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

Search Winterset Cottages

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov
No exact matches found, but these alternatives could be just right

Recommended hotels in Winterset

Property entrance

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (800 reviews)
"Recently renovated room with a very helpful staff."
United States
Scott
The price is £85
includes taxes & fees
15 Jul - 16 Jul
Covered Bridge Inn
Exterior

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (769 reviews)
"Wonderful staff, quiet stay."
United States
Susan
The price is £110
includes taxes & fees
24 Jul - 25 Jul
Cobblestone Inn & Suites - Winterset, IA
Exterior

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport
2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1,837 reviews)
"Convieneitly located and the staff was very nice."
United States
Doug
The price is £69
includes taxes & fees
15 Jul - 16 Jul
Days Inn & Suites by Wyndham Des Moines Airport
Exterior

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (540 reviews)
"The young lady at the front desk was GREAT ."
United States
Hugh
The price is £63
includes taxes & fees
15 Jul - 16 Jul
Stuart Motor Lodge
Outdoor wedding area

Lakeside Hotel Casino, a Travelodge by Wyndham

Lakeside Hotel Casino, a Travelodge by Wyndham
3.0 star property
Osceola
8.2 out of 10, Very good, (1,006 reviews)
"Great value, nice rooms"
United States
Jan
The price is £71
includes taxes & fees
15 Jul - 16 Jul
Lakeside Hotel Casino, a Travelodge by Wyndham
Exterior

Hampton Inn Des Moines-Airport

Hampton Inn Des Moines-Airport
2.5 star property
Greater South Side
8.8 out of 10, Excellent, (1,011 reviews)
"Great hotel. Great staff, comfortable place to stay."
United States
Timothy
The price is £107
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn Des Moines-Airport
Exterior

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1,195 reviews)
"Clean comfy bed, great accommodations."
United States
Alicia
The price is £80
includes taxes & fees
19 Jul - 20 Jul
Baymont by Wyndham Des Moines Airport
Exterior

Quality Inn & Suites Des Moines Airport

Quality Inn & Suites Des Moines Airport
2.5 star property
Greater South Side
7.6 out of 10, Good, (1,006 reviews)
"Room was clean, staff was very friendly, breakfast was good"
United States
Sonia
The price is £59
includes taxes & fees
27 Jul - 28 Jul
Quality Inn & Suites Des Moines Airport
Exterior

Holiday Inn Des Moines-Airport/Conf Center by IHG

Holiday Inn Des Moines-Airport/Conf Center by IHG
3.0 star property
Greater South Side
8.4 out of 10, Very good, (670 reviews)
"Room was in excellent condition, check in was very quick"
United States
Kenneth
The price is £94
includes taxes & fees
19 Jul - 20 Jul
Holiday Inn Des Moines-Airport/Conf Center by IHG
Exterior

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (291 reviews)
"Quick and Efficient check in Room was clean, great beds Quiet"
United States
Lloyd
The price is £68
includes taxes & fees
26 Jul - 27 Jul
Super 8 by Wyndham Osceola IA
Front of property

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (736 reviews)
"It was a great stay! We loved the place!"
United States
Md Masudur
The price is £48
includes taxes & fees
17 Jul - 18 Jul
Evergreen Inn
Exterior

AmericInn by Wyndham Osceola

AmericInn by Wyndham Osceola
3.0 star property
Osceola
8.8 out of 10, Excellent, (649 reviews)
"Nice place to stay the kids loved the pool"
United States
joe
The price is £103
includes taxes & fees
20 Jul - 21 Jul
AmericInn by Wyndham Osceola
Front of property – evening/night

Days Inn by Wyndham West Des Moines / Clive

Days Inn by Wyndham West Des Moines / Clive
2.0 star property
Clive
6.0 out of 10, (1,002 reviews)
"It was quiet. The bed was decent. It was a bit rundown."
United States
Julie
The price is £46
includes taxes & fees
15 Jul - 16 Jul
Days Inn by Wyndham West Des Moines / Clive
Exterior

Home2 Suites by Hilton Des Moines at Drake University

Home2 Suites by Hilton Des Moines at Drake University
3.0 star property
Drake
9.4 out of 10, Exceptional, (1,017 reviews)
"Very clean, put together classy home like facilities and great furniture choices, would stay again and highly recommend"
United States
Laura
The price is £116
includes taxes & fees
22 Jul - 23 Jul
Home2 Suites by Hilton Des Moines at Drake University
Exterior

Homewood Suites by Hilton Des Moines Airport

Homewood Suites by Hilton Des Moines Airport
3.0 star property
Des Moines
9.4 out of 10, Exceptional, (665 reviews)
"The room was nice and spacious"
United States
Linda
The price is £103
includes taxes & fees
19 Jul - 20 Jul
Homewood Suites by Hilton Des Moines Airport
Exterior

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines
3.0 star property
West Des Moines
9.4 out of 10, Exceptional, (1,084 reviews)
"Clean room, helpful staff."
United States
DeeAnn
The price is £92
includes taxes & fees
26 Jul - 27 Jul
Drury Inn & Suites West Des Moines
Exterior

Tru By Hilton Norwalk Des Moines

Tru By Hilton Norwalk Des Moines
2.5 star property
Norwalk
9.4 out of 10, Exceptional, (105 reviews)
"The staff was very friendly and the accommodations were very pleasant."
United States
Candice
The price is £61
includes taxes & fees
20 Jul - 21 Jul
Tru By Hilton Norwalk Des Moines
Exterior

Quality Inn Indianola

Quality Inn Indianola
2.5 star property
Indianola
7.8 out of 10, Good, (561 reviews)
"Clean room, friendly staff and decent Breakfast."
United States
David
The price is £71
includes taxes & fees
24 Jul - 25 Jul
Quality Inn Indianola
Front of property

Wildwood Lodge

Wildwood Lodge
3.0 star property
Clive
9.6 out of 10, Exceptional, (1,242 reviews)
"Great hotel all away around !"
United States
Carolyn
The price is £112
includes taxes & fees
16 Jul - 17 Jul
Wildwood Lodge
Exterior

Sleep Inn & Suites West Des Moines near Jordan Creek

Sleep Inn & Suites West Des Moines near Jordan Creek
2.5 star property
West Des Moines
8.8 out of 10, Excellent, (1,010 reviews)
"Great stay!"
United States
Cheryl
The price is £73
includes taxes & fees
9 Aug - 10 Aug
Sleep Inn & Suites West Des Moines near Jordan Creek
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winterset Hotel Reviews

Days Inn & Suites by Wyndham Des Moines Airport

Days Inn & Suites by Wyndham Des Moines Airport

10/10 Excellent
"The staff is very friendly and helpful. Parking is great and day rates are awesome. The beds are comfortable. Shuttle to the airport is a huge plus. The breakfast bar has many options."
Cathy 1-night trip
Posted 1 hour ago
Days Inn & Suites by Wyndham Des Moines Airport

Find out more about Winterset

Winterset Cottages information

Number of reviews
17,196
Accommodation
11 Cottages
Lowest Price
£46
Highest Price
£116

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.