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Cottages in Winterset

No exact matches found, but these alternatives could be just right

Recommended hotels in Winterset

Covered Bridge Inn

2.5 star property
Winterset
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
United States
Raymond
$87 nightly
The price is $97
Dec 8 - Dec 9
Total with taxes and fees
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
Winterset
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
$107 nightly
The price is $120
Dec 9 - Dec 10
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA

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

Winterset
10.0 out of 10, Exceptional, (4)
"The house was absolutely gorgeous! It was very comfortable and had everything we needed. I would most definitely stay here again!"
United States
Heather G.
$314 nightly
The price is $352
Dec 15 - Dec 16
Total with taxes and fees
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

AmericInn by Wyndham Stuart

2.5 star property
Stuart
8.4 out of 10, Very Good, (518)
"Clean room, nice pool, parking and free breakfast. Great for families. "
United States
Amanda
$80 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
AmericInn by Wyndham Stuart

Evergreen Inn

2.5 star property
Osceola
9.0 out of 10, Wonderful, (687)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
$58 nightly
The price is $65
Dec 8 - Dec 9
Total with taxes and fees
Evergreen Inn

Baymont by Wyndham Des Moines Airport

2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1154)
"Friendly staff, quiet location, comfortable and clean rooms. Would stay there again."
United States
Alaina
$84 nightly
The price is $94
Jan 6 - Jan 7, 2026
Total with taxes and fees
Baymont by Wyndham Des Moines Airport

Lakeside Hotel Casino

3.0 star property
Osceola
8.0 out of 10, Very Good, (1002)
"We had a great time "
United States
Todd
$87 nightly
The price is $97
Dec 21 - Dec 22
Total with taxes and fees
Lakeside Hotel Casino

Quality Inn Osceola

2.5 star property
Osceola
8.4 out of 10, Very Good, (61)
"Great place to stay!!!"
United States
Cynthia
$90 nightly
The price is $101
Jan 1 - Jan 2, 2026
Total with taxes and fees
Quality Inn Osceola

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

2.5 star property
West Des Moines
9.2 out of 10, Wonderful, (997)
"Very clean, quiet and great staff"
United States
James
$93 nightly
The price is $104
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Super 8 by Wyndham Osceola IA

2.0 star property
Osceola
8.6 out of 10, Excellent, (232)
"Very convenient location and wonderful staff!"
United States
Sandra
$81 nightly
The price is $91
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Osceola IA

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
Indianola
9.0 out of 10, Wonderful, (710)
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
$110 nightly
The price is $123
Dec 28 - Dec 29
Total with taxes and fees
Country Inn & Suites by Radisson, Indianola, IA

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
Greater South Side
8.6 out of 10, Excellent, (1675)
"Staff was friendly room was super clean breakfast was delicious "
United States
Sean
$63 nightly
The price is $71
Dec 16 - Dec 17
Total with taxes and fees
Days Inn & Suites by Wyndham Des Moines Airport

La Quinta Inn & Suites by Wyndham Des Moines West Clive

3.0 star property
Clive
8.6 out of 10, Excellent, (1003)
"Great place to stay! "
United States
Kirsten
$64 nightly
The price is $72
Dec 28 - Dec 29
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Des Moines West Clive

AmericInn by Wyndham Osceola

2.5 star property
Osceola
8.8 out of 10, Excellent, (595)
"Nice location, good breakfast and helpful staff."
United States
Christopher
$105 nightly
The price is $117
Dec 26 - Dec 27
Total with taxes and fees
AmericInn by Wyndham Osceola

Fairfield Inn and Suites by Marriott Des Moines West

2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1001)
"rooms was clean and hotel pool area was nice"
United States
Leslie
$87 nightly
The price is $98
Dec 14 - Dec 15
Total with taxes and fees
Fairfield Inn and Suites by Marriott Des Moines West

Hotel Pommier Indianola

2.5 star property
Indianola
9.2 out of 10, Wonderful, (430)
"Everything was wonderful. "
United States
Garrett
$84 nightly
The price is $94
Dec 31 - Jan 1, 2026
Total with taxes and fees
Hotel Pommier Indianola

Motel 6 West Des Moines, IA

2.0 star property
West Des Moines
7.8 out of 10, Good, (700)
"Very clean friendly staff "
United States
Isaiah
$51 nightly
The price is $57
Dec 21 - Dec 22
Total with taxes and fees
Motel 6 West Des Moines, IA

Fairfield by Marriott Inn & Suites Norwalk

3.0 star property
Norwalk
9.4 out of 10, Exceptional, (70)
"We enjoyed our stay!"
United States
Mary Anne
$96 nightly
The price is $108
Dec 10 - Dec 11
Total with taxes and fees
Fairfield by Marriott Inn & Suites Norwalk

Stoney Creek Hotel Des Moines - Johnston

2.5 star property
Johnston
9.0 out of 10, Wonderful, (1791)
"Cute theme, friendly staff, affordable, and not bad for the price. "
United States
Brenda
$83 nightly
The price is $93
Dec 9 - Dec 10
Total with taxes and fees
Stoney Creek Hotel Des Moines - Johnston

Quality Inn Indianola

2.5 star property
Indianola
7.6 out of 10, Good, (512)
"The staff was kind and the hotel rooms clean"
United States
Stephanie
$69 nightly
The price is $78
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quality Inn 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

Find out more about Winterset

Winterset Cottages information

Number of reviews
14,628
Accommodation
10 Cottages
Lowest Price
$57
Highest Price
$352

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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