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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 184 Vacation Homes in Winterset with updated reviews, rates, and availability.

Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
Property grounds

Charming 3-bedroom house with WiFi and fitness room and hot tub, playground

2.0 star property
8.8 out of 10, Excellent, (18)
"Wonderful property and host! "
The price is AED 422
AED 1,090 total
includes taxes & fees
5 May - 6 May
Charming 3-bedroom house with WiFi and fitness room and hot tub, playground
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (49)
"Family had a great time here! "
The price is AED 731
AED 2,110 total
includes taxes & fees
5 May - 6 May
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Terrace/patio

Downtown Skyline Views in Modern Townhome with Rooftop Patios

10.0 out of 10, Exceptional, (23)
"This townhome is in a great location & we enjoyed our stay."
The price is AED 731
AED 1,238 total
includes taxes & fees
5 May - 6 May
Downtown Skyline Views in Modern Townhome with Rooftop Patios
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
Smart TV, video games, table tennis

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

9.4 out of 10, Exceptional, (54)
"Our large family had a great stay here! There was something for everyone to do! "
The price is AED 657
AED 1,777 total
includes taxes & fees
5 May - 6 May
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!
Comfortable and Spacious 3 Bedroom Home
Interior

Comfortable and Spacious 3 Bedroom Home

9.8 out of 10, Exceptional, (38)
"We were in town for a funeral and the location of the property was perfect for our location of activities. House was good in person, as advertised in the pictures. "
Comfortable and Spacious 3 Bedroom Home
AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!
Interior

AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!

10.0 out of 10, Exceptional, (58)
"Our stay was an amazing experience and the host was very helpful with any and all questions we had. I would recommend this host/property to any of my family or friends!"
The price is AED 915
AED 2,818 total
includes taxes & fees
4 May - 5 May
AMAZING & A PARTY BARN… HOT TUB, PL TBl, PNG PNG, & ARCADE! ACCESS TO POOLS!
Farmhouse Oasis
Outdoor spa tub

Farmhouse Oasis

10.0 out of 10, Exceptional, (3)
"Quiet little getaway and my dogs loved the fenced in yard where they could be off leash."
The price is AED 419
AED 625 total
includes taxes & fees
2 Jun - 3 Jun
Farmhouse Oasis
Charming 3-Bedroom TOWNHOME in WDM
Interior

Charming 3-Bedroom TOWNHOME in WDM

2.0 star property
10.0 out of 10, Exceptional, (3)
"Everything was great, property was perfect for our weekend trip!"
Charming 3-Bedroom TOWNHOME in WDM
Spacious Valley Junction Retreat
Fridge, microwave, oven, dishwasher

Spacious Valley Junction Retreat

9.8 out of 10, Exceptional, (20)
"Check in was a breeze, manager was responsive, home was clean, game room in the basement was a fun addition. Would recommend the home."
The price is AED 448
AED 1,135 total
includes taxes & fees
21 May - 22 May
Spacious Valley Junction Retreat
Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM
Fridge, microwave, oven, stovetop

Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM

10.0 out of 10, Exceptional, (3)
"We had a great stay! The house was beautiful, very clean, and check-in and checkout instructions were very simple and clear! Would definitely stay here again! "
Modern Townhome with Skyline Views, Heated Balcony & Curated Art in Downtown DSM
Charming Historic Home with Modern Comforts ~Near Drake and Downtown!!
Fridge, microwave, oven, stovetop

Charming Historic Home with Modern Comforts ~Near Drake and Downtown!!

2.0 star property
9.6 out of 10, Exceptional, (14)
"Convenient to lots of places, great parking, communicative and nice owner. "
The price is AED 1,286
AED 2,106 total
includes taxes & fees
25 May - 26 May
Charming Historic Home with Modern Comforts ~Near Drake and Downtown!!
Charming house - minutes from downtown, walking distance to Ingersoll!
Outdoor dining

Charming house - minutes from downtown, walking distance to Ingersoll!

2.0 star property
10.0 out of 10, Exceptional, (8)
"We spent a weekend here to celebrate a birthday roadtrip with our dog. The location and neighborhood are great - conveniently located and peaceful! Lots of restaurants, grocery stores/market nearby. Check-in was simple! Would stay here again if we visit the area! "
Charming house - minutes from downtown, walking distance to Ingersoll!
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Pool

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

9.4 out of 10, Exceptional, (48)
"Everything was great and really fun!"
The price is AED 547
AED 1,864 total
includes taxes & fees
4 May - 5 May
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Charming 4 Bedroom Home With Beautiful Backyard
Exterior

Charming 4 Bedroom Home With Beautiful Backyard

9.2 out of 10, Wonderful, (59)
"Excellent location, "bigger on the inside" house. The only drawback is there's only one bathroom, but it wasn't an issue since I was only staying with one other person. I would definitely stay here again."
Charming 4 Bedroom Home With Beautiful Backyard
Spacious updated home minutes from Airport and DT!
Property grounds

Spacious updated home minutes from Airport and DT!

8.4 out of 10, Very Good, (14)
"Perfect for a small group like ours"
The price is AED 496
AED 1,207 total
includes taxes & fees
4 May - 5 May
Spacious updated home minutes from Airport and DT!
Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom
Fridge, microwave, oven, stovetop

Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom

9.8 out of 10, Exceptional, (13)
"We stayed here for a bachelorette weekend and it was the perfect place! The property was very clean, the host was very helpful, and the location was great! We really enjoyed the hot tub, highly recommend this place!"
Cozy Waterbury VRBO next to Willow on Grand Events Center and Val Air Ballroom
Hot Tub, Fenced Yard, Games, Office/Gym + Pets Ok!
Interior

Hot Tub, Fenced Yard, Games, Office/Gym + Pets Ok!

9.4 out of 10, Exceptional, (24)
"Overall was good stay. Only complaint was the beds were really hard."
Hot Tub, Fenced Yard, Games, Office/Gym + Pets Ok!
Beautiful remodeled historic Drake Univ home minutes from downtown and all metro
Interior

Beautiful remodeled historic Drake Univ home minutes from downtown and all metro

9.8 out of 10, Exceptional, (44)
"We loved this property! It was a lovely, big house for our sports team. The location was great and the neighbors were super friendly. "
The price is AED 1,561
AED 3,057 total
includes taxes & fees
4 May - 5 May
Beautiful remodeled historic Drake Univ home minutes from downtown and all metro
Cozy & Stylish Single Family Home in Down Town DSM
Fridge, microwave, oven, stovetop

Cozy & Stylish Single Family Home in Down Town DSM

9.4 out of 10, Exceptional, (13)
"Great house and we enjoyed our stay! Would stay again! "
Cozy & Stylish Single Family Home in Down Town DSM
Newly Remodeled Brick Home with wall Sculptures by the Airport
Fridge, microwave, oven, stovetop

Newly Remodeled Brick Home with wall Sculptures by the Airport

9.8 out of 10, Exceptional, (26)
"Wife and friends had a great time. Would recommend to anyone."
The price is AED 661
AED 975 total
includes taxes & fees
13 May - 14 May
Newly Remodeled Brick Home with wall Sculptures by the Airport
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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Other property types in Winterset

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

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

9.4 out of 10, Exceptional, (48)
"Everything was great and really fun!"
The price is AED 547
AED 1,864 total
includes taxes & fees
4 May - 5 May
SO MUCH FUN! ARCADE, PL TBL, PNG PNG, YARD GAMES, INDOOR AND OUTDOOR POOLS!!
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
Private kitchen

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

The price is AED 503
AED 1,090 total
includes taxes & fees
5 May - 6 May
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
Vibrant Downtown Condo with Skywalk Access #5
Property grounds

Vibrant Downtown Condo with Skywalk Access #5

8.6 out of 10, Excellent, (7)
"Clean and Cool"
The price is AED 217
AED 593 total
includes taxes & fees
6 May - 7 May
Vibrant Downtown Condo with Skywalk Access #5
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.