Holiday Homes in Winterset

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

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, (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 €281
includes taxes & fees
9 Feb - 10 Feb
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
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.
• Lively Cottage 2 King Beds 4 Bed 2 Bath •
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, (406 reviews)
"Amazing property "
United States
Anonymous traveller
The price is €163
includes taxes & fees
3 Feb - 4 Feb
Beautiful Rustic Barn just waiting for you to kick back and relax.
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, (75 reviews)
"Loved the stay just wish the pool was on site, overall no complaints "
United States
Arika R.
The price is €306
includes taxes & fees
5 Feb - 6 Feb
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOL. WE HAVE IT ALL!
Property grounds

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
Farmhouse Oasis
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, (9 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 €163
includes taxes & fees
4 Mar - 5 Mar
The Hen House Country Living with Farm Life Appeal Indianola, IA
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, (69 reviews)
"We were in town for a concert at the Hoyt Sherman Place and this house was conveniently located nearby. It was cute and clean with comfy beds! "
United States
Skye T.
The price is €266
includes taxes & fees
25 Feb - 26 Feb
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
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
8.4 out of 10, Very good, (5 reviews)
"Excellent location and apartment. Very private yet close to everything. Highly recommend it."
United States
Mohammad B.
1-bedroom, 3 Gig-Fiber WiFi, timbered/view setting in WDM near RecPlex/DMU
TV

Beautiful 3-bedroom house with AC in adorable Des Moines

Beautiful 3-bedroom house with AC in adorable Des Moines
Beaverdale
8.8 out of 10, Excellent, (3 reviews)
"Great location close to friends. Hosts were great with awesome communication. "
United States
Karen G.
The price is €213
includes taxes & fees
3 Feb - 4 Feb
Beautiful 3-bedroom house with AC in adorable Des Moines
Smart TV

Centrally Located Wooded A-Frame

Centrally Located Wooded A-Frame
Southwestern Hills
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful place, good view from the deck. "
United States
Cory S.
The price is €209
includes taxes & fees
8 Feb - 9 Feb
Centrally Located Wooded A-Frame
Exterior

Beautiful home minutes from downtown!

Beautiful home minutes from downtown!
Des Moines
9.4 out of 10, Exceptional, (27 reviews)
"What a great place to stay! "
United States
Annie P.
The price is €235
includes taxes & fees
10 Feb - 11 Feb
Beautiful home minutes from downtown!
Property grounds

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, (45 reviews)
"A great place to stay if visiting Des Moines!"
United States
Justine
The price is €202
includes taxes & fees
3 Feb - 4 Feb
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Interior

Cozy Heights Retreat | Baker's Kitchen & Sleeps 10

Cozy Heights Retreat | Baker's Kitchen & Sleeps 10
Windsor Heights
10.0 out of 10, Exceptional, (1 review)
"Stayed here with family and a dog. We had a few small issues, but the owner was responsive and easy to work with. "
United States
Greg M.
Cozy Heights Retreat | Baker's Kitchen & 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
9.8 out of 10, Exceptional, (74 reviews)
"Perfect location, plenty of space for our group."
United States
Joan J.
The price is €411
includes taxes & fees
3 Feb - 4 Feb
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Interior

The Cozy Cottage - Entire house in Des Moines

The Cozy Cottage - Entire house in Des Moines
Greater South Side
9.4 out of 10, Exceptional, (8 reviews)
"It was perfect for our needs !"
United States
Mandy T.
The Cozy Cottage - Entire house in Des Moines
Smart TV, fireplace, video games, ping pong

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, (68 reviews)
"Great place to stay with family/friends "
United States
Eric V.
The price is €410
includes taxes & fees
5 Feb - 6 Feb
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Interior

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

Spacious 4BR Home • WiFi • Family-Friendly • Waukee
Waukee
10.0 out of 10, Exceptional, (22 reviews)
"Well equipped and great location"
United States
Josh H.
The price is €303
includes taxes & fees
3 Feb - 4 Feb
Spacious 4BR Home • WiFi • Family-Friendly • Waukee
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
Outdoor spa tub

The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14

The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14
Drake
10.0 out of 10, Exceptional, (22 reviews)
"Check in was a breeze as well as great communication with the owners. We stayed for 3 days and had more than enough extras so we didnt need much for the house. Would definitely stay there again!"
United States
Azeneth B.
The price is €306
includes taxes & fees
5 Feb - 6 Feb
The CORN CRIB: Spa - Game Room - BBQ - Office - DOWNTOWN - Sleeps 14
Microwave, oven, stovetop, dishwasher

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

Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
Urbandale
9.6 out of 10, Exceptional, (14 reviews)
"Clean and well kept, nice place to stay "
United States
Cooper L.
The price is €255
includes taxes & fees
3 Feb - 4 Feb
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
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

Hotel Fort Des Moines, Curio Collection by Hilton

Hotel Fort Des Moines, Curio Collection by Hilton

10/10 Excellent
"Room was great staff were very kind had to leave due to family emergency huge thank you to the staff that helped out that night and got my car out of valet for me will be coming back soon!!"
Skylar 1-night trip
Posted 9 hours ago
Hotel Fort Des Moines, Curio Collection by Hilton

Find out more about Winterset

Winterset Holiday Homes information

Number of reviews
861
Accommodation
169 Holiday Homes
Lowest Price
€163
Highest Price
€411