumming
$253 nightly
The price is $265
Sep 27 - Sep 28
Total with taxes and fees
Romantic Couples Cottage: Private Hot Tub + Fireplace + Near Des Moines
A residential house with a well-maintained lawn, a tire sculpture, and a garage.

2. Endless Fun! Family Home w/ Spacious Yard in Clive

Endless Fun! Family Home w/ Spacious Yard in Clive
3.0 star property
Clive
$432 nightly
The price is $484
Sep 28 - Sep 29
Total with taxes and fees
Endless Fun! Family Home w/ Spacious Yard in Clive
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winterset Hotel Reviews

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

8/10 Good
"Room was clean. I got in later so I could catch an early flight."
Courtney 1-night trip
Posted 5 hours ago
Days Inn & Suites by Wyndham Des Moines Airport

Find out more about Winterset

Winterset Cottages information

Number of reviews
Accommodation
11 Cottages
Lowest Price
$265
Highest Price
$484

Frequently asked questions

Why book your cottage in Winterset with Expedia?
Expedia has some wonderful cottages in Winterset, so get set for an unforgettable stay on nature's doorstep. If you have a budget, choose how much you want to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a pool or a hot tub. We'll help you find the right digs whatever your escape looks like.
How can I find cheap cottages in Winterset?
The quickest way to uncover cheap cottages in Winterset is with Expedia's handy filter tool. Narrow your search by budget, star rating and amenities to discover awesome rates in a few clicks.
What is there to do in Winterset near my cottage?
Winterset has enough experiences to keep you busy for weeks (or months!), starting with Holliwell Bridge. Roseman Bridge, Hogback Bridge and Cedar Bridge are other renowned attractions. If you're in town for longer, John Wayne Birthplace Museum and The Winterset Stage will add the finishing touches to your itinerary.

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