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Browse Select Winterset Cottages

Family-friendly Des Moines Retreat w/ Patio!
Kitchen features a double sink, modern faucet, and ample storage.

Family-friendly Des Moines Retreat w/ Patio!

3.0 star property
10.0 out of 10, Exceptional, (1)
Family-friendly Des Moines Retreat w/ Patio!
Charming Winterset Vacation Rental w/ Yard & Patio
House (4 Bedrooms) | 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!
Situated in a lush forest, this cabin offers a porch with a railing.

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

2.0 star property
Secluded St Charles Cabin w/ Gas Grill + Fire Pit!
Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!
Kitchen area with microwave, toaster, stove, and refrigerator.

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

3.0 star property
Pet-friendly Urbandale Home ~ 8 Mi to Des Moines!
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
House (4 Bedrooms) | Interior

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

3.0 star property
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
1 Mi to Golf: Quiet Waukee Home w/ Fireplace!
Stunning home with a gabled roof, two-car garage, and beautifully manicured lawn.

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

3.0 star property
1 Mi to Golf: Quiet Waukee Home w/ Fireplace!
5-acre Graceland Family Home in West Des Moines
Relax in a serene garden setting beneath a shaded pergola with a comfortable swing.

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
Enjoy cooking in this well-equipped kitchen with a central island, sink, and ample counter space.

1 Mi to Valley Junction: Pet-friendly Iowa Home

3.0 star property
1 Mi to Valley Junction: Pet-friendly Iowa Home
Pet-friendly Des Moines Home w/ Fenced Yard!
Enjoy outdoor dining and cooking on the deck with a barbecue grill and seating for guests.

Pet-friendly Des Moines Home w/ Fenced Yard!

3.0 star property
Pet-friendly Des Moines Home w/ Fenced Yard!
'the Lodge' Spacious Afton Cabin Near Fishing!
House (4 Bedrooms) | Front of property

'the Lodge' Spacious Afton Cabin Near Fishing!

2.0 star property
'the Lodge' Spacious Afton Cabin Near Fishing!
'the Barn' Secluded Home 7 Mi to Afton Lake!
House (6 Bedrooms) | Interior

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

2.0 star property
'the Barn' Secluded Home 7 Mi to Afton Lake!
15 Mi to Dtwn Des Moines: Pet-friendly Waukee Home
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, and oven.

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

3.0 star property
15 Mi to Dtwn Des Moines: Pet-friendly Waukee 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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Top Winterset Hotel Reviews

Drury Inn & Suites West Des Moines

Drury Inn & Suites West Des Moines

10/10 Excellent
"Great area! Happy hour was a great little treat! I wish hotels would offer adult only pool times. But I wish that for all hotels later in the night lol. Great hotel! "
Bobbi 1-night trip
Posted 18 hours ago
Drury Inn & Suites West Des Moines