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Cottages in Winterset

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Recommended hotels in Winterset

Motel in Winterset

2.5 star property
9.0 out of 10, Wonderful, (766)
"Breakfast was top notch for the price."
United States
Raymond
The price is SAR 294
SAR 329 total
includes taxes & fees
16 Dec - 17 Dec
Covered Bridge Inn

Cobblestone Inn & Suites - Winterset, IA

2.5 star property
9.2 out of 10, Wonderful, (710)
"Great place to stay. "
United States
Steve
The price is SAR 338
SAR 378 total
includes taxes & fees
4 Dec - 5 Dec
Cobblestone Inn & Suites - Winterset, IA

Vacation Home in 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.
The price is SAR 456
SAR 1,314 total
includes taxes & fees
16 Dec - 17 Dec
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

Country Inn & Suites by Radisson, Indianola, IA

2.5 star property
9.0 out of 10, Wonderful, (708)
"I stay at this property multiple times a year and have always had a positive experience. "
United States
John
The price is SAR 412
SAR 461 total
includes taxes & fees
26 Dec - 27 Dec
Country Inn & Suites by Radisson, Indianola, IA

Quality Inn Indianola

2.5 star property
7.6 out of 10, Good, (512)
"The staff was kind and the hotel rooms clean"
United States
Stephanie
The price is SAR 263
SAR 295 total
includes taxes & fees
1 Jan - 2 January 2026
Quality Inn Indianola

Hotel Pommier Indianola

2.5 star property
9.2 out of 10, Wonderful, (429)
"Everything was wonderful. "
United States
Garrett
The price is SAR 288
SAR 323 total
includes taxes & fees
1 Jan - 2 January 2026
Hotel Pommier Indianola

Vacation Home in Indianola

9.4 out of 10, Exceptional, (18)
"This is our 4th stay at the property. It's just as advertised and perfect for our needs. The neighborhood is very quiet and perfect for walking our dog. This time we extended our stay by one day at the start. I messaged the host and he made the process very easy."
United States
Mary W.
The price is SAR 488
SAR 1,055 total
includes taxes & fees
14 Dec - 15 Dec
• Lively Cottage 2 King Beds 4 Bed 2 Bath •

Vacation Home in Des Moines

10.0 out of 10, Exceptional, (36)
"It was clean, well stocked. Quiet neighborhood. Would stay here again. "
United States
Eric E.
The price is SAR 760
SAR 1,814 total
includes taxes & fees
4 Dec - 5 Dec
Family-Friendly Home Near Airport and Downtown with Plenty of Quality Amenities

Vacation Home in Indianola

10.0 out of 10, Exceptional, (7)
"Our host was amazing. Went above to make sure we had a great stay. Very personable..We both enjoyed visiting with her and learning more about the area. We will definitely return to the Hen House"
United States
Madonna
The price is SAR 507
SAR 717 total
includes taxes & fees
11 Dec - 12 Dec
The Hen House Country Living with Farm Life Appeal Indianola, IA

Holiday Inn Express & Suites Des Moines Downtown by IHG

2.5 star property
9.2 out of 10, Wonderful, (961)
"Room is clean great location check in was a breeze"
United States
linda
The price is SAR 372
SAR 417 total
includes taxes & fees
24 Dec - 25 Dec
Holiday Inn Express & Suites Des Moines Downtown by IHG

Historic Downtown Hotel Near Wells Fargo Arena, Dining, and Entertainment

2.0 star property
Historic Downtown Hotel Near Wells Fargo Arena, Dining, and Entertainment

Hotel Fort Des Moines, Curio Collection by Hilton

4.5 star property
9.6 out of 10, Exceptional, (1068)
"Great room and stay."
United States
Debbie
The price is SAR 520
SAR 583 total
includes taxes & fees
1 Jan - 2 January 2026
Hotel Fort Des Moines, Curio Collection by Hilton

Vacation Home in Downtown Des Moines

10.0 out of 10, Exceptional, (42)
"A great place to stay if visiting Des Moines!"
United States
Justine
The price is SAR 439
SAR 887 total
includes taxes & fees
4 Dec - 5 Dec
Downtown Skyline Views in Modern Townhome with Rooftop Patios

Vacation Home in Greater South Side

2.0 star property
8.4 out of 10, Very Good, (33)
"Nice place for the family! "
United States
Brandon G.
The price is SAR 462
SAR 1,206 total
includes taxes & fees
7 Dec - 8 Dec
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

Clarion Inn Des Moines Airport

3.0 star property
7.0 out of 10, Good, (125)
"Very happy to check in early because of the weather."
United States
KAYCEE
The price is SAR 204
SAR 229 total
includes taxes & fees
28 Dec - 29 Dec
Clarion Inn Des Moines Airport

AmericInn by Wyndham Des Moines Airport

2.5 star property
7.8 out of 10, Good, (1020)
"The staff was great, check in was fast and easy"
United States
Joel
The price is SAR 233
SAR 261 total
includes taxes & fees
9 Dec - 10 Dec
AmericInn by Wyndham Des Moines Airport

Quality Inn & Suites Des Moines Airport

2.5 star property
7.4 out of 10, Good, (1000)
"Nice hotel and excellent value"
United States
Brent
The price is SAR 236
SAR 265 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn & Suites Des Moines Airport

Hampton Inn Des Moines-Airport

2.5 star property
8.8 out of 10, Excellent, (1003)
"Yes Would definitely recommend this property for airport travelers to/from Des Moines "
United States
Michael
The price is SAR 387
SAR 434 total
includes taxes & fees
14 Dec - 15 Dec
Hampton Inn Des Moines-Airport

Holiday Inn Des Moines-Airport/Conf Center by IHG

3.0 star property
8.2 out of 10, Very Good, (590)
"Clean, friendly staff, food available in house."
United States
Brian
The price is SAR 402
SAR 451 total
includes taxes & fees
21 Dec - 22 Dec
Holiday Inn Des Moines-Airport/Conf Center by IHG

Days Inn & Suites by Wyndham Des Moines Airport

2.0 star property
8.6 out of 10, Excellent, (1676)
"Staff was friendly room was super clean breakfast was delicious "
United States
Sean
The price is SAR 236
SAR 265 total
includes taxes & fees
11 Dec - 12 Dec
Days Inn & Suites by Wyndham Des Moines Airport
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

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