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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 12 Cottages in Winterset with updated reviews, rates, and availability.

Family-friendly Des Moines Retreat w/ Patio!
Interior

Family-friendly Des Moines Retreat w/ Patio!

3.0 star property
Family-friendly Des Moines Retreat w/ Patio!
Charming Winterset Vacation Rental w/ Yard & Patio
Interior

Charming Winterset Vacation Rental w/ Yard & Patio

3.0 star property
10.0 out of 10, Exceptional, (1)
"We stayed here on a trip for the Knoxville Nationals. Went to the John Wayne Museum, seen the bridges. The house is a nice house, met many locals at the pharmacy-resturaunt in the square downtown, very friendly, ate at several other local spots, all good service and food. The area is quiet and the house in great shape, clean, had plenty of towels and comfortable beds. Would definitely recommend if you need a place in this area. "
Charming Winterset Vacation Rental w/ Yard & Patio
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
Interior

Secluded St Charles Cabin w/ Gas Grill + Fire Pit!

2.0 star property
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
Interior

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

3.0 star property
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
Pet-friendly Des Moines Home w/ Fenced Yard!
Outdoor dining

Pet-friendly Des Moines Home w/ Fenced Yard!

3.0 star property
Pet-friendly Des Moines Home w/ Fenced Yard!
15 Mi to Dtwn Des Moines: Pet-friendly Waukee Home
Interior

15 Mi to Dtwn Des Moines: Pet-friendly Waukee Home

3.0 star property
15 Mi to Dtwn Des Moines: Pet-friendly Waukee Home
1 Mi to Golf: Quiet Waukee Home w/ Fireplace!
Interior

1 Mi to Golf: Quiet Waukee Home w/ Fireplace!

3.0 star property
1 Mi to Golf: Quiet Waukee Home w/ Fireplace!
Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!
Interior

Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!

3.0 star property
Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!
'the Barn' Secluded Home 7 Mi to Afton Lake!
Fireplace

'the Barn' Secluded Home 7 Mi to Afton Lake!

2.0 star property
'the Barn' Secluded Home 7 Mi to Afton Lake!
'the Lodge' Spacious Afton Cabin Near Fishing!
Interior

'the Lodge' Spacious Afton Cabin Near Fishing!

2.0 star property
'the Lodge' Spacious Afton Cabin Near Fishing!
5-acre Graceland Family Home in West Des Moines
Property grounds

5-acre Graceland Family Home in West Des Moines

3.0 star property
5-acre Graceland Family Home in West Des Moines
1 Mi to Valley Junction: Pet-friendly Iowa Home
Microwave, oven, stovetop, dishwasher

1 Mi to Valley Junction: Pet-friendly Iowa Home

3.0 star property
1 Mi to Valley Junction: Pet-friendly Iowa Home
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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Other property types in Winterset

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Pool

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

9.4 out of 10, Exceptional, (48)
"Everything was great and really fun!"
The price is AED 547
AED 1,864 total
includes taxes & fees
4 May - 5 May
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
Private kitchen

Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.

The price is AED 569
AED 1,177 total
includes taxes & fees
5 May - 6 May
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
Vibrant Downtown Condo with Skywalk Access #5
Property grounds

Vibrant Downtown Condo with Skywalk Access #5

8.6 out of 10, Excellent, (7)
"Clean and Cool"
The price is AED 228
AED 604 total
includes taxes & fees
5 May - 6 May
Vibrant Downtown Condo with Skywalk Access #5
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.