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24 Oct - 26 Oct
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5 Dec - 7 Dec
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2 Jan - 4 Jan
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30 Jan - 1 Feb

Featured Cottages in Winterset and around

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Recommended hotels in Winterset

Cobblestone Inn & Suites - Winterset, IA
Exterior

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (686)
"Clean room great staff "
The price is €96
includes taxes & fees
19 Oct - 20 Oct
Cobblestone Inn & Suites - Winterset, IA
Covered Bridge Inn
Front of property

Covered Bridge Inn

2.5 star property
9.0 out of 10, Wonderful, (745)
"Breakfast was top notch for the price."
The price is €56
includes taxes & fees
1 Nov - 2 Nov
Covered Bridge Inn
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Exterior

Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

10.0 out of 10, Exceptional, (2)
"We had everything we could possibly need for our stay, a well equipped kitchen, great gathering areas, comfy beds, games, and being centrally located to the things we wanted to see. Our home was nicely decorated and spotlessly clean"
The price is €315
includes taxes & fees
21 Oct - 22 Oct
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await
Exterior

Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await

10.0 out of 10, Exceptional, (1)
"Highly recommend a stay at the old stone farm! The owner was super responsive and helpful leading up to and during our trip. The place is absolutely beautiful and we enjoyed lazy mornings on the farm and ending out day around the fire pit at night. It was clean and cozy and the perfect background for curling up with a book and taking fun pictures outside. Our daughter loved getting to know all the animals and spent hours at the fence watching them do their thing and feeding them. The house is...
The price is €433
includes taxes & fees
14 Oct - 15 Oct
Charming 1855 Stone Farmhouse Retreat – Cozy Stays & Picturesque Views Await
Evergreen Inn
Front of property

Evergreen Inn

2.5 star property
9.0 out of 10, Wonderful, (672)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
The price is €47
includes taxes & fees
10 Oct - 11 Oct
Evergreen Inn
Drury Inn & Suites West Des Moines
Exterior

Drury Inn & Suites West Des Moines

3.0 star property
9.6 out of 10, Exceptional, (1007)
"Short stay, but nice!"
The price is €86
includes taxes & fees
26 Oct - 27 Oct
Drury Inn & Suites West Des Moines
Lakeside Hotel Casino
Front of property

Lakeside Hotel Casino

3.0 star property
8.0 out of 10, Very good, (1011)
"Easy parking, nice views, easy to get around"
The price is €90
includes taxes & fees
12 Oct - 13 Oct
Lakeside Hotel Casino
Country Inn & Suites by Radisson, Indianola, IA
Property amenity

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
9.0 out of 10, Wonderful, (690)
"Was an enjoyable stay."
The price is €105
includes taxes & fees
4 Nov - 5 Nov
Country Inn & Suites by Radisson, Indianola, IA
Fairfield by Marriott Inn & Suites Norwalk
Exterior

Fairfield by Marriott Inn & Suites Norwalk

3.0 star property
9.4 out of 10, Exceptional, (65)
"Very clean with great amenities! "
The price is €92
includes taxes & fees
19 Oct - 20 Oct
Fairfield by Marriott Inn & Suites Norwalk
Baymont by Wyndham Des Moines Airport
Exterior

Baymont by Wyndham Des Moines Airport

2.5 star property
9.4 out of 10, Exceptional, (1097)
"Great facility!"
The price is €67
includes taxes & fees
28 Oct - 29 Oct
Baymont by Wyndham Des Moines Airport
Days Inn & Suites by Wyndham Des Moines Airport
Exterior

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
8.6 out of 10, Excellent, (1607)
"Great place to stay "
The price is €72
includes taxes & fees
16 Oct - 17 Oct
Days Inn & Suites by Wyndham Des Moines Airport
Home2 Suites by Hilton Des Moines at Drake University
Exterior

Home2 Suites by Hilton Des Moines at Drake University

3.0 star property
9.4 out of 10, Exceptional, (1008)
"Clean, quiet and friendly staff!"
The price is €102
includes taxes & fees
15 Oct - 16 Oct
Home2 Suites by Hilton Des Moines at Drake University
Sleep Inn & Suites West Des Moines near Jordan Creek
Exterior

Sleep Inn & Suites West Des Moines near Jordan Creek

2.5 star property
8.8 out of 10, Excellent, (1003)
"Everything was good would stay again "
The price is €73
includes taxes & fees
2 Nov - 3 Nov
Sleep Inn & Suites West Des Moines near Jordan Creek
Country Inn & Suites by Radisson, Des Moines West, IA
Exterior

Country Inn & Suites by Radisson, Des Moines West, IA

3.0 star property
8.6 out of 10, Excellent, (1003)
"Great place to stay"
The price is €81
includes taxes & fees
30 Oct - 31 Oct
Country Inn & Suites by Radisson, Des Moines West, IA
Wildwood Lodge
Terrace/patio

Wildwood Lodge

3.0 star property
9.6 out of 10, Exceptional, (1192)
"It was great place to stay"
Wildwood Lodge
Comfort Inn & Suites West Des Moines
Exterior

Comfort Inn & Suites West Des Moines

2.5 star property
8.8 out of 10, Excellent, (550)
"Free parking, breakfast was extremely nice and my stay was very relaxing "
The price is €89
includes taxes & fees
28 Oct - 29 Oct
Comfort Inn & Suites West Des Moines
AmericInn by Wyndham Osceola
Exterior

AmericInn by Wyndham Osceola

2.5 star property
8.8 out of 10, Excellent, (580)
"Nice location, good breakfast and helpful staff."
The price is €121
includes taxes & fees
26 Oct - 27 Oct
AmericInn by Wyndham Osceola
Best Western Plus Des Moines West Inn & Suites
Property amenity

Best Western Plus Des Moines West Inn & Suites

2.5 star property
8.6 out of 10, Excellent, (828)
"Bed was comfortable pool and hot tub was amazing good breakfast and quiet good for sleeping in "
The price is €83
includes taxes & fees
13 Oct - 14 Oct
Best Western Plus Des Moines West Inn & Suites
Hotel Pommier Indianola
Exterior

Hotel Pommier Indianola

2.5 star property
9.2 out of 10, Wonderful, (418)
"Bobbie was very courteous and accommodating for my elderly folks.Thank you!"
The price is €84
includes taxes & fees
2 Nov - 3 Nov
Hotel Pommier Indianola
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

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West

10/10 Excellent
"My stay was nice"
Jill 1-night trip
Posted 2 days ago
Fairfield Inn and Suites by Marriott Des Moines West

Find out more about Winterset

Find out more about Winterset

Winterset Cottages information

Number of reviews
14,123
Accommodation
11 Cottages
Lowest Price
€47
Highest Price
€433

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia