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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Winterset holiday homes

Outdoor dining

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, (7 reviews)
"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 £267
includes taxes & fees
9 Jun - 10 Jun
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Fridge, microwave, oven, stovetop

The Hen House Country Living with Farm Life Appeal Indianola, IA

The Hen House Country Living with Farm Life Appeal Indianola, IA
Indianola
10.0 out of 10, Exceptional, (13 reviews)
"This house has everything you can need along with amazing hosts! The house is cozy and comfortable with plenty of space to spread out and relax. Lori does a great job communicating with you and is so friendly! We will be staying again!"
United States
Krissy M.
The price is £145
includes taxes & fees
8 Jun - 9 Jun
The Hen House Country Living with Farm Life Appeal Indianola, IA
Property grounds

Beautiful Rustic Barn just waiting for you to kick back and relax.

Beautiful Rustic Barn just waiting for you to kick back and relax.
NEW VIRGINIA
10.0 out of 10, Exceptional, (409 reviews)
"This place was so incredibly cute. We loved our little getaway for our first anniversary and we had everything we needed and more. Thank you for providing such a great place, we’ll definitely be back!!"
United States
Genevieve P.
The price is £131
includes taxes & fees
8 Jun - 9 Jun
Beautiful Rustic Barn just waiting for you to kick back and relax.
Exterior

Beautiful home minutes from downtown!

Beautiful home minutes from downtown!
Des Moines
9.4 out of 10, Exceptional, (33 reviews)
"What a great place to stay! "
United States
Annie P.
The price is £216
includes taxes & fees
22 Jun - 23 Jun
Beautiful home minutes from downtown!
Fridge, microwave, oven, stovetop

A Charming Home Minutes to Downtown, Zoo, & Airport with Hidden Reading Nook!

A Charming Home Minutes to Downtown, Zoo, & Airport with Hidden Reading Nook!
Indianola Hills
10.0 out of 10, Exceptional, (24 reviews)
"Great place!"
United States
Kenneth M.
The price is £163
includes taxes & fees
14 Jun - 15 Jun
A Charming Home Minutes to Downtown, Zoo, & Airport with Hidden Reading Nook!
Property grounds

Farmhouse Oasis

Farmhouse Oasis
Dallas Center
10.0 out of 10, Exceptional, (24 reviews)
"This was a beautiful rural setting. We enjoyed our stay very much. "
United States
Norman Z.
The price is £131
includes taxes & fees
8 Jun - 9 Jun
Farmhouse Oasis
Smart TV

The Cactus House: A Boho Western Single Family Home Just South of Downtown DSM

The Cactus House: A Boho Western Single Family Home Just South of Downtown DSM
Des Moines
The price is £169
includes taxes & fees
23 Jun - 24 Jun
The Cactus House: A Boho Western Single Family Home Just South of Downtown DSM
Smart TV, books

Modern Boho Townhome w/Hidden Reading Nook Near Downtown Des Moines!

Modern Boho Townhome w/Hidden Reading Nook Near Downtown Des Moines!
Des Moines
10.0 out of 10, Exceptional, (3 reviews)
"Such a cute townhouse and was perfect for our weekend away! The reading nook was so cozy. "
United States
Kylie F.
The price is £169
includes taxes & fees
15 Jun - 16 Jun
Modern Boho Townhome w/Hidden Reading Nook Near Downtown Des Moines!
Interior

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!

NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!
Urbandale
9.4 out of 10, Exceptional, (83 reviews)
"Great place, great host and great amenities. "
United States
Kristin B.
The price is £337
includes taxes & fees
18 Jun - 19 Jun
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!
Exterior

1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU

1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
West Des Moines
8.8 out of 10, Excellent, (8 reviews)
"The location was absolutely perfect being on the very edge of Des Moines. It was quiet, no city distractions and very private. The space was very clean and Clayton was very friendly and personable. We definitely would stay again!"
United States
Melissa C.
The price is £136
includes taxes & fees
8 Jun - 9 Jun
1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
TV

Cozy Bungalow Retreat

Cozy Bungalow Retreat
Greater South Side
10.0 out of 10, Exceptional, (1 review)
"Great place to stay. Quiet and cozy"
United States
Christopher G.
The price is £146
includes taxes & fees
23 Jun - 24 Jun
Cozy Bungalow Retreat
Exterior

2 Story House 2 blocks from Ingersoll<br>*Fenced in Patio <br>* Formal dining room<br>*Hardwood flooring<br>*Newly remodeled Kitchen <br>*Google Fiber Internet

2 Story House 2 blocks from Ingersoll<br>*Fenced in Patio <br>* Formal dining room<br>*Hardwood flooring<br>*Newly remodeled Kitchen <br>*Google Fiber Internet
Woodland Heights
4.0 out of 10, (2 reviews)
"We were told the house was “cleaned” the day before we arrived. NOT TRUE. There was a dead misuse in the basement along with a bunch of filthy towels. The backdoor didn’t lock. The TV didn’t work. There was a used paper towel roll for use to use. We had the house for two days but left after the first night, the following morning as I was packing I saw a mouse run under the stove. Never again"
United States
benjamin s.
The price is £187
includes taxes & fees
6 Jul - 7 Jul
2 Story House 2 blocks from Ingersoll<br>*Fenced in Patio <br>* Formal dining room<br>*Hardwood flooring<br>*Newly remodeled Kitchen <br>*Google Fiber Internet
Interior

Spacious 4BR Home • WiFi • Family-Friendly • Waukee

Spacious 4BR Home • WiFi • Family-Friendly • Waukee
Waukee
10.0 out of 10, Exceptional, (29 reviews)
"Great stay. Close to everything we needed during our stay. The owner is responsive and accommodating. Would stay here again. "
United States
Family E.
The price is £272
includes taxes & fees
8 Jun - 9 Jun
Spacious 4BR Home • WiFi • Family-Friendly • Waukee
Smart TV

• Lively Cottage 2 King Beds 4 Bed 2 Bath •

• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Indianola
9.4 out of 10, Exceptional, (19 reviews)
"Had a great stay, will come back!"
United States
Spring A.
The price is £192
includes taxes & fees
10 Jun - 11 Jun
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
Outdoor dining

The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10

The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
Woodland Heights
10.0 out of 10, Exceptional, (74 reviews)
"Clean, comfortable, responsive host! Will stay again."
United States
Paul R.
The price is £291
includes taxes & fees
23 Jun - 24 Jun
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
TV

Beautiful 3-bedroom house with AC in adorable Des Moines

Beautiful 3-bedroom house with AC in adorable Des Moines
Beaverdale
9.4 out of 10, Exceptional, (9 reviews)
"Great stay! Clean house and easy to contact owner! We had a great time!"
United States
Izabelle M.
The price is £217
includes taxes & fees
21 Jun - 22 Jun
Beautiful 3-bedroom house with AC in adorable Des Moines
Smart TV

Beautiful 2BR N of Grand near Downtown

Beautiful 2BR N of Grand near Downtown
North of Grand
8.0 out of 10, Very good, (2 reviews)
"Great place, clean, organized, well maintained and the hosts have made it a comfortable cozy welcoming space. So well stocked with everything you need to make it easy to be away from home. Great location."
United States
Michael B.
The price is £223
includes taxes & fees
8 Jul - 9 Jul
Beautiful 2BR N of Grand near Downtown
Interior

The Cozy Cottage - Entire house in Des Moines

The Cozy Cottage - Entire house in Des Moines
Greater South Side
9.0 out of 10, Wonderful, (10 reviews)
"It was perfect for our needs !"
United States
Mandy T.
The price is £154
includes taxes & fees
25 Jun - 26 Jun
The Cozy Cottage - Entire house in Des Moines
Bar (on property)

Elegant 4BR Agrihood Home | Farm-to-Table Living Near Des Mo, "Luxurious Retreat in Iowa's First Agr...

Elegant 4BR Agrihood Home | Farm-to-Table Living Near Des Mo, "Luxurious Retreat in Iowa's First Agr...
Cumming
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay!"
United States
Elizabeth V.
The price is £403
includes taxes & fees
8 Jun - 9 Jun
Elegant 4BR Agrihood Home | Farm-to-Table Living Near Des Mo, "Luxurious Retreat in Iowa's First Agr...
2 bedrooms, free WiFi, bed sheets

Adair Hideaway : Quiet Neighborhood - Fenced Yard

Adair Hideaway : Quiet Neighborhood - Fenced Yard
Creston
10.0 out of 10, Exceptional, (5 reviews)
"Clean, helpful host."
United States
troy w.
The price is £171
includes taxes & fees
8 Jun - 9 Jun
Adair Hideaway : Quiet Neighborhood - Fenced Yard
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

Woodspring Suites West Des Moines

Woodspring Suites West Des Moines

8/10 Good
"Its an extended stay property The pluses are full refrig , microwave and 2 burners The minus was no coffee maker or breakfast. There was a fitness room I did not visit. I stayed one night it was clean and decent value for the price. I had a room near the elevator which can be the worse but I found it to be reasonably quiet"
dale 1-night trip
Posted 10 hours ago
Woodspring Suites West Des Moines

Find out more about Winterset

Winterset Holiday Homes information

Number of reviews
748
Accommodation
171 Holiday Homes
Lowest Price
£131
Highest Price
£403