Photo by Tonette Pineda✈⛵🚌🚉🚃🚅🚀

Winterset Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Winterset Vacation Homes

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

9.6 out of 10, Exceptional, (60)
"Good space and size for larger groups."
The price is CA $370
CA $906 total
includes taxes & fees
Aug 20 - Aug 21
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!

Comfortable and Spacious 3 Bedroom Home

9.8 out of 10, Exceptional, (55)
"Overall, nice stay. Abundant, clean linens were available, back deck super.nice and Keurig coffee maker with plenty of coffee and tea. "
Comfortable and Spacious 3 Bedroom Home

Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

9.6 out of 10, Exceptional, (175)
"Beautiful home! Great owners! Ample parking. A few blocks away from the Valley Junction business district. Will stay again. "
Walnut Place a Charming Home in Historic Valley Junction area of West Des Moines

Recently Remodeled! Charming 2-bedroom bungalow in terrific DSM neighborhood

9.6 out of 10, Exceptional, (4)
"This house and the host were fabulous! Great location and great decor."
Recently Remodeled! Charming 2-bedroom bungalow in terrific DSM neighborhood

Charming 4-bedroom house with WiFi in wonderful Waukee

10.0 out of 10, Exceptional, (11)
"There is so much we loved about our stay here including the cozy, modern feel of the rooms, large and spacious kitchen, living, and sleeping spaces, jetted tub, basketball hoop near the driveway, and convenience to town and the metro! Would highly recommend! "
The price is CA $268
CA $518 total
includes taxes & fees
Aug 24 - Aug 25
Charming 4-bedroom house with WiFi in wonderful Waukee

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

9.4 out of 10, Exceptional, (61)
"Very nice place, great size for our work team in town for training. "
The price is CA $246
CA $666 total
includes taxes & fees
Aug 24 - Aug 25
NEW REMODEL! ARCADE GAMES, PNG PNG, SKEE BALL, ACCESS TO POOLS..WE HAVE IT ALL!

The Love Shack: Spacious Family Getaway, 5 bed/3 bath, 10 Minutes from Downtown

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house for our family to stay and gather between weddings events! Easy to get to and had lots of space to hang out. "
The price is CA $403
CA $824 total
includes taxes & fees
Aug 11 - Aug 12
The Love Shack: Spacious Family Getaway, 5 bed/3 bath, 10 Minutes from Downtown

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

9.8 out of 10, Exceptional, (46)
"Everything was great. Anything we needed was there only thing we had a problem was there were ants in the kitchen and bathrooms, But other than that the stay was comfortable and great. "
The price is CA $584
CA $1,143 total
includes taxes & fees
Aug 24 - Aug 25
Beautiful remodeled historic Drake Univ home minutes from downtown and all metro

Marisol's Cozy House

9.2 out of 10, Wonderful, (5)
The price is CA $130
CA $405 total
includes taxes & fees
Aug 19 - Aug 20
Marisol's Cozy House

high street home stay

9.8 out of 10, Exceptional, (7)
"Great location, close to restaurants and bars. The house itself is comfortable, clean and charming. The host is very responsive and friendly. Would definitely recommend booking and look forward to renting again in the future. "
high street home stay

The Cozy Cottage - Entire house in Des Moines

9.2 out of 10, Wonderful, (5)
"It was perfect for our needs !"
The price is CA $137
CA $288 total
includes taxes & fees
Aug 13 - Aug 14
The Cozy Cottage - Entire house in Des Moines

Farmhouse Oasis

10.0 out of 10, Exceptional, (9)
"Quiet little getaway and my dogs loved the fenced in yard where they could be off leash."
The price is CA $136
CA $244 total
includes taxes & fees
Sep 7 - Sep 8
Farmhouse Oasis

Walkable Downtown Townhome

10.0 out of 10, Exceptional, (2)
"We met up for an adult weekend getaway. The house is easy walking distance to food and drinks. Nice and clean with lots of space for everyone!"
The price is CA $273
CA $631 total
includes taxes & fees
Aug 12 - Aug 13
Walkable Downtown Townhome

Waterbury Treasure!

10.0 out of 10, Exceptional, (7)
"Great home we booked during our time in Iowa for hinterland. It was a great place to escape to after the music festival!"
Waterbury Treasure!

Spacious 5-bedroom house close to everything in Waukee, IA

10.0 out of 10, Exceptional, (6)
The price is CA $549
CA $954 total
includes taxes & fees
Sep 3 - Sep 4
Spacious 5-bedroom house close to everything in Waukee, IA

Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!

9.6 out of 10, Exceptional, (23)
"Grand Daughters 14 Birthday, her friends loved the hot tubtub and Movie Theater. Big stormed rolled through day before, out host sent someone over to get hot top checked and cleaned. Very responsive, and much appreciated "
The price is CA $422
CA $726 total
includes taxes & fees
Aug 11 - Aug 12
Close to Drake/Downtown - Filled With Amenities, Pet Friendly, Hot Tub, Theater!

Beautiful home minutes from downtown!

9.2 out of 10, Wonderful, (15)
"My family and I had a nice stay. The house was spot on to the description, and you can tell the host goes above and beyond to make guests feel comfortable. "
The price is CA $161
CA $382 total
includes taxes & fees
Aug 20 - Aug 21
Beautiful home minutes from downtown!

Downtown Skyline Views in Modern Townhome with Rooftop Patios

10.0 out of 10, Exceptional, (31)
"We had a great time and an easy stay walking distance from several great spots."
The price is CA $246
CA $435 total
includes taxes & fees
Aug 18 - Aug 19
Downtown Skyline Views in Modern Townhome with Rooftop Patios

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

10.0 out of 10, Exceptional, (79)
"Beautiful property that worked perfectly for our family (ranging in age for newborn to 65 yrs old)! We will definitely book again!"
Serenity Heights - Peaceful Country Acres with beautiful view in every direction

Raccoon River Retreat: Indoor Pool & Outdoor Fun!

9.6 out of 10, Exceptional, (28)
"Very quiet location just out of town. Lots of space inside and out. Great hosts. "
Raccoon River Retreat: Indoor Pool & Outdoor Fun!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winterset Hotel Reviews