Holiday Homes in Winterset

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Our top choices for Winterset holiday homes

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, (5 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 €288
includes taxes & fees
23 Mar - 24 Mar
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset

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, (12 reviews)
"Lori and Les make you feel right at home. They go above and beyond to ensure you have everything you could need and more. The farm is so peaceful and watching the animals is entertaining."
United States
Valerie
The price is €168
includes taxes & fees
21 Mar - 22 Mar
The Hen House Country Living with Farm Life Appeal Indianola, IA

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, (407 reviews)
"Amazing property "
United States
Anonymous traveller
The price is €164
includes taxes & fees
20 Mar - 21 Mar
Beautiful Rustic Barn just waiting for you to kick back and relax.

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
8.4 out of 10, Very good, (5 reviews)
"The location is perfect for the Rec Plex and Clayton is super easy to communicate with."
United States
Rachel G.
The price is €158
includes taxes & fees
20 Mar - 21 Mar
1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU

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, (77 reviews)
"Loved the stay just wish the pool was on site, overall no complaints "
United States
Arika R.
The price is €367
includes taxes & fees
22 Mar - 23 Mar
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!

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, (20 reviews)
"Very clean home exactly as promoted with exceptionally accommodating hosts."
United States
MIKE G.
The price is €413
includes taxes & fees
22 Mar - 23 Mar
The Love Shack | Spacious Family Getaway • 5BR/3BA • 10 Mins to Downtown

Beautiful home minutes from downtown!

Beautiful home minutes from downtown!
Des Moines
9.4 out of 10, Exceptional, (30 reviews)
"What a great place to stay! "
United States
Annie P.
The price is €238
includes taxes & fees
23 Mar - 24 Mar
Beautiful home minutes from downtown!

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

Spacious 4BR Home • WiFi • Family-Friendly • Waukee
Waukee
10.0 out of 10, Exceptional, (26 reviews)
"Enjoyed our stay. Especially appreciated the snow removal! Will stay here again! "
United States
Meredith B.
The price is €325
includes taxes & fees
19 Apr - 20 Apr
Spacious 4BR Home • WiFi • Family-Friendly • Waukee

• 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 €214
includes taxes & fees
24 Mar - 25 Mar
• Lively Cottage 2 King Beds 4 Bed 2 Bath •

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, (70 reviews)
"Great location! Communication with the host was excellent. "
United States
Jamie H.
The price is €292
includes taxes & fees
22 Mar - 23 Mar
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10

Farmhouse Oasis

Farmhouse Oasis
Dallas Center
10.0 out of 10, Exceptional, (21 reviews)
"This place was amazing. The host was so helpful and made us feel right at home. The hot tub was easily accessible! Everything was perfect and would definitely stay here again. "
United States
Naomi
The price is €155
includes taxes & fees
30 Mar - 31 Mar
Farmhouse Oasis

Serenity Heights - Peaceful Country Acres with beautiful view in every direction

Serenity Heights - Peaceful Country Acres with beautiful view in every direction
Osceola
10.0 out of 10, Exceptional, (84 reviews)
"Host was very accommodating and was very quick to respond to texts. The house and the views were amazing!"
United States
AARON D.
The price is €264
includes taxes & fees
22 Mar - 23 Mar
Serenity Heights - Peaceful Country Acres with beautiful view in every direction

•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 €248
includes taxes & fees
23 Mar - 24 Mar
•Delightful 5b stay in Paradise!!•

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
9.8 out of 10, Exceptional, (77 reviews)
"Great house for a weekend of family get togethers! Had something for all ages and was so well stocked with everything we could have needed! "
United States
Keri R.
The price is €475
includes taxes & fees
19 Apr - 20 Apr
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

Modern Middlebrook Stay | Walk to Mercantile

Modern Middlebrook Stay | Walk to Mercantile
Cumming
The price is €430
includes taxes & fees
22 Mar - 23 Mar
Modern Middlebrook Stay | Walk to Mercantile

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, (71 reviews)
"Awesome place for a large group! My dance team stayed here and loved it. Would definitely recommend! Lots of great amenities and plenty of room to hang out. They even had it decorated for Christmas which we loved!"
United States
Halle R.
The price is €418
includes taxes & fees
22 Mar - 23 Mar
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!

Downtown Skyline Views in Modern Townhome with Rooftop Patios

Downtown Skyline Views in Modern Townhome with Rooftop Patios
Downtown Des Moines
10.0 out of 10, Exceptional, (50 reviews)
"A great place to stay if visiting Des Moines!"
United States
Justine
The price is €259
includes taxes & fees
20 Mar - 21 Mar
Downtown Skyline Views in Modern Townhome with Rooftop Patios

House of Funk - A Cozy & Eclectic Retreat in Des Moines’s Drake Neighborhood

House of Funk - A Cozy & Eclectic Retreat in Des Moines’s Drake Neighborhood
Drake
9.8 out of 10, Exceptional, (17 reviews)
"Great location. Had lots of fun!!"
United States
Sara D.
The price is €237
includes taxes & fees
23 Mar - 24 Mar
House of Funk - A Cozy & Eclectic Retreat in Des Moines’s Drake Neighborhood

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

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, (6 reviews)
The price is €228
includes taxes & fees
28 Mar - 29 Mar
Beautiful 3-bedroom house with AC in adorable Des Moines
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

Find out more about Winterset

Winterset Holiday Homes information

Number of reviews
917
Accommodation
169 Holiday Homes
Lowest Price
€155
Highest Price
€475