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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Winterset vacation homes

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)
"Everything was wonderful "
United States
Don and Kris M.
The price is AED 359
AED 628 total
includes taxes & fees
12 May - 13 May
Beautiful Rustic Barn just waiting for you to kick back and relax.
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 AED 496
AED 698 total
includes taxes & fees
17 May - 18 May
The Hen House Country Living with Farm Life Appeal Indianola, IA
Exterior

Beautiful home minutes from downtown!

Beautiful home minutes from downtown!
Des Moines
9.2 out of 10, Wonderful, (31 reviews)
"What a great place to stay! "
United States
Annie P.
The price is AED 430
AED 996 total
includes taxes & fees
12 May - 13 May
Beautiful home minutes from downtown!
Property grounds

Farmhouse Oasis

Farmhouse Oasis
Dallas Center
10.0 out of 10, Exceptional, (22 reviews)
"This was a beautiful rural setting. We enjoyed our stay very much. "
United States
Norman Z.
The price is AED 338
AED 625 total
includes taxes & fees
18 May - 19 May
Farmhouse Oasis
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, (8 reviews)
"Great location close to friends. Hosts were great with awesome communication. "
United States
Karen G.
Beautiful 3-bedroom house with AC in adorable Des Moines
Fridge, microwave, oven, stovetop

The Love Shack | Spacious Family Getaway • 5BR/3BA • 10 Mins to Downtown

The Love Shack | Spacious Family Getaway • 5BR/3BA • 10 Mins to Downtown
Windsor Heights
10.0 out of 10, Exceptional, (21 reviews)
"Perfect space for families, soft beds and very cozy! Can’t wait to come back in the summer and enjoy the back yard."
United States
Molly M.
The price is AED 628
AED 1,744 total
includes taxes & fees
12 May - 13 May
The Love Shack | Spacious Family Getaway • 5BR/3BA • 10 Mins to Downtown
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, (18 reviews)
"Had a great stay, will come back!"
United States
Spring A.
The price is AED 372
AED 881 total
includes taxes & fees
19 May - 20 May
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
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 AED 579
AED 1,438 total
includes taxes & fees
12 May - 13 May
Spacious 4BR Home • WiFi • Family-Friendly • Waukee
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, (81 reviews)
"Nice place to stay"
United States
kevin s.
The price is AED 493
AED 1,687 total
includes taxes & fees
13 May - 14 May
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!
Dining

•Delightful 5b stay in Paradise!!•

•Delightful 5b stay in Paradise!!•
Waukee
9.8 out of 10, Exceptional, (21 reviews)
"It was perfect for our family getaway!"
United States
justine p.
The price is AED 478
AED 1,033 total
includes taxes & fees
12 May - 13 May
•Delightful 5b stay in Paradise!!•
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 AED 422
AED 703 total
includes taxes & fees
31 May - 1 Jun
1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
Exterior

West Des Moines Bungalow

West Des Moines Bungalow
West Des Moines
9.8 out of 10, Exceptional, (14 reviews)
"Stayed there for a softball tournament. Good location, house was clean. "
United States
megan h.
The price is AED 422
AED 699 total
includes taxes & fees
31 May - 1 Jun
West Des Moines Bungalow
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, (73 reviews)
"Clean, comfortable, responsive host! Will stay again."
United States
Paul R.
The price is AED 488
AED 1,299 total
includes taxes & fees
18 May - 19 May
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
Fridge, microwave, oven, stovetop

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Waukee
9.6 out of 10, Exceptional, (84 reviews)
"Everything was clean and spacious!Loved the game room!!"
United States
Shlomo & Bashy R.
The price is AED 657
AED 2,135 total
includes taxes & fees
31 May - 1 Jun
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Smart TV, offices

Roomy 4BR by Drake Sleeps 13 HUGE yard

Roomy 4BR by Drake Sleeps 13 HUGE yard
Drake
7.0 out of 10, Good, (9 reviews)
"Good"
United States
Laurie P.
Roomy 4BR by Drake Sleeps 13 HUGE yard
Smart TV, fireplace, video games, table tennis

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

SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Woodland Heights
9.4 out of 10, Exceptional, (77 reviews)
"This place was a good as advertised. Very spacious! We loved the big TV upstairs and all of the entertainment in the basement. Was a great place for our group."
United States
Tom K.
The price is AED 658
AED 2,136 total
includes taxes & fees
12 May - 13 May
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Smart TV

Adorable 1 bedroom duplex in quiet neighborhood.

Adorable 1 bedroom duplex in quiet neighborhood.
Waterbury
9.6 out of 10, Exceptional, (7 reviews)
"Cozy, clean and comfy! We loved the space, especially the comfy bed and the well stocked kitchen -- everything you need to prep and eat. The Walnut Creek trail was one block away -- perfect for walking and riding. We were there to visit our Drake student. It was easy-peasy to get to and from campus."
United States
Mary O.
Adorable 1 bedroom duplex in quiet neighborhood.
TV, fireplace, offices

The Gathering House — Hot Tub | Arcade Attic | Fenced Yard | Sleeps 10

The Gathering House — Hot Tub | Arcade Attic | Fenced Yard | Sleeps 10
Drake
9.4 out of 10, Exceptional, (39 reviews)
"We had a great stay! The house was perfect for our group of 6 people, with plenty of room for everyone. The house was clean and cozy and the hot tub was an amazing treat. Would definitely stay here again!"
United States
Ashley L.
The Gathering House — Hot Tub | Arcade Attic | Fenced Yard | Sleeps 10
Terrace/patio

Spacious 4-bedroom house central to Des Moines near Drake Univ. Fenced yard

Spacious 4-bedroom house central to Des Moines near Drake Univ. Fenced yard
Drake
9.8 out of 10, Exceptional, (10 reviews)
"Loved your place RyanThanks for adding to a wonderful family get together"
United States
Dan V.
Spacious 4-bedroom house central to Des Moines near Drake Univ. Fenced yard
Smart TV, video games, books

Spacious 9BR Home~Ideal for Groups~Near Downtown

Spacious 9BR Home~Ideal for Groups~Near Downtown
Drake
9.0 out of 10, Wonderful, (2 reviews)
"Was a perfect location close to downtown and the Iowa Deer Classic! "
United States
Adam H.
Spacious 9BR Home~Ideal for Groups~Near Downtown
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

Clarion Inn Des Moines Airport

Clarion Inn Des Moines Airport

10/10 Excellent
"Service was great"
Shannon 1-night trip
Posted 2 hours ago
Clarion Inn Des Moines Airport

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