Book Holiday Homes in Winterset
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Featured Holiday Homes in Winterset
Fabulous 2-bedroom house with AC in Des Moines
Des Moines IA
Located in Des Moines, this vacation home is within a 15-minute drive of Casey's Center and Iowa State Fairgrounds.
Downtown Skyline Views in Modern Townhome with Rooftop Patios
Des Moines IA
The price is AU$398 per night from 19 May to 20 May
AU$398
19 May - 20 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Des Moines, a 3-minute drive from Casey's Center and 10 minutes from Iowa State ...
Charming house - minutes from downtown, walking distance to Ingersoll!
Des Moines IA
With a stay at this vacation home in Des Moines (North of Grand), you'll be within a 15-minute drive of Casey's Center and Iowa State Fairgrounds.
Save an average of 15% on thousands of hotels when you're signed in
LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!
Waukee IA
The price is AU$814 per night from 31 May to 1 June
AU$814
31 May - 1 June
includes taxes & fees
With a stay at this vacation home in Waukee, you'll be next to a golf course, within a 10-minute drive of Jordan Creek Town Center and Wildwood Park.
The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10
Des Moines IA
The price is AU$498 per night from 18 May to 19 May
AU$498
18 May - 19 May
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Des Moines, a 4-minute drive from Casey's Center and 13 minutes from Iowa State ...
Beaverdale Charmer - Sleeps 10 - Near Drake, Downtown - Dogs Welcome!
Des Moines IA
With a stay at this vacation home in Des Moines (Beaverdale), you'll be within a 15-minute drive of Casey's Center and Iowa State Fairgrounds.
Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale.
Urbandale IA
With a stay at this vacation home in Urbandale, you'll be within a 15-minute drive of Jordan Creek Town Center and Casey's Center.
Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset
Winterset IA
The price is AU$480 per night from 19 May to 20 May
AU$480
19 May - 20 May
includes taxes & fees
Located in Winterset, this vacation home is within a 5-minute drive of Madison County Courthouse and John Wayne Birthplace Museum.
Heated Pool Hot Tub PicklebalMovieTheaterPoolTable GameR Golf
Des Moines IA
With a stay at this vacation home in Des Moines (Greater South Side), you'll be within a 15-minute drive of Casey's Center and Iowa State Fairgrounds.
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.
Winterset Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Winterset vacation homes are the perfect way for you to wing it.
Holiday houses in Winterset let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Winterset in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Winterset adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Winterset with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Winterset vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Winterset Holiday Homes essential information
Accommodation | 167 Holiday Homes |
|---|---|
Lowest Price | AU$116 |
Highest Price | AU$814 |
Popular accommodation | Fabulous 2-bedroom house with AC in Des Moines, Downtown Skyline Views in Modern Townhome with Rooftop Patios, Charming house - minutes from downtown, walking distance to Ingersoll!, LUXURY GETAWAY! ARCADE, POOL TBL, PING PONG, HOT TUB, DECK! ACCESS TO POOLS!, The Cow Tipper: Near Everything - SPA - Game Room - Fire Pit & Patio - Sleeps 10, Beaverdale Charmer - Sleeps 10 - Near Drake, Downtown - Dogs Welcome!, Newly remodeled 3-bedroom ranch with pool table, patio, and grill in Urbandale., Covered Bridge Haven - 3-bedroom house with themed rooms in Winterset, Heated Pool Hot Tub PicklebalMovieTheaterPoolTable GameR Golf |
Top trending hotels in Winterset
Cobblestone Inn & Suites - Winterset, IA
1304 North 4th Avenue Winterset IA
Fully refundableReserve now, pay when you stay
The price is AU$181 per night from 7 June to 8 June
AU$181
7 June - 8 June
includes taxes & fees
Located in Winterset, Cobblestone Inn & Suites - Winterset, IA is in a rural location, within a 5-minute drive of Madison County Courthouse and John Wayne Birthplace ...
Covered Bridge Inn
1312 Cedar Bridge Rd. Winterset IA
Fully refundableReserve now, pay when you stay
The price is AU$158 per night from 17 May to 18 May
AU$158
17 May - 18 May
includes taxes & fees
Located in Winterset, Covered Bridge Inn is within a 5-minute drive of John Wayne Birthplace Museum and Madison County Courthouse.
Hotel Fort Des Moines, Curio Collection by Hilton
1000 Walnut St Des Moines IA
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 24 May to 25 May
AU$202
24 May - 25 May
includes taxes & fees
With a stay at Hotel Fort Des Moines, Curio Collection by Hilton, you'll be centrally located in Des Moines, within a 5-minute drive of Casey's Center and Drake ...
Save an average of 15% on thousands of hotels when you're signed in
Days Inn & Suites by Wyndham Des Moines Airport
1901 Hackley Ave Des Moines IA
Fully refundableReserve now, pay when you stay
The price is AU$116 per night from 17 May to 18 May
AU$116
17 May - 18 May
includes taxes & fees
With a stay at Days Inn & Suites by Wyndham Des Moines Airport in Des Moines (Greater South Side), you'll be within a 15-minute drive of Casey's Center and Iowa ...
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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**Terms and Conditions apply.
^Subject to availability and chosen travel dates.