Search Guest Houses in Winterset

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Recommended hotels in Winterset

Covered Bridge Inn

Covered Bridge Inn
2.5 star property
Winterset
9.0 out of 10, Wonderful, (767)
"Breakfast was top notch for the price."
United States
Raymond
$87 nightly
The price is $97
Dec 14 - Dec 15
Total with taxes and fees
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

Cobblestone Inn & Suites - Winterset, IA
2.5 star property
Winterset
9.2 out of 10, Wonderful, (711)
"Great place to stay. "
United States
Steve
$117 nightly
The price is $131
Dec 18 - Dec 19
Total with taxes and fees
Cobblestone Inn & Suites - Winterset, IA

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

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.
$277 nightly
The price is $311
Dec 15 - Dec 16
Total with taxes and fees
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

AmericInn by Wyndham Osceola

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
$108 nightly
The price is $121
Dec 26 - Dec 27
Total with taxes and fees
AmericInn by Wyndham Osceola

Evergreen Inn

Evergreen Inn
2.5 star property
Osceola
9.0 out of 10, Wonderful, (688)
"Wonderful staff, easy check in & out. Comfortable and Clean place to stay! "
United States
Richard
$58 nightly
The price is $65
Dec 14 - Dec 15
Total with taxes and fees
Evergreen Inn

Lakeside Hotel Casino

Lakeside Hotel Casino
3.0 star property
Osceola
8.2 out of 10, Very Good, (1001)
"We had a great time "
United States
Todd
$85 nightly
The price is $95
Dec 15 - Dec 16
Total with taxes and fees
Lakeside Hotel Casino

Baymont by Wyndham Des Moines Airport

Baymont by Wyndham Des Moines Airport
2.5 star property
Southwestern Hills
9.4 out of 10, Exceptional, (1160)
"Great breakfast for the price point. Hotel front desk is very professional and Manager is very responsive and customer service focused. "
United States
Rob
$82 nightly
The price is $92
Dec 30 - Dec 31
Total with taxes and fees
Baymont by Wyndham Des Moines Airport

Quality Inn Osceola

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

Country Inn & Suites by Radisson, Indianola, IA

Country Inn & Suites by Radisson, Indianola, IA
2.5 star property
Indianola
9.0 out of 10, Wonderful, (711)
"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
Jan 2 - Jan 3, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Indianola, IA

Quality Inn Indianola

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
$67 nightly
The price is $75
Jan 12 - Jan 13, 2026
Total with taxes and fees
Quality Inn Indianola

Fairfield by Marriott Inn & Suites Norwalk

Fairfield by Marriott Inn & Suites Norwalk
3.0 star property
Norwalk
9.4 out of 10, Exceptional, (72)
"We would stay there again"
United States
Mark
$96 nightly
The price is $108
Dec 16 - Dec 17
Total with taxes and fees
Fairfield by Marriott Inn & Suites Norwalk

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, (1678)
"Had a great stay and was impressed with the staff and the hotel. Will stay again!"
United States
Kevin
$63 nightly
The price is $71
Dec 21 - Dec 22
Total with taxes and fees
Days Inn & Suites by Wyndham Des Moines Airport

Fairfield Inn and Suites by Marriott Des Moines West

Fairfield Inn and Suites by Marriott Des Moines West
2.5 star property
West Des Moines
9.0 out of 10, Wonderful, (1001)
"Passing through on way to Michigan from Colorado. Convenient location, excellent service, comfortable room, good breakfast. "
United States
Bennet
$87 nightly
The price is $98
Dec 21 - Dec 22
Total with taxes and fees
Fairfield Inn and Suites by Marriott Des Moines West

AmericInn by Wyndham Stuart

AmericInn by Wyndham Stuart
2.5 star property
Stuart
8.4 out of 10, Very Good, (519)
"Was clean and nice."
United States
Christopher
$84 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
AmericInn by Wyndham Stuart

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

Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG
2.5 star property
West Des Moines
9.2 out of 10, Wonderful, (1000)
"Very clean, quiet and great staff"
United States
James
$93 nightly
The price is $104
Dec 21 - Dec 22
Total with taxes and fees
Holiday Inn Express & Suites West Des Moines - Jordan Creek by IHG

Motel 6 West Des Moines, IA

Motel 6 West Des Moines, IA
2.0 star property
West Des Moines
7.8 out of 10, Good, (705)
"Very clean friendly staff "
United States
Isaiah
$51 nightly
The price is $57
Dec 28 - Dec 29
Total with taxes and fees
Motel 6 West Des Moines, IA

Economy Inn Motel

Economy Inn Motel
2.5 star property
Stuart
8.0 out of 10, Very Good, (147)
"We had a nice comfortable stay. "
United States
Lea
$55 nightly
The price is $62
Dec 14 - Dec 15
Total with taxes and fees
Economy Inn Motel

Hotel Pommier Indianola

Hotel Pommier Indianola
2.5 star property
Indianola
9.2 out of 10, Wonderful, (431)
"Everything was wonderful. "
United States
Garrett
$84 nightly
The price is $94
Dec 18 - Dec 19
Total with taxes and fees
Hotel Pommier Indianola

Stuart Motor Lodge

Stuart Motor Lodge
2.5 star property
Stuart
8.8 out of 10, Excellent, (497)
"Clean room, friendly staff."
United States
Jason
$66 nightly
The price is $74
Dec 14 - Dec 15
Total with taxes and fees
Stuart Motor Lodge

Super 8 by Wyndham Osceola IA

Super 8 by Wyndham Osceola IA
2.0 star property
Osceola
8.6 out of 10, Excellent, (233)
"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
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Top Winterset Hotel Reviews

Find out more about Winterset

Winterset Guest Houses information

Number of reviews
12,483
Accommodation
0 Guest Houses
Lowest Price
$57
Highest Price
$311

Frequently asked questions

What is the nightly rate for a guest house in Winterset?
Rates for Winterset guest houses vary, but travelers can find great-value prices from $57 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winterset guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winterset guest house and a B&B?
A guest house in Winterset is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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